32751 Zip Code FL Mid-Century Modern Style Homes for Sale

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add Maitland SubDv. ⋅ 32751 Zip Code

**BOATING/LAKE ACCESS** Welcome to 553 Arapaho Trail, where timeless MID-CENTURY CHARM meets thoughtful modern living in the highly sought-after DOMMERICH ESTATES community of Maitland. Offering OVER 1,500 SQUARE FEET of beautifully maintained living space, this 3-BEDROOM, 2-BATHROOM HOME features a desirable SPLIT FLOOR PLAN designed for both privacy and everyday comfort. From the moment you arrive, you'll appreciate the exceptional curb appeal with LUSH, MATURE LANDSCAPING, a NEWLY PAINTED EXTERIOR, and an EXTRA-WIDE, EXTRA-LONG BRICK PAVER DRIVEWAY with room for up to SIX VEHICLES. Inside, the home's original character has been carefully preserved while incorporating today's most important updates, including a NEW ROOF (2025), NEW GUTTERS, WHOLE-HOUSE REPIPE, ELECTRICAL UPGRADES, HARDWOOD FLOORING THROUGHOUT, NEW KITCHEN APPLIANCES, an UPGRADED PRIMARY EN-SUITE, stylish UPDATED LIGHTING FIXTURES, an EXTENDED ATTIC WITH ABUNDANT STORAGE, and a PAINTED GARAGE FLOOR. One of the neighborhood's rare homes with BURIED ELECTRICAL SERVICE, the property also offers a cleaner streetscape and added peace of mind. Step outside and discover your own private backyard retreat featuring an INCREDIBLE SCREENED-IN POOL, an expansive BRICK PAVER POOL DECK, and a charming BRICK PAVER GARDEN WALKWAY winding through beautifully landscaped grounds—perfect for entertaining or relaxing year-round. Beyond the home, DOMMERICH ESTATES continues to impress with its welcoming sense of community and location within one of Central Florida's most desirable school districts, originally designed around A-RATED SCHOOLS to make walking and biking to class safe and convenient. Residents also enjoy access to a VOLUNTARY, LOW-COST HOA that includes a PRIVATE BOAT RAMP to the WINTER PARK CHAIN OF LAKES, opening the door to BOATING, PADDLEBOARDING, FISHING, and unforgettable days on the water. The CITY OF MAITLAND offers the perfect balance of convenience and charm with its WALKABLE NEIGHBORHOODS, beautiful parks, local festivals, downtown concerts, and community events, while world-renowned PARK AVENUE in Winter Park is just minutes away for AWARD-WINNING DINING, BOUTIQUE SHOPPING, ART GALLERIES, and weekend brunch. This is more than just a home—it's an opportunity to experience one of CENTRAL FLORIDA'S MOST BELOVED NEIGHBORHOODS and lifestyles.

553 Arapaho Trail, Maitland

$230,000

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Welcome to Lake Maitland Terrace! A serene neighborhood perched beautifully on Lake Maitland offering a lakefront pool & clubhouse. Enjoy this first floor corner home with screened porch & lake view. Delight in the retro vibe of this original unit OR renovate to your heart's content. One assigned parking space steps from your front door. Welcome Home!

1140 S Orlando Avenue Unit G8, Maitland

$420,000

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Welcome to Lake Maitland Terrace, where this beautifully renovated condominium offers a rare opportunity to enjoy Chain of Lakes living. Included with the property is a leased boat dock on the Winter Park Chain of Lakes, paid through 7/31/2027, with the lease transferable to the new owner and renewable. This stunning 2-bedroom, 1.5-bath residence features picturesque lake views from both bedrooms as well as the screened front porch. The screened-in front porch is the perfect place to relax while overlooking the expansive lakefront campus, complete with a sparkling pool, fishing dock, putting green, and shuffleboard courts. From the moment you step inside, you'll appreciate the exceptional quality of the modern renovation, thoughtfully designed with both style and function in mind. The beautifully updated kitchen is ideal for entertaining, featuring premium finishes, generous workspace, and a party-size ice maker. It flows seamlessly into the dining area, where abundant built-in storage provides both convenience and organization. The spacious primary suite serves as a private retreat, complete with a walk-in closet, an updated half bath, and tranquil lake views to wake up to each morning. Whether you're looking for a full-time residence or a weekend escape, this move-in-ready home offers an exceptional lifestyle in one of Winter Park's most desirable waterfront communities. This is a rare opportunity you won't want to miss.

1140 S Orlando Avenue Unit K15, Maitland

$204,950

1 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

PRICE IMPROVEMENT! Live the lake lifestyle in this beautifully updated 1-bedroom condo located in the iconic mid-century modern community of Lake Maitland Terrace. Completely refreshed in 2025, this first-floor residence features a brand-new HVAC system, new appliances including washer, dryer, and kitchen disposal, updated kitchen countertops, and new flooring throughout the living areas. Freshly painted and thoughtfully enhanced, the home blends timeless mid-century character with modern comfort and style. The spacious bedroom showcases sleek modern concrete flooring, adding to the authentic architectural aesthetic and contemporary feel. Perfectly positioned within a charming two-story mid-rise building, this residence offers effortless access to the community’s exceptional waterfront amenities and relaxed lakefront atmosphere. Set on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—residents enjoy direct lake access for boating, kayaking, canoeing, fishing, and water-skiing. A private community dock is located on-site, while the City of Maitland public boat ramp sits conveniently next door. Boat slips may also be available upon request. The location is truly unbeatable. Just one block from Lake Lily and Fort Maitland Park, and only minutes from Park Avenue, residents can walk to the Maitland Farmers Market, local restaurants, coffee shops, gym, dry cleaning, barber shop, boba tea, and more—all directly across the street. Enjoy easy biking access to Park Avenue for premier shopping, dining, and entertainment. Residents of Lake Maitland Terrace enjoy outstanding amenities including a newer community pool, lakefront clubhouse with breathtaking views available for private events, on-site laundry facilities, free unlimited water, and twice-weekly valet trash service. Experience maintenance-free living where iconic mid-century modern design meets modern updates and an unmatched Central Florida lakefront lifestyle.

1140 S Orlando Avenue Unit E2, Maitland

$985,000

4 Beds ⋅ 4 Baths ⋅ Delroy Park SubDv. ⋅ 32751 Zip Code

A rare find in one of Maitland's most sought-after neighborhoods—this stunning mid-century modern residence has been thoughtfully and comprehensively REIMAGINED from the studs out, preserving its iconic architectural sensibility while delivering every modern luxury a discerning buyer could want. Step inside and you're immediately welcomed by a living room that commands attention: a dramatic stacked-stone feature wall anchors custom cabinetry, floating shelves, and a SPEAKEASY STYLE dry bar with a built-in cabinetry — all concealed by a Secret/Hidden Door. On the opposite side, you'll find a custom built, beautifully designed full wet bar with a wine/beverage refrigerator and glass display cabinetry. This fully REDESIGNED home features 4 bedrooms-including 2 primary suites (1 upstairs and 1 downstairs) along with 4 custom, beautifully designed full bathrooms, spaciously laid out under 3389 sq ft of living space. A dedicated office sits just off the front room, and a brand-new 6' × 20' laundry and mudroom, fully insulated and air-conditioned with custom cabinetry, connects seamlessly to the garage. You have to see all the custom features to truly appreciate this wonderful home. The kitchen is a true SHOWPIECE — quartz countertops, a designer tile backsplash, custom cabinetry, and matte black hardware set the tone, while a built-in under-counter microwave and single-drawer dishwasher keep things sleek and functional. The walk-in, butler style, pantry offers custom floating shelves and base cabinetry, along with a designer, custom coffee bar—featuring a quartz top, blue herringbone tile, six soft-close drawers, and undercabinet lighting—making every morning feel curated. The home's bones are just as impressive as its finishes. Whole-house high-performance foam insulation replaces the old loose-fill; both mini-split AC units are new; a tankless water heater serves the entire home; and a whole-house water filtration and conditioning system — plus reverse-osmosis drinking water at the kitchen sink — ensures exceptional water quality throughout. Electrical is equally thorough: most wiring is brand new, with two new panels fed by 200-amp service, EV charging in the garage, generator inlets on both panels, and a custom network closet with structured cabling to every room. Interior finishes have been meticulously REFRESHED — fresh paint throughout, hardwood floors professionally sanded and sealed, crown molding in all common areas and the kitchen, custom plantation shutters throughout, and motorized blinds in the sunroom. New ceiling fans grace every bedroom, the living room, office, and sunroom. Outside, the fully relandscaped backyard features new drainage run to the street, fresh sod, and all-new plantings — a SERENE private retreat to match the sophistication within. As a final gesture of goodwill, the seller has pre-paid for the upstairs ensuite bathroom vanity replacement, allowing the buyer to work directly with the cabinetry contractor and personalize the design to their taste. LOCATION- All of this is near many of Maitland's greatest HOTSPOTS, allowing you to walk to restaurants, grab coffee at Foxtail in the mornings, or go boating at Lake Maitland or Lake Minnehaha Park. Wind down the week at a local Restaurant like Luke's, Francesco's or Antonio's, or stroll and dine on nearby Park Ave in Winter Park. Everything is within 5-10 minutes of your front door!

400 W Trotters Drive, Maitland

$850,000

5 Beds ⋅ 4 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code

Virtually Staged. Located in one of Maitland’s established and tree-lined communities, this distinctive Mid-Century Inspired Chalet residence offers exceptional space, dramatic design elements, and endless potential for modern transformation. Positioned within sought-after school district the home benefits from access to some of the area’s most well-regarded schools. The home’s impressive pavered approach sets the stage for its chalet-inspired architecture, where soaring A-frame rooflines, dramatic window walls, and natural stone detailing create an unforgettable presence beneath a canopy of mature trees — where “Colorado ski chalet meets Old Florida.” With 5 bedrooms and 3.5 bathrooms, the home is filled with high ceilings, expansive windows, and retro-inspired details that create character throughout. A striking open staircase with vintage styling showcases craftsmanship and design elements rarely found in today’s construction, while a massive paver courtyard welcomes guests and enhances the home’s unique indoor-outdoor lifestyle. Inside, the formal dining and sunken living room feature coffered ceilings and a dramatic circular brick fireplace centerpiece, while walls of windows flood the interiors with natural light. The spacious kitchen includes a cooking island, double wall ovens, closet pantry, breakfast nook, and an abundance of windows overlooking the private backyard area. Adding exceptional flexibility, the home also features a private in-law suite with its own separate entrance. The space includes a sleeping area, small seating/living space, private bathroom, kitchenette area with refrigerator and countertop workspace, and an eat-in area — ideal for multigenerational living, long-term guests, a private home office setup, or potential income-producing opportunities. The upstairs bedrooms open onto a rear balcony, creating a true retreat feel among the mature trees and landscaped surroundings. The primary bath features angular ceilings, oversized triangular windows, and a custom mosaic tile tub and double vanity that reflect the home’s original retro contemporary character. Outdoors, enjoy a sparkling swimming pool surrounded by shade trees, an expansive paver deck, and a fully fenced yard ideal for entertaining, gardening, or creating a private oasis. Recent updates include new roof 2024, along with a transferrable shingle warranty, both A/C HVAC units replaced 2019 and 2023, hot water heater was replaced in 2019, 2023 electrical work done, 2022 high end Samsung dishwasher installed, transferrable premium home appliance warranty expiring Feb 3 2027, gas-powered portable generator and underground utilities. This home presents an exciting opportunity for buyers seeking architectural character and the chance to personalize a spacious residence with cosmetic updates including flooring, wall finishes, and modern design enhancements. Conveniently located near top-rated dining, shopping, parks, and major commuter routes, Maitland remains one of Central Florida’s most desirable established communities, known for its timeless charm, mature landscapes, and exceptional location.

751 Sequoia Trail, Maitland

$973,600

4 Beds ⋅ 3 Baths ⋅ Highland Park Estates SubDv. ⋅ 32751 Zip Code

Fully renovated pool home in the heart of Dommerich featuring a rare dual-primary layout and a 2019-built owner’s suite addition—designed for modern living and effortless maintenance. Originally built in 1967 and completely reimagined in 2019, the home blends timeless character with major system upgrades including roof, HVAC, plumbing, electrical, windows, and doors—providing peace of mind rarely found in this area. The home is vacant and move-in ready. The open-concept living and dining areas flow seamlessly into a private, resort-style backyard featuring a screened-in pool, covered patio, and low-maintenance landscaping. With xeriscaped grounds, paver walkways, and perimeter planting beds, the outdoor space is designed to be enjoyed—not managed. The kitchen is built for both function and flow, offering extensive drawer-based cabinetry, a dedicated coffee bar, natural gas cooking, and direct access to the main living areas and garage. The home is equipped with natural gas, supporting the cooktop, dryer, tankless water heater, and pool/spa heater—providing enhanced efficiency, faster performance, and lower operating costs compared to all-electric homes. The 2019-built primary suite is a true retreat with vaulted ceilings, pool access, a custom walk-in closet, en-suite bath, and a dedicated laundry space. A second primary bedroom with en-suite bath also serves as a pool bath—ideal for guests, multigenerational living, or flexible use. Two additional bedrooms and a shared hall bath complete the layout. Located in one of Central Florida’s most established and sought-after neighborhoods, Dommerich offers top-rated schools, tree-lined streets, parks, and unmatched proximity to shopping, dining, and major roadways. Vacant and move-in ready. Homes with this layout and level of renovation in Dommerich rarely come available. And the price was recently repositioned to provide one of the best values among fully renovated pool homes in Dommerich.

921 N Thistle Lane, Maitland

$650,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Second Add SubDv. ⋅ 32751 Zip Code

Dommerich Hills – Maitland Positioned in the heart of Maitland, this inviting single-story home in the highly desirable Dommerich Hills community combines comfort, character, and location. Offered for the first time in 60 years, this property reflects true pride of ownership and long-term care. Set on a spacious .24-acre lot, the home offers 4 bedrooms, 2.5 baths, and 2,265 sq. ft. of living space. A timeless brick exterior and side-entry two-car garage create strong curb appeal, while the single-level floor plan provides effortless everyday living. The kitchen flows naturally into the connected living and dining areas, promoting an open, comfortable layout perfect for gatherings or flexible work-from-home use. Enjoy a fully fenced backyard great for pets, gardening, play, or weekend entertaining in your own outdoor retreat. Recent updates include: roof (Nov 2021), HVAC (May 2023), garage door (Apr 2022), and now connected to the city sewer (Nov 2025). Dommerich Hills is a well-established, tree-lined neighborhood known for its spacious lots, mid-century architecture, and strong sense of community. Zoned for Dommerich Elementary, Maitland Middle, and Winter Park High, with the convenience of walking or biking to nearby schools. Minutes from Downtown Winter Park dining, boutique shopping, and easy access to major roadways and everyday conveniences. A rare opportunity to own a meticulously maintained home in one of Maitland’s most established and sought-after communities—offering the perfect blend of location, lifestyle, and long-term value.

2600 Mohawk Trail, Maitland

$745,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code

In the heart of Dommerich, this thoughtfully renovated mid-century pool home offers deeded access to the Winter Park Chain of Lakes & a well-executed floor plan designed for everyday living. Set on a .20-acre lot measuring 79’ x 111’, the home balances indoor comfort with outdoor livability, beginning with a welcoming front entry that opens to a casual foyer. To the left is a shared formal living and dining space filled with natural light from large-format windows. Wide plank engineered wood flooring, charming built-ins & updated finishes continue throughout the main living areas, creating a cohesive & visually consistent interior. Toward the back of the home, the layout transitions to a family room & adjoining Florida room, which, when used together, create a spacious secondary living area, or may function separately as a family room, casual dining area, office or reading room, all overlooking the pool and functionally connected to the kitchen. The kitchen is positioned at the center of the home & features white shaker cabinetry, grey quartz countertops, a large island with a butcher block countertop, seating and storage on all sides, a vent hood over the range, stainless steel appliances & a large white ceramic single-bowl farmhouse sink with a pull-down commercial-style faucet, along with windows overlooking the pool & backyard. The home offers an ideal split-bedroom plan, with the primary suite located on the back left side of the home and added in 2018 by Winter Brothers Construction. The suite includes a spacious bedroom with recessed lighting, separate closets with built-in organization & a well-appointed bath with dual vanities, a freestanding soaking tub, a glass-enclosed walk-in shower with rain shower head & a private water closet. On the opposite side of the home are three additional bedrooms, including one with an en-suite bath designed with a pedestal sink, wall-mounted storage & a glass-enclosed walk-in shower, along with a full hall-entry bath which comes with a tub/shower combination & new vanity (2026). Highlights of the backyard include a paver deck, saltwater swimming pool with a generous shallow shelf, child safety fence, play set, raised garden bed, lawn space for people and pets and a mature peach tree that produces fresh peaches. The home also features an attached two-car garage with a laundry area, professional landscaping and a newly installed white privacy fence with gated access on both sides. In addition to its charm & interior updates, the home offers meaningful system improvements, including electrical panels (2018), two HVAC systems (2018 and 2022), a full re-pipe to PVC/CPVC, roof replacement (2017–2018) & an electric water heater (2018). The property owner has the option to join the Dommerich Estates Beach Civic Association, which provides access to a private boat ramp, picnic area and lakefront amenities on Lake Minnehaha. Residents also enjoy convenient access via the neighborhood boardwalk to Maitland Community Park, offering tennis and basketball courts, trails, pavilions and year-round activities. Zoned for Dommerich Elementary, Maitland Middle and Winter Park High and located just minutes to Park Avenue, Lake Lily, the Maitland SunRail station and major roadways, this is an opportunity to own a move-in ready home in a well-established neighborhood with strong school zoning, a true sense of community and lake access to the Winter Park Chain of Lakes.

150 Seneca Trail, Maitland

$324,000

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

Offered at a newly improved price, this highly desirable residence at Maitland Harbour is located within a boutique 38-unit lakefront condominium community nestled in the heart of Maitland. Ideally positioned on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—this intimate and picturesque enclave offers access to the entire chain and a truly exceptional waterfront lifestyle. A hidden gem, Maitland Harbour blends timeless Mid-Century Modern architecture with the serenity of lakefront living. Designed by renowned architect Manfred Lopatka, a protégé of Frank Lloyd Wright, and built in 1964, the community reflects a distinctive Central Florida interpretation of classic modernist design. Inside this beautifully updated 2-bedroom, 2-bath residence offering 952 square feet, you will find light-filled living space with a clean, cohesive aesthetic throughout. The kitchen, renovated in 2020, features quartz countertops, a subway tile backsplash, open wood shelving, and a pass-through to the dining area, creating both functionality and visual connection to the main living space. The open-concept living and dining areas are bright and inviting, with warm-toned wood flooring and neutral finishes. The primary suite is a true retreat, complete with updated flooring (2020), soft natural light, newly added barn-style closet doors for improved storage access, and direct access to the private balcony—ideal for enjoying morning coffee or evening breezes. The en-suite bath, renovated by a previous owner, features neutral finishes and a glass-enclosed shower. The secondary bedroom is spacious and offers consistent updated flooring and fresh paint, and is located adjacent to a full guest bath with recent updates including vanity, lighting, and fixtures. Additional improvements include a new refrigerator (2023), new windows (2024), new HVAC (2025), and fresh interior paint (2025/2026). The community has completed major improvements including new roofs, pool enclosure, and exterior paint, and both the milestone inspection and structural integrity reserve study have been completed and are available for review. Residents enjoy a full suite of lakefront amenities including a waterfront pool, courtyard, boat slips, fishing pier, kayak storage, community room, private storage, covered parking, and an expansive entertaining deck overlooking Lake Maitland. The location is adjacent to historic Fort Maitland Park and directly across from Lake Lily, the heart of Maitland’s Cultural Corridor, known for concerts, the Maitland Art Festival, and the Sunday Farmers Market, and is just a short walk to the Enzian Theater and local dining, with easy access to Winter Park’s Park Avenue offering premier shopping, restaurants, museums, and year-round events. Enjoy low-maintenance lakefront living with beautiful interior spaces, a private balcony, and access to one of Central Florida’s most sought-after waterfront settings.

1000 S Orlando Avenue Unit B25, Maitland

$700,000

3 Beds ⋅ 2 Baths ⋅ Dommerich/ Highland Park SubDv. ⋅ 32751 Zip Code

Here is your chance to be in the coveted Dommerich neighborhood and have a move in ready 3/2 pool home! This home has been tastefully renovated to include newer front living room Anderson Windows and Sliding Doors. Newer kitchen countertops, NEW ROOF 2025, Second bath updated in 2017, HVAC 2015, Water Heater 2015. The Salt Cell for the pool 2025, Refrigerator and Dishwasher 2025 and updated LED lighting throughout. All your important insurance items taken care of! Now, let's talk about this home! This Mid-Century Modern is MOVE IN READY! You will absolutely love the natural light from the beautiful front windows. Your kitchen is aesthetically pleasing with a wonderful flow and makes entertaining a breeze! The walk in pantry is ideal for extra storage. The Primary Suite is spacious and offers an updated en-suite with a walk in shower. The secondary rooms are nice sized and provide ample natural light as well as garden views. You will spend the majority of your time in your luxurious pool and relaxing on the covered deck area. With several areas of dedicated lounge space and sheltered area from the sun, this backyard oasis is a rare find! All the while, still providing you plenty of greenspace for play and pets. This home is ideally situated to Dommerich Elementary and minutes to Maitland Middle as well as Zoned for Winter Park High School, you are the Trifecta of Schools! Minutes to Publix, Walmart, Target, downtown Winter Park and Maitland, the Sun Rail and to the I-4 Maitland Exchange. Don't miss your chance to see why so many live and love to call Dommerich HOME!

2040 Thunderbird Trail, Maitland

$647,000

3 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code

WELCOME TO YOUR DOMMERICH HOME - This tastefully updated Mid Century ranch is perfectly positioned on a gentle rise above the tree lined streets of Dommerich, offering both charm and modern functionality. As you enter the foyer, you are immediately welcomed by the clean lines and modern touches of the decor. The imported Italian tile and Terrazzo floors flow throughout this open floor plan and its' volume ceilings. The Curava countertops and subway tile backsplash perfectly frame the deep stainless sink and the crisp white cabinets in the bright eat-in kitchen. Just beyond the breakfast bar, the space opens to a generous dining room anchored by a striking fireplace - perfect for everyday meals or entertaining. Multiple living spaces provide incredible versatility, including a spacious family room, a cozy den ideal for relaxing or reading, and a bright Florida room that overlooks the backyard. These areas offer flexible options for work, play, or additional entertaining space. The primary suite offers a comfortable retreat with an en-suite bathroom and walk-in closet, while the additional bedrooms are well-sized and filled with natural light. Both bathrooms have been thoughtfully remodeled with a clean, modern design. Step outside to your shady private backyard where a brick paver terrace and mature trees create the perfect setting for outdoor living, dining, and relaxation. Recent upgrades include: all new LED light fixtures throughout, Energy Star double-pane windows and doors(214), new A/C system (2020), new water heater (2023), new gutters (2026), New Vinyl Fence (2019), Designer remodel in both bathrooms (2017), along with the recent public sewer connection—providing peace of mind for years to come. Located in the highly desirable Dommerich school district and convenient to shopping, dining, and major roadways, this move-in ready home combines classic style, modern updates, and an exceptional location. Don’t miss your opportunity to make this Dommerich home your own—schedule your private showing today.

1000 Kewannee Trail, Maitland

$485,500

3 Beds ⋅ 2 Baths ⋅ Lakewood Shores 2nd Add SubDv. ⋅ 32751 Zip Code

Welcome to 150 Cherrywood Drive in the heart of Maitland, Florida. This inviting 3-bedroom, 2-bath home sits on a large lot in a quiet, established neighborhood and offers a layout that truly lives well. The updated kitchen features stone countertops and opens seamlessly to the main living areas, creating an easy, natural flow that’s perfect for both everyday living and entertaining. The thoughtfully designed floorplan allows each space to connect effortlessly while still offering comfort and functionality. The primary suite provides a relaxing retreat with a remodeled master bathroom, showcasing updated finishes and a fresh, modern feel. Two additional bedrooms offer flexibility for guests, family, or a home office. Outside, the spacious lot offers plenty of room to enjoy outdoor living, with endless possibilities for entertaining, play, or future enhancements. Ideally located near top-rated schools, shopping, dining, parks, and major roadways, this Maitland home combines convenience, charm, and move-in-ready appeal. 150 Cherrywood Drive is a must-see.

150 Cherrywood Drive, Maitland

$525,000

4 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code

Discover the charm of Mid-Century Modern living in this beautifully maintained 4-bedroom, 2-bath home located in one of Maitland’s most desirable neighborhoods. This single-story residence offers a bright and inviting layout with clean architectural lines, abundant natural light, and generous living spaces perfect for both everyday comfort and entertaining. Under the carpet is beautiful preserved grey and white terrazzo flooring just waiting to be refinished!! The kitchen and spacious dining and living areas flow seamlessly to the outdoors, where mature landscaping and an oversized yard create a sense of privacy and tranquility. The living room and dining room combo off the kitchen makes meal time easy and with an additional family room off the other side of the kitchen there is plenty of space for all to gather, watch TV etc... The sliding doors that open up to the screened in porch provide additional entertaining space!! Home has four spacious bedrooms with ample closet space. Plenty of driveway parking, the two car carport provides additional covered parking and parking is allowed on the street. Ideally situated near top-rated schools - Dommerich, Maitland Middle and Winter Park High School. Winter Park, Maitland City Centre, Lake Sybelia, local parks, and major commuter routes are all convenient. This home blends timeless style with modern convenience. With its prime location and distinctive Mid-Century character, this Maitland gem is ready to welcome its next owner.

620 Chickapee Trail, Maitland

$415,000

3 Beds ⋅ 2 Baths ⋅ Lake Eulalia Heights SubDv. ⋅ 32751 Zip Code

Step into timeless style with this completely updated mid-century modern home tucked away on a quiet Maitland cul-de-sac. This 3-bedroom, 2-bath residence offers 1,521 sq ft of thoughtfully designed living space featuring refinished terrazzo floors, brand-new windows, and abundant natural light. The modern kitchen shines with new cabinets, stone countertops, and stainless-steel appliances, while both bathrooms have been beautifully remodeled with contemporary finishes. Fresh interior and exterior paint, new lighting and ceiling fans throughout, and lush new landscaping make this home truly move-in ready. Enjoy the best of Central Florida living—just steps from Maitland’s shops and restaurants and minutes from charming downtown Winter Park

6 Barnard Court, Maitland

$490,000

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Beautiful Mid-Century Modern in Maitland! Sylish 3-bed, 2-bath, single-story home with 2-car garage + office on a quiet, tree-lined street. Features include vaulted ceilings, hardwood floors (no carpet), updated kitchen and baths, and a wood-burning fireplace. Enjoy a sunny Florida Room overlooking the fully fenced backyard. Upgrades include NEW energy-efficient windows, built-in closets, smart lighting and cameras, and fresh, modern paint colors. The chef’s kitchen offers stainless appliances, farmhouse sink, and ample cabinetry. Perfect for entertaining—dine al fresco on the large patio under shade trees or gather inside the Florida Room. No HOA. Just minutes from Maitland City Centre, the 414 for easy travel and 10 minutes to Park Avenue. Call today for your private showing.

515 W Faith Terrace, Maitland

$579,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

Welcome to 1434 Winston Road, located in Seminole County’s desirable English Estates neighborhood. This beautifully maintained midcentury modern–inspired 4-bedroom, 2-bathroom pool home offers 2,312 square feet of bright and functional living space, filled with natural light and thoughtful updates throughout. Step inside to discover a warm, inviting layout with bamboo wood and tile flooring in all the main living areas and freshly painted interiors that create a crisp, modern feel. The kitchen features a peninsula with seamless flow to the dining and living rooms, along with an updated backsplash that highlights the home’s timeless design and provides a perfect gathering spot for family and friends. The primary suite features a spacious bathroom with a new vanity, walk in shower and a dreamy walk-in closet with plenty of natural light. A generously sized Florida room overlooks the pool area and has been recently equipped with a new split AC system—perfect for lounging, working out, or working from home all year long. Recent upgrades include a roof (2022), new HVAC system (2025), and full repiping with an updated electrical panel (2022). Additional improvements include hurricane-rated smart garage doors and openers (2023), dual-pane windows for energy efficiency, and a new pool pump and filter tank (2024). The backyard is fully fenced and showcases lush, mature landscaping, creating a private and serene outdoor escape. Exterior maintenance is a breeze with recently installed gutters and a new front yard smart irrigation system. Bonus—this home sits on a conservation lot! No rear neighbors!! With its midcentury charm, modern updates, and major systems already in place, this move-in-ready home is the perfect blend of style and function. Just minutes from parks such as Kewannee, shopping, and top-rated schools, it offers the best of Maitland and Seminole County living. <iframe src="https://www.zillow.com/view-imx/ca9004b4-036a-46c6-adbf-3df42117962d?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="100%" height="790px" frameBorder="0" style="border: 0;"></iframe><br>Brought to you by <a href="" target="_blank">The A List</a>

1434 Winston Road, Maitland

$500,000

3 Beds ⋅ 2 Baths ⋅ Oakland Shores 1st Add SubDv. ⋅ 32751 Zip Code

Step into this meticulously maintained, move-in ready mid-century modern beauty, nestled in the heart of the higly sought-after Oakland Shores neighborhood in Maitland, Florida. Situated on an elevated lot, this home boasts all new landscaping, a newly painted exterior, and exceptional curb appeal. The solid block construction offers both durability and timeless style, with three spacious bedrooms and two full bathrooms Enjoy vaulted ceilings and a cozy brick wood-burning fireplace in the spacious living room, with elevated windows that flood the space with natural light. The seamless flow from living to dining creates a perfect setting for both everyday living and entertaining. The kitchen featuring sleek granite countertops, stainless steel appliances, and pull-out storage in the cabinets and pantry. A large window above the sink offers a view of the lush backyard, while the adjacent eat-in nook provides a charming spot for casual meals. Newer laminate flooring flows throughout the home, with tile accents in the kitchen, dining room, nook, and bathrooms. Both bathrooms have been thoughtfully updated, with the primary bath receiving a luxurious remodel in 2022—complete with a thermostat-controlled floor warming system for extra comfort. The primary bedroom is a true retreat, filled with natural light and featuring a custom walk-in closet. The secondary bedrooms are generously sized, with one offering two large closets, providing ample storage space. Recent Upgrades: This home has received over $30K in all new landscaping both in the front as well as the backyard. New walkways have been added, all new irrigation, and PVC fencing in the backyard. Other updates include a new garage door, exterior paint, shutters, and fresh hardware on interior doors. HVAC air handler (2022), and a new septic tank and drain field (2022). Home has double pained windows and Aug 2025 new tankless water heater. Relax and unwind on the large 33’ screened porch, perfect for enjoying the Florida weather at any time of day. The beautifully landscaped backyard is complete with a fire pit, ideal for cozy evenings with family and friends. This home’s location couldn’t be better—close to shopping, restaurants, grocery stores, and with easy access to I-4. Plus, there’s no HOA to worry about! Whether you’re commuting or enjoying local amenities, this property offers the best of both worlds. This is a rare opportunity to own a beautifully updated mid-century home in one of Maitland's most desirable neighborhoods. Schedule your showing today and start imagining your new life here!

632 Magnolia Drive, Maitland

$675,000

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

Welcome to your dream home in the heart of Maitland’s beloved English Estates neighborhood! This beautifully updated 4-bedroom, 2.5-bathroom home with a dedicated office offers the perfect blend of timeless mid-century design and thoughtful contemporary upgrades. With approximately 2,352 square feet of living space on a generous 16,660 square foot double lot, there’s room to relax, entertain, and truly enjoy Florida living. From the moment you arrive, the home’s curb appeal draws you in with its circular driveway, side-entry garage, and lush, Florida-friendly landscaping. Step through the charming front courtyard, enclosed by a brick privacy wall, and you’ll immediately feel the peaceful, welcoming vibe that makes this home so special. Inside, the layout is both functional and inviting. The updated kitchen is a true centerpiece, featuring a spacious island and newer GE Profile stainless steel appliances, including an induction range with convection oven and microwave (2022), a French-door refrigerator with auto-fill, and an under-cabinet reverse osmosis water filtration system that also feeds the fridge. The kitchen opens directly to the family room, where a classic brick wood-burning fireplace adds warmth and character—perfect for cozy evenings or casual get-togethers. The main living areas are finished with pristine vintage tile floors that add charm and durability, while all four bedrooms have been upgraded with brand new luxury vinyl plank flooring for a fresh, modern feel. The split floor plan offers privacy and flexibility, with three spacious secondary bedrooms on one side and a separate primary suite on the other. Whether you need space for guests, family, or hobbies, this layout works beautifully. And if you work from home, the dedicated office space is a quiet, comfortable spot to stay productive. Step outside through elegant French doors and discover your own private retreat. The backyard is a true highlight, with a sparkling pool, brick patio, and shaded walkways surrounded by mature landscaping. Recent pool upgrades in 2021 include a new pump motor, cartridge filter, pre-filter, and salt cell, ensuring your oasis is ready for summer fun. Throughout the home, all windows have been replaced with vinyl insulated double-pane Low-E windows, providing enhanced energy efficiency and a quieter indoor environment. Additional enhancements include a full PEX re-pipe and new water heater (2017), a Clopay Gallery insulated garage door paired with a Chamberlain smart opener with battery backup (2018), and a generator interlock with plug installed on the main panel. The roof was replaced in December 2023 with an Atlas Roofing system featuring a full self-adhesive secondary water barrier. Gutters have been installed around all entry areas, and the home is finished with durable aluminum fascia and soffits. You’ll also appreciate the granite vanities in the bathrooms, fresh professional paint inside and out, and the added convenience of a dedicated EV charging outlet in the garage. The home comes with a home warranty, offering extra peace of mind. Located in one of Maitland’s most established and desirable neighborhoods, you’re just minutes from top-rated schools, parks, shopping, dining, and major roadways. This is more than just a house—it’s a place to live, grow, and make lasting memories. Don’t miss your chance to own this one-of-a-kind home. Schedule your private showing today!

2350 Worthington Road, Maitland

$197,000

2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. RARE opportunity to live in the Premier Lake Maitland Terrace Condo Community. Even more RARE is that it is REMODELED END unit with plenty of natural light and it is on the bottom FIRST level, main FLOOR! No Stairs, easy access to your new home. Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is also connected to the Winter Park Chain of Lakes. Plenty of fishing, fun and relaxing to be had on the community dock, shuffleboard and putting green! So many amenities nestled amongst the towering shade trees and mature landscaping. The Mid Century Modern architecture is about as timeless of a look that you can find and fits the Maitland/Winter Park lifestyle you have always been looking for. You couldn't ask for a better location at just minutes from downtown Winter Park, Park Ave, SunRail station and all the restaurants surrounding the 17/92 Maitland/Winter Park Corridor. All Units recently had metal roof replacement and were just freshly painted as well. It's move in ready with New Flooring, bathroom update, HVAC all new since 2021 and the kitchen was just renovated with quartz countertops and all BRAND NEW APPLIANCES. This unit has not been available for 30 years, so don't waste any time getting your offer in and missing out on the next 30 years to enjoy for yourself!

1140 S Orlando Avenue Unit E-1, Maitland

$485,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. In the heart of Maitland’s sought-after English Estates, this timeless ranch-style home seamlessly blends mid-century modern design with thoughtful updates. Built in 1965 by Clayton Homes and meticulously maintained by its original owners, the four-bedroom, two-bath residence spans 2,050 square feet of air-conditioned space, 3,098 total square feet, on a .22-acre lot. A striking double-door entry leads into a welcoming foyer, with a well-planned layout that offers privacy and connection. To the left, four bedrooms and two baths provide a private retreat, while the main living areas extend straight ahead. A sunken family room, complemented by a wood-burning fireplace and a built-in brick planter divider, highlights the home’s distinctive mid-century character. Terrazzo flooring in the living room, family room and secondary bedrooms reinforces the home’s architectural integrity, while tile flooring in the foyer, kitchen and baths adds durability and style. Designed for effortless indoor-outdoor living, an attached covered screen porch with exposed beams enhances the home’s inviting ambiance, ideal for year-round relaxation and entertaining. A landscaped privacy barrier creates a welcoming curb appeal, while the spacious backyard offers additional room to enjoy the Florida lifestyle. The oversized 28-foot-wide garage, accessible directly from the family room, provides ample space for utility needs, a workshop or even potential extensions to the living area. Modern updates ensure lasting comfort and efficiency, including a new electrical panel in 2025, HVAC system in 2024, full-home re-piping in 2022, and an architectural shingle roof in 2019. Just minutes from downtown Maitland, Winter Park’s Park Avenue and top-rated schools, this exceptional home offers a balance of suburban tranquility and city convenience. With mature tree-lined streets, an optional HOA and proximity to parks, lakes and cultural attractions, English Estates embodies the best of classic Florida living. Schedule your private showing today.

2459 Hunterfield Road, Maitland

$3,200,000

4 Beds ⋅ 3 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

One of a kind and once in a lifetime opportunity! A stunning lakefront peninsula with panoramic views off the north shore of Lake Maitland, the largest lake on the famed Winter Park Chain of Lakes, is now available. The estate is surrounded on 2 sides with approximately 300ft of lake frontage, 1.54 acres total and .7 acre dry. The home was designed by Nils Schweizer, a student and representative of Frank Lloyd Wright in Central Florida. Was later renovated adding a pitched roof and screened lanai with a pool/spa overlooking the lake! The 4 bedroom, 2.5 bath and 3 car-garage home with workshop has an abundance of windows and viewing areas to capture the beauty of central Florida lakes. This unmatched property has sunrise and sunset views looking out to Dog Island, Summerland Avenue tip, and the Isle of Sicily. The paver-drive and walkway lined with crepe myrtles, plumeria trees and hanging stag horn ferns welcome guests to the covered front porch and the dramatic foyer. Steps lead to the upper living room with wood floors, fireplace and 3 walls of glass and a balcony for breathtaking views of Lake Maitland. Nearby is an office with built-ins, ceiling fans and French doors opening to the immaculate landscape. The east wing leads to the primary bedroom having gorgeous views of sunsets, built-ins, fireplace and spacious contemporary bath: oversized walk-in shower, whirlpool tub, dual vanities and closets. Nearby is the dining room and custom kitchen. The dining room has built-ins and glass sliders to covered pool lanai - perfect for al fresco dining with pool and lake views. The kitchen has designer cabinets, granite counters, butcher block island and pass-through window to the pool wet bar. The kitchen sitting bar opens to the family room with wood floors, a breakfast nook and sliders to the screened pool lanai with 270 degree views of water! The north wing has 3 additional bedrooms and a full bath. The bonus room with vaulted ceilings, fans and glass sliders is ideal for a personal gym, theatre, or large den: it opens to either the 3-car garage or paver walkway to the workshop and backyard. A year-round personal resort with noteworthy plants for the gardener, dedicated workshop, hot tub and large pool overlooking the lake The partially enclosed boat house with a sitting deck is a special spot to enjoy sunrises and sunsets! Home’s generator and 250 gallon propane tank assure you of power! Renovate the current home or start fresh to build your dream home! This property is being sold as-is. The adjacent cleared lot on 125 Whitecaps Circle is also for sale. Purchasing both properties would give the new owner a very unique and stunning peninsula parcel on Lake Maitland on the famed Winter Park Chain of Lakes! See MLS#O6279215

127 Whitecaps Circle, Maitland

$475,000

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

Stunning multi-million $$$ lake front property. Maitland Harbour is a tiny, private 38-unit resort style community nestled on Lake Maitland with the best views and breezes on the entire lake. This 1st floor end-unit is lake front & may be the last one of the six end-units to be for sale for a long time to come. Don't miss out! A gorgeous home, tastefully decorated with elegant southern charm. Upgrades include: "real" hardwood floors, custom cabinetry, granite counters, crown molding, beautiful paint colors, fabulous fixtures & window treatments, rounded walls, newer windows/sliding door, & updated bathrooms. Private back patio deck surrounded by lush tropical landscaping mixed with swaying oak trees, and the gentle breeze of the lake! Enjoy your screened front porch with pool & lake views. Watch the sun & moon rise from inside/outside your home. Maitland Harbour features a lovely courtyard, pool, kayak racks, multiple boat slips and a boat dock with benches, plus covered parking. New roof, milestone inspection and structural integrity reserve study completed. Located next to historic Fort Maitland Park, across from Lake Lily, the heart of Maitland's Culture Corridor with festivals, farmers market, & fireworks. Walk to Enzian’s Florida Film Festival & local restaurants. Only minutes to Park Avenue shopping, restaurants, museums, farmers market, hometown holiday parades, Rollins College and the famous Winter Park art festival. Some light fixtures do not convey.

1000 S Orlando Avenue Unit 6, Maitland

$845,000

3 Beds ⋅ 3 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code

Welcome to your new home in Dommerich Estates in Maitland, Florida. This stunning custom-built home was designed by renowned local builder Paul Pizer in 1961. This beautifully maintained 3-bedroom, 2-bathroom residence combines timeless Mid-Century Modern charm with contemporary updates. This home features a spacious open concept living and dining area, perfect for both relaxing and entertaining. The updated kitchen boasts sleek countertops, stainless steel appliances, and ample cabinetry, making it a chef’s dream. Step outside to your private backyard oasis, complete with a sparkling pool—ideal for relaxing, swimming, or hosting outdoor gatherings. Additional highlights include generously sized bedrooms with abundant natural light, an attached 2-car garage with extra storage, new roof, new A/C, new plumbing, and a fully fenced backyard, offering privacy and lush landscaping. This home’s prime location in Maitland provides easy access to top-rated schools, parks, shopping, dining, and major highways, making it both a peaceful retreat and a convenient base for daily living.

136 Wigwam Place, Maitland

$555,000

4 Beds ⋅ 3 Baths ⋅ Oakland Shores 1st Add SubDv. ⋅ 32751 Zip Code

Welcome to this stunning mid-century gem located in the heart of Maitland, Florida. Set on a spacious corner lot, this charming 4-bedroom, 2.5-bathroom home captures the essence of stylish, timeless design with on-trend decorator features that make it stand out. The welcoming front porch, accented by decorative paint colors, invites you inside where every detail has been thoughtfully considered. The open floor plan boasts a bright, airy feel with ample natural light streaming through generous windows. Newer flooring throughout the home complements the updated kitchen, complete with modern finishes and appliances, creating the ideal setup for both everyday living and entertaining. The living area centers around a cozy wood-burning fireplace, providing a warm ambiance perfect for gathering. Good-sized rooms provide flexibility and comfort, while the primary suite provides a peaceful retreat. Outside, the backyard is an entertainer’s dream—a private, beautifully landscaped space ideal for outdoor dining, relaxing, and hosting gatherings. Some recent upgrades include a roof thats is about two years in age, new engineered hardwood flooring, paint throughout, upgraded yard features. In 2016, the -Windows-Exterior Paint-Exterior Wall Insulation-Blown Attic Installation -Garage Door & Motor-Hardware- AC- 16 Seer Heat Pump- Irrigation & Pump- Septic & Drainfield-Plumbing 2016- Wiring 2016- Electrical- Fireplace Mantel-Interior Paint-Salvaged Hardware Floors- Upgraded Baseboards-Upgraded Interior Doors-All Bathrooms & Kitchen. Located near the vibrant new downtown Maitland area, parks, popular restaurants, and shopping, this home combines convenience with mid-century character. Don’t miss the chance to make this charming property yours!

639 Lake Shore Drive, Maitland

$245,000

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace SubDv. ⋅ 32751 Zip Code

Back On Market! Excellence and convenience in Fla Paradise! Iconic Lake Maitland Terrace is the Mid-Century Miami vibe condo community on Lake Maitland. Exceptional 2 bed 1.5 bath is on the Top Floor, corner unit. A beautiful unobstructed lake view from the oversized screened porch. Spacious with 8' ceilings and doors. Gorgeous counter height quartz eating area. Everything is open from the kitchen to the living area. Very light and airy with LVT floors throughout. All cabinets have iron hardware in the kitchen and both bathrooms. The primary bedroom has a large 1/2 bath with a big walk-in closet, a built-in dresser of drawers, and organized hanging compartments. The 2nd bedroom can be utilized as an office or guest bedroom with a built-in Murphy bed. The full bathroom ensures functionality with the same modern fixtures consistent. You'll be the proud owner of a community that is meticulously maintained. Recent efforts include painting all exteriors of the buildings and renovating the pool area. The landscaping is beautifully kept, ensuring a pristine environment. Walking distance to Eden Bar and Enzian theater, Lukes, Antonio's, Francesco's, the Shoppes at Maitland, and festive Lake Lily. This condo is turn-key ready. The pool, clubhouse, shuffleboard, and beautiful lawn areas overlook the boat dock and Lake Maitland. The condo is without the furniture that is shown in the pictures.

1140 S Orlando Avenue Unit F-16, Maitland

$350,000

2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Dive into the ultimate lakefront lifestyle on the magical Lake Maitland chain of lakes! This coveted first-floor, end unit in the Dover Building (D-1) offers privacy and tranquility. Charming Mid-Century Miami Modern (Mi Mo) architecture and a large sprawling lakefront campus. Featuring a private screened porch perfect for enjoying the lake views, pool, and wildlife. Recently remodeled in December 2015 by renowned Interior Designer Ted Maines Interiors, this turn-key Maitland Terrace condo blends modern elegance with classic charm. Located in the desirable and tranquil lakefront and canal community, this unit provides stunning mid-century modern architecture surrounded by lush green lawns. The unit is ideally situated farthest from Orlando Avenue and adjacent to the canal and clubhouse, ensuring peace and quiet. Enjoy the amenities: a gorgeous pool, professionally landscaped, lakeside clubhouse with a screened wrap-around porch, WI-FI, stocked appliance kitchen, and recreational options including community dock, fishing, paddleboarding, kayaking, and skiing on the chain of lakes. Inside, you’ll find two bedrooms and one beautifully updated bathroom. Nicely oversized second bedroom with 2 sets of windows makes a great office or nursery. All new light fixtures, doors, and door hardware in unit. The home boasts designer laminate wood flooring, a kitchen with white quartz countertops, stainless steel appliances, and sleek flat-front cabinetry. The great room features a large wall perfect for a TV, and the master bedroom includes two wall closets with professional organizers. Designer custom shades that highlight the stunning landscapes and views. The unit also features a brand-new metal roof installed in 2022. Additional community amenities include a putting green, shuffleboard courts, storage units, and enclosed bicycle storage. With convenient proximity to local gems like Whole Foods, Maitland Farmers Market, Enzian Theater, and Park Avenue shopping and restaurants. Quick access to downtown Orlando and main roads, this location is unmatched. Professionally managed by First Service Residential, Customer Care Hotline, Full-time on-site Community manager, Full-time on-site Maintenance manager, and car wash area. You may obtain a permit for an electric car charger on your parking space. Service animals or emotional support animals are allowed with documentation. After owning for 1 year, you may put your name on the rental waiting list. Rental restrictions. www.lakemaitlandterrace.com Don’t miss out on this rare first-floor end unit! Schedule your appointment today—units like this don't last long. “ A slice of Florida Paradise!”<div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=t5rkvMDU4DZ&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1140 S Orlando Avenue Unit D-1, Maitland

$375,000

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

A rare opportunity to live on the Winter Park/Maitland Chain of Lakes. When you step into the 38 unit Art Deco resort style community with lush grounds and a beautiful lake view, you will feel a lake breeze and never want to leave. Tastefully renovated. Newer everything. New kitchen cabinets, granite counters, & stainless steel appliances. Bathrooms have new tiled showers, toilets, & bathroom cabinets. A newer oversized air-conditioner to easily handle Florida summers. New flooring throughout. Newer upgraded windows. And large bedrooms!! The Primary Bedroom opens up to a screened porch surrounded by peaceful serenity. Magnificent lake views from living, dining, kitchen, & front porch. Have a cook-out on the community gas grill while at the lakeside pool or deck. Enjoy sitting on the dock benches watching the birds and boaters, or feed the turtles. The sun & moon rise in gorgeous painted skies over the lake with the palm trees blowing in the wind. This property is surrounded by culture galore!! Walk across the street to Lake Lilly for peaceful walks or attend Festivals, Fireworks and Sunday Markets. Walk to local restaurants or to the movie theater that is a cultural icon and annually hosts the Florida Film Festival and other entertainment. Kayak racks, new roof, and milestone inspection integrity reserve study completed. A hidden gem. Don’t miss out!

1000 S Orlando Avenue Unit 2, Maitland

$799,000

3 Beds ⋅ 3 Baths ⋅ Maitland Isle SubDv. ⋅ 32751 Zip Code

Price improvement by $51,000. Motivated seller. In the Maitland Isle subdivision, this exquisite 2,718-square-foot residence offers the epitome of luxury living with access to Lake Maitland on the Winter Park Chain of Lakes. Renovated to perfection, this stunning home boasts a spacious layout featuring three generously sized bedrooms, including a large primary bedroom suite designed for comfort and style. The primary bath showcases Restoration Hardware dual vanities and accessories, complemented by dual closets for ample storage, separate shower stall and a soaking tub. Two beautifully appointed baths, each renovated with modern fixtures and finishes. A dedicated office space, ideal for remote work or as a private study area. A gourmet kitchen adorned with granite countertops, wood cabinets and equipped with newer appliances, refrigerator in 2022, double oven in 2017, microwave in 2017, dishwasher in 2017 and cooktop in 2017 ensuring functionality and elegance. A split-plan layout that enhances privacy, with separate areas for living and sleeping quarters. The living room and dining room combination is spacious and inviting, ideal for relaxing evenings or gatherings with family and friends. The family room is light, bright and happy, looking out to the large backyard. Enjoy a resort-style paver pool surrounded by lush landscaping and enhanced by outdoor lighting in 2022, plus a separate gazebo in 2021, creating a serene ambiance for relaxation or entertaining. Many upgrades such as salt cell for pool system in 2024, additional parking area-paver in 2022, variable speed pump in 2022, two-vehicle carport in 2019, wood fence in 2019, exterior of home painted in 2018, plumbing re-piped in 2017, water heater with circulation pump and timer in 2017, electrical panel in 2017, three-ton Carrier SEER 15 air-conditioning unit in 2016 and two-ton Carrier SEER 15 air-conditioning unit, pool resurfaced and converted to salt system in 2013, windows and sliding glass doors with a lifetime transferable warranty, seven blink cameras, built-in kegerator and wine refrigerator. The addition of a whole-house water softener ensures water quality throughout. In the sought-after Maitland Isle subdivision, offering exclusive lake access to Lake Maitland on the Winter Park Chain of Lakes. Residents can indulge in water activities such as boating, canoeing, kayaking, paddle boarding and more. This meticulously maintained home combines classic charm with contemporary upgrades, making it the ideal blend of luxury and functionality. This sought-after community is known for its tranquility, yet it is conveniently near Maitland City Centre, Enzian Theater, Lake Lily, Maitland Art Center, Minnehaha Park and tennis court, SunRail, Winter Park Racquet Club, Interlachen Country Club and charming Park Avenue. Zoned for highly sought-after Maitland Middle School and Winter Park High School.

130 Mariner Way, Maitland

$382,000

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Welcome to Maitland Harbour, your dream lakeside retreat! This boutique mid-century modern community consists of only 38 exclusive units. It is nestled on Lake Maitland, part of the picturesque Winter Park Chain of Lakes. Unit A-6 is a beautifully remodeled two-bedroom, two-bathroom ground floor condo that exudes elegance and comfort. As you step inside, you are greeted by an open-concept living area featuring a large window that offers breathtaking views of the pool and lake. The galley kitchen has been entirely upgraded with brand-new stainless-steel appliances, white shaker cabinets, luxurious quartz countertops, and elegant gold fixtures. The owner's retreat includes its own private bathroom, double closets, and a newly screened-in porch where you can unwind with a good book or savor your morning coffee. The second bedroom is equally inviting, featuring a spacious walk-in closet. The condo's two bathrooms have been meticulously updated to provide modern convenience and style. Maitland Harbour offers an array of amenities designed for a leisurely lifestyle, including a community room, a heated pool, a boat dock for fishing, and first-come-first-serve boat slips. Each unit comes with one assigned covered parking spot. Fort Maitland, located right next door, offers easy access to lake activities with a ramp available for launching your boat or jet ski. The professionally managed condo association fees cover: cable, internet, water, sewer, garbage, exterior maintenance, landscaping, reserve funding, and building insurance. Conveniently located near shopping, dining, Lake Lily, Enzian Theater/Eden's Bar, downtown Winter Park, and I-4, this condo is not just a residence but a gateway to an unparalleled lifestyle of beauty and convenience. Don’t miss out on this opportunity—schedule your private showing today. This condo won't last long!

1000 S Orlando Avenue Unit A - 6, Maitland

$960,000

4 Beds ⋅ 3 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

LUXURY LAKEFRONT LIVING AT ITS FINEST!! Discover Lake Faith, a serene 35-acre private lake nestled in the heart of Maitland. This move-in-ready lake home offers a luxurious living experience with all the modern amenities. Upon entering, you’ll be greeted by white oak wood flooring and a spacious Great Room with panoramic views of Lake Faith and the expansive backyard. The Kitchen features custom wood cabinetry, a pantry with custom pullout drawers providing ample storage, new stainless steel appliances, quartz countertops, and under-cabinet lighting. Adjacent to the entry, the Office/4th Bedroom impresses with black metal/glass rolling doors and a custom feature wall. Down the hall from the Kitchen are the powder room, laundry, and garage. The Master Bedroom boasts double custom closets, a spa-like Master Bath, and sliding glass doors opening to a Trex deck. Two additional bedrooms with large windows and a full bath are located down the hall. The roof, plumbing, electrical, windows, deck, and septic system are all NEW. Inside, the home includes keyless entry keypad doors offering security and convenience, custom window shades that open and close with Alexa, 9-foot ceilings and 8-foot doors creating a spacious feel. The garage has a new epoxy floor and overhead storage. Outside, the gravel driveway offers extra parking and easy lake access, while the brick-paved driveway adds elegance. The covered back deck, complete with a roof fan, is perfect for outdoor living. The new irrigation system uses lake water and can be controlled via WIFI, ensuring lush landscaping. Additional highlights include gutters, a backyard fence, landscape lighting, a 6x16 storage shed, and sand for a beach area by the lake. With only two owners, this home has been well-cherished. Located minutes from highly rated schools, shopping, and dining at Lake Lily and Winter Park Village, and with easy access to downtown Orlando and major attractions via I-4, this property is perfectly situated. Schedule your tour now!

526 Lake Faith Circle, Maitland

$240,000

2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Immaculate 2 Bedroom/1 bath FIRST FLOOR, end unit home with serene, screened front porch in quaint Lake Maitland Terrace.

1140 S Orlando Avenue Unit C7, Maitland

$219,000

2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

What a find! Under market value for this remarkable complex and location. Freshly painted and beautifully renovated condo at Lake Maitland Terrace. Located in the quiet Exeter building, the LAKEFRONT COMMUNITY overlooks scenic Lake Maitland. This 2nd floor condo features 2 bedrooms, 1 bathroom, an updated interior and flooring, BRAND NEW LAUNDRY 2024 including washer and dryer. Stunning wide plank, wood-like flooring, updated white bathroom, new water heater, new thermostats. All metal roofs completed 2022. Gorgeous pool, clubhouse with full new kitchen, and screened porch overlooking the lake. Dock for fishing, paddleboards, or canoe. Additional laundry facilities, putting green, shuffleboard courts, storage units, and bicycle storage. Walk to Maitland Farmers Market at Lake Lily, Luke's, Enzian Theater and Eden Bar, Antonio’s, Francesco's, or short drive to Park Avenue shopping. Quick to downtown Orlando. Perfect location. No upcoming assessments and very good reserves. Rental restrictions. You may place for rent once your name comes up on the waitlist. Pets must be deemed service pets. Units tend to fly! Make your appointment today!<div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=NzTz8mduh1t&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1140 S Orlando Avenue Unit E-13, Maitland

$525,000

5 Beds ⋅ 3 Baths ⋅ Druid Hills Estates 1st Addition SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Welcome to this stunning 5-bedroom, 2.5-bathroom mid-century gem! Boasting 2,289 sq ft of living space, this home offers a unique blend of modern updates and timeless charm. The open floor plan features a cozy living room with a fireplace that separates the bonus room, providing a versatile space for a formal dining area, playroom, study, or breakfast nook. The kitchen, with a direct open door to the bonus room, is perfect for entertaining and family gatherings with ample open space connected to a dining area in front of the double sliding door to the covered patio and pool, as well as the living room. The home's layout is designed for comfort and privacy, with four bedrooms and 2 full bathrooms conveniently located on the right side and a fifth bedroom with a half bath on the left, ideal for guests or a live-in relative. Enjoy the beauty of porcelain tile throughout, complemented by new travertine tile in the foyer. Recent updates include freshly painted interiors and exteriors, a new refrigerator, microwave, and 2 new bathroom sinks. Outdoor living is a delight with a large screened-in pool, replastered, and freshly painted pool deck in October 2023, perfect for relaxing and entertaining. The expansive patio and covered porch offer protected spaces for dining and lounging, rain or shine. Enhanced by new landscaping, exterior lighting, and motion/security lights, the home's exterior is as inviting as the interior. Practical features include a spacious shed for additional storage (15.9'x9.3'), a fully fenced yard, and a 2-car garage with a built-in closet and laundry area. An efficient AC unit installed in 2018 ensures year-round comfort, and the septic tank was serviced in May 2024 for peace of mind. The roof is fairly new from 2016. Located just 15 minutes from Winter Park and Downtown Orlando, easy access to 414, the expressway, and I-4, and a little over an hour to the beach, this beautiful home offers both convenience and tranquility. Don't miss out on the opportunity to own this meticulously maintained and updated property.

1030 Gregory Drive, Maitland

$605,000

3 Beds ⋅ 2 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Excellent opportunity to acquire a highly desirable Maitland address in Lake Maitland community. Walk to lake and bring your paddle board and kayaks. Mid-century modern Florida home with original terrrazo floors. Corner lot professionally landscaped, bricked patio and garden areas. Excellent Maitland/Winter park schools.

101 Whitecaps Circle, Maitland

$610,000

4 Beds ⋅ 3 Baths ⋅ Replat Blk B Poors Add SubDv. ⋅ 32751 Zip Code

When searching for a family home, location is paramount. This property in the heart of Maitland, Central Florida, offers old-world charm alongside modern conveniences. Situated near an array of social amenities, the home is just steps away from Maitland City Center, known for its lively block parties, movie nights, and family-oriented events. Nearby Lake Lily hosts a farmers market on weekends, and the annual Maitland Art Festival is a local highlight. Also within walking distance are the Maitland Library and the Maitland Art and History Museum. A short drive away, the Enzian Theater, renowned for independent films and the annual Florida Film Festival, offers magical outdoor dining and a neighborhood bar. The area boasts numerous dining options, from the elegant upstairs experience at Antonio’s to casual fare at Teak Neighborhood Grill and live music at Jazz Tastings. Daily conveniences like Publix and Starbucks are just a block and a half away, and the Winter Park Sunrail station is nearby, offering quick access to Park Avenue. For outdoor enthusiasts, the property is close to 17 miles of hiking and biking trails, and Lake Sybelia—ideal for canoeing, kayaking, and paddle-boarding—is just half a block away. More aquatic adventures await on the Winter Park Chain of Lakes, and tennis courts and multiple parks are available for sports and gatherings. The Audubon Center for Birds of Prey also offers a unique opportunity to connect with local wildlife. Educational options are plentiful with Lake Sybelia Elementary, The Jewish Academy of Central Florida, St. Mary Magdalen Catholic Academy, and Park Maitland Private School all nearby. Commuting is convenient with I-4 accessible, placing Disney, Universal, Downtown Orlando, and more within a 30-minute drive. Further excursions to Daytona or Cocoa Beach are equally feasible, and rocket launches can be viewed from the comfort of your backyard. Sunsets are a local spectacle, particularly enjoyed by the lakeside community. This home is surrounded by million-dollar properties and someone’s chance to own and live in a great investment, PLEASE SEE ATTACHED APPPRAISAL! It features numerous upgrades including a lighted pool, a modern kitchen, double-pane windows, and updated electrical, plumbing, and insulation systems. It offers four bedrooms, three full bathrooms, expansive living areas, two primary suites, an inside laundry room, and numerous built-ins not commonly found in modern homes. This classic Florida home is a true gem, so don't hesitate to schedule your viewing and seize the opportunity to reside in this distinguished community.

245 W George Avenue, Maitland

$586,000

3 Beds ⋅ 2 Baths ⋅ Bucher Heights SubDv. ⋅ 32751 Zip Code

LOOK NO FURTHER! Welcome home to Maitland, where classic small town charm meets modern convenience. This 3/2 /2 home sits on over 1/3 acre maturely landscaped corner lot. This stunning mid-century POOL home showcases beautiful newly REFINISHED TERRAZZO flooring throughout the living area and windows feature modern plantation shutters to let in the light while maintaining your privacy. The hall/guest bath has a triple beveled granite vanity with decorator hardware and built-in linen closet and make-up area. The walk-in glass enclosed shower with rainshower & handheld options or imagine relaxing in your deep luxurious soaking tub. The primary bedroom with a large CUSTOM DESIGNED walk-in closet. The ensuite bath with a high marble vanity w/dual sinks. The marble theme extend around the shower and walls to the pool access door. The front room and L-shaped formal dining room is open to the large private family room. Here you welcome outdoor living through a wall of glass doors to the undercover patio and screened-in free-form pool. This is where serenity begins (no rear neighboring homes).The tile paver patio extends around the pool deck and beyond to an extended brick-paved deck and walkway. A bougainvillea framed trellis and brick paved walkway wind through the towering trees and lead to your private garden paradise. The rear entry oversized 2-car garage is accessed by a curved drive with turnaround or space for additional parking. All this in desirable Maitland which offers so much. Whether you like to go shopping or want to eat at fine restaurants,, enjoy nearby Lake Sybelia Park or simply take a nature walk or visit the Art & History Museum, Audubon Birds of Prey or Kraft Azalea Gardens, or stroll around Lake Lily . This home is near Downtown Maitland, Maitland Library, Maitland Civic Center, walking distance to SunRail Maitland Station and easy access to I-4 and 15 minutes to Downtown Orlando. NOTE: EVERYTHING (furnishings, china, artwork, etc is available for sale). Flexible closing negotiable. New roof 2023.

701 Bucher Road, Maitland

$737,000

4 Beds ⋅ 3 Baths ⋅ Highland Park Estates SubDv. ⋅ 32751 Zip Code

Welcome home! This tastefully updated, quintessential Dommerich home boasts 2,441 sq ft of living space, 4 bedrooms and 2.5 bathrooms. This almost new beautiful home was completely renovated in 2020. New roof, A/C, plumbing, appliances, kitchen, bathrooms, interior and exterior paint in 2020. This home shows incredibly well with bright lighting and its mid-century modern flair. The all new open concept kitchen offers room for multiple cooks and includes solid wood shaker cabinets with soft close drawers and doors, solid quartz counter tops, newer stainless steel appliance package, convection oven with smooth top range, super quiet dishwasher and built in microwave, tiled backsplash and a pot faucet to make filling those large pots a breeze, the breakfast bar has enough seating for 4 to 5, and we have a separate dry bar area with a wine refrigerator. Top of the line, Andersen double pained windows, sun tube lighting, energy efficient appliances, ceiling, wall and recessed LED lighting fixtures are sure to reduce your energy needs. The open floor plan with beautifully restored terrazzo floors offers a very roomy living / dining area, large kitchen which overlooks a lovely family room with a brick wood burning fireplace. The new owners will enjoy its expansive, screened patio space, fenced back yard and new brick paver driveway. Key to this home's layout is its central, Florida Room living space enabling a multitude of uses. With French doors separating it from the family room and kitchen area, the Florida Room could be a secondary entertaining space, play area, or office space all with the benefit of quiet separation. Adjoining the Florida room is a separate office which could also be used as a large utility closet (13x6). The home also boasts a nice sized interior laundry room as well. Buyers gravitate to Dommerich for a ton of reasons. Put simply, Dommerich is one of the best places to live in Orlando. The neighborhood revolves around its top rated public schools. Since both the elementary and middle schools are inside of the friendly confines of this purely residential area, homeowners enjoy a "throwback to the way neighborhoods used to be vibe" - safe, family oriented, multiple parks, and an intertwined community of neighbors who actually know each other. It is very common for adults who live here today to have grown up here as well with multi-generational family units coexisting and adding to the charm of the area. Beyond the neighborhood, you cannot ask for a more convenient place to live within Central Florida. Expressway access direct to downtown Orlando, bordering the beauty of Winter Park and access in all directions to shopping and world class restaurants. Not to mention the Winter Park chain of Lakes and the public access the City of Maitland provides. Maitland is the quiet, established, convenient location everyone is looking for. Bedroom Closet Type: Built In Closet (Primary Bedroom).

2110 Deloraine Trail, Maitland

$650,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills 3rd Add SubDv. ⋅ 32751 Zip Code

Welcome to Dommerich Hills and 1006 Kewannee Trail! Nestled in the sought-after Winter Park High School district, this charming ONE STORY residence blends mid-century aesthetics with contemporary updates throughout. The heart of the home, a pristine NEW KITCHEN (2023), showcases extended quartz countertops, complemented by a convenient breakfast bar and built-in work area. Featuring solid wood cabinets with soft-close hinges, an upgraded stainless steel appliance package, and enhanced lighting, this culinary space is both stylish and functional. Enjoy the ease of maintenance with NEW LUXURY VINYL PLANK FLOORING (2023) throughout, harmonizing effortlessly with the neutral palette throughout. Two spacious living areas provide ample space for entertaining or family fun – the large front living room flows into the open concept dining room and kitchen, while the rear family room features a working wood burning fireplace with sliding glass doors. The large Master Bedroom leads to one of two FULLY RENOVATED BATHROOMS (2023) featuring new vanities, tile shower enclosures and all new fixtures. Three more spacious bedrooms offer plenty of room for overnight guests, work from home, and your growing family. Additional highlights include updated HVAC, plumbing, and windows, ensuring comfort and efficiency year-round. Situated on a generous quarter-acre lot, this home also boasts exterior enhancements, including a NEW ROOF (2023) and fresh NEW LANDSCAPING (2023). The fully fenced backyard and oversized driveway accommodate outdoor activities and ample parking for boats, trailers, or extra vehicles. Enjoy the convenience of being nearby to top-rated schools, parks, and easy access to 436, as well as dining and entertainment options in Winter Park. Don't miss the opportunity to experience this move-in ready residence firsthand. Contact us today to schedule a private showing of this exceptional home!

1006 Kewannee Trail, Maitland

$375,000

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

Welcome to your dream lakeside retreat! Looking for low maintenance and easy to maintain home on Lake Maitland? This is it! Lock and walk to many places like great restaurants, Publix, Park Ave..... Lock and Travel no problem! This beautiful home has many incredible features including: * The building has 3 floors with a newly updated elevator * Roof redone in 2021 * This home is on the 3rd floor with gorgeous views of Lake Maitland * No Neighbors LIVING ABOVE * Completely Renovated including tankless hot water heater * All new stainless steel appliances * Quartz countertops * Open floor plan * Walk-in closet in bedroom 2, double closet in owners suite * All lighting has been replaced including LED recessed lighting with dimmers assisting with low electrical bills * Enclosed Balcony off the owners retreat overlooks Lake Maitland * Community Boat Dock available via the waiting list and a minimal yearly fee once you have a slip * Community Pool overlooking Lake Maitland * 2ft wide, 4ft deep and 4ft high storage space included * Covered parking space included * Cable, Internet and Water included in HOA dues!

1000 S Orlando Avenue Unit B-33, Maitland

$1,725,000

4 Beds ⋅ 4 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code

Welcome to your mid-century modern oasis in the heart of Dommerich Estates on Lake Minnehaha part of the Winter Park Chain of Lakes. This distinguished 4-bedroom, 4-bath, 3,780-square-foot, split-level home is a harmonious blend of timeless design and modern amenities, creating an atmosphere of sophistication and comfort. As you approach, the property welcomes you with mature landscaping featuring native live oaks and palms that provide both shade and a tropical ambiance. The carefully manicured grounds set the stage for the distinctive architectural features that define this residence. Step inside, and you'll discover an open floor plan that seamlessly connects the various living spaces. The 10-foot window in the living room frames an expansive lakefront view, inviting natural light to dance across the sleek mid-century modern lines. French doors open onto the covered patio, where an electronic roll-up screen enclosure allows you to enjoy the outdoors while maintaining a comfortable, bug-free environment. The split plan design ensures privacy and convenience, with a large primary suite, an office, and a second bedroom and bath on the upper level. The primary suite boasts tall ceilings and panoramic views of the lake, leading to a natural wood deck where you can unwind and appreciate the serene surroundings. The lower level offers two additional bedrooms and a bathroom, providing ample space for family and guests. The office and library space showcase custom-built solid wood bookcases with a closed cabinet beneath, creating a refined and functional workspace. The heart of the home, the spacious kitchen, is equipped with a pass-through to the great room, a generous eat-in breakfast space, and an under-sink reverse-osmosis filter for both the sink and fridge. Whether you're a culinary enthusiast or prefer casual dining, this kitchen is designed to meet your needs. The outdoor living spaces are just as impressive, with a large fenced-in backyard providing a private retreat. Cascading 1,100-square-foot deck overlooks Lake Minnehaha, offering spectacular, west-facing sunset views framed by towering palms. A single-slip dock with a boat house and a new lift motor completes the waterfront experience, offering a perfect spot to enjoy the Florida sunshine and lakefront lifestyle. This mid-century modern masterpiece in Maitland is not just a home, it's a lifestyle. Immerse yourself in the charm of Dommerich, where sophistication meets the tranquility of lakeside living. Welcome home to a residence where every detail has been thoughtfully curated to create a timeless and comfortable retreat. Located in Dommerich Estates with an easy, 3 blocks to Dommerich Elementary and Maitland Middle School, also zoned for Winter Park High School. Right down the street is boardwalk access to Maitland Community Park with a playground and tennis courts. Maitland is one of the greatest communities and offers amazing restaurants, easy access to expressway and roadways, downtown Maitland, Lake Lily Park, Enzian Theater, Sunday Farmers Market and lots more. Schedule your private tour today!

751 Dommerich Drive, Maitland

$349,000

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

Charming second floor, 2 bedroom, 2 bath condo in Maitland Harbour. This mid-century modern community OF 38 units, sits on the shores of Lake Maitland, part of the Winter Park Chain of Lakes. There is convenient access to shopping and restaurants, with downtown Maitland and Winter Park's Park Avenue and Winter Park Village minutes away. Featuring recently updated kitchen and baths, unit A26 offers 952 square feet of gracious living. The living room offers views of the community pool and Lake Maitland, while the bedrooms overlook Fort Maitland Park. Updates and upgrades are abundant: Updated kitchen cabinets with granite counters, A/C 2021, Hot water heater 2017, Primary bath 2021, Guest bath 2022, Primary bedroom patio slider 2023, Laundry closet venting 2021, Louvered shutters. Community amenities include a pool with grill and outdoor shower, community dock, first come first serve boat slips as well as one assigned covered parking spot. Fort Maitland park next door offers lake access with a boat ramp for launching your boat or jet skis. The community's roofs were replaced in 2020, elevators were updated in 2023, milestone inspection report and structural integrity reserve studies have been completed. Professionally managed, the condo fees include cable, internet, water, sewer and garbage charges as well as exterior maintenance and landscaping, reserve funding, and building insurance.

1000 S Orlando Avenue Unit A26, Maitland

$476,000

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Welcome to this wonderful 3 bedroom, 2 bathroom mid-century home with amazing curbside appeal in the desirable English Estates neighborhood. This home is located on a generous corner lot with a brick paver walkway flanked by beautifully manicured landscape and an impressively large camphor tree. The light blue front door adds a touch of charm and elegance to the home’s exterior. Upon entering, you are greeted by a comfortable and inviting floor plan. The kitchen is centrally located between the dining room and formal living room, making it convenient and easy to entertain guests. The spacious and private family room with lovely built-in cabinetry provides the perfect space for relaxation and quality time with family. The indoor utility room contains ample storage and a dedicated laundry area offering a convenient and multifunctional area for completing household tasks. Off the main living area, you will find a cozy master bedroom with closet space and an en suite bathroom with a walk-in shower that offers all the necessary conveniences and comfort. Two additional bedrooms are equally charming with lovely cedar closets and a functional hallway bathroom with a combined bathtub and shower. The highlight of this home is the outdoor living area, grilling deck and oversized screened pool that provides plenty of space for dining, lounging and recreation. The beautifully landscaped fenced backyard provides privacy and security creating a peaceful and secluded environment. Two sheds add convenient storage options for outdoor equipment, tools and pool supplies. Three raised planters for gardening enthusiasts to grow herbs and vegetables. The backyard space is truly a place where you can create lasting memories with family and friends. Convenient side entry double-wide carport with storage closet leading to the utility room can easily be converted into a garage. Water heater 2020; roof 2017; pool resurfaced/retiled 2017, PVC plumbing and electrical updated. HOME WARRANTY PROVIDED! Don’t miss an opportunity to make this warm and welcoming home your very own. Call for a private showing today!

2319 Falmouth Road, Maitland

$385,000

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

Welcome to the allure of Maitland Harbour – a timeless retreat, where every day feels like a waterfront getaway. Built in 1964, this boutique condo complex captures the essence of Central Florida Mid Century Modern Architectural Style, offering a rare blend of charm and sophistication. The ground floor two-bedroom, two-bath unit invites you into a world of tranquility and comfort, freshly painted with laminate flooring throughout. Enjoy the epitome of lakeside living with breathtaking views of the pool and beautiful Lake Maitland. Immerse yourself in the vibrant sunrises and moonrises over the lake, framed by palm trees dancing in the wind. Indulge in a cookout by the lakeside pool, watch kayakers, boaters, and feed the turtles from the dock, creating a serene retreat at your doorstep. This condo is not just a home; it's an invitation to a lifestyle surrounded by cultural gems. Take a leisurely stroll across the street to Lake Lily for peaceful walks or to partake in art festivals, fireworks, and Sunday farmers market. Savor the convenience of walking to local restaurants or the iconic Enzian theater, host to the Florida Film Festival and other entertainment extravaganzas. Inside, the kitchen seamlessly opens to the living area, creating a bright and welcoming atmosphere. The screened rear porch beckons you to unwind and relish the beauty that surrounds you. The immaculate grounds and landscape of Maitland Harbour make every day a scenic escape, while mail/packages come directly to your unit for added convenience. The complex offers an array of amenities, including a community room, a heated pool, a boat dock for fishing, boat slips, internet, and basic cable. With 1 assigned covered carport space, easy access to shopping, eateries, Lake Lily, Enzian Theater/Eden's Bar, downtown Winter Park, I-4, and more, this condo provides not just a residence but a gateway to a lifestyle of unparalleled beauty and convenience.

1000 S Orlando Avenue Unit A-4, Maitland

$730,000

4 Beds ⋅ 2 Baths ⋅ Dommerich Estates 3rd Add SubDv. ⋅ 32751 Zip Code

SELLER MOTIVATED!!! Discover unparalleled comfort in this stunning 4-bed, 2-bath Maitland residence, nestled in the sought-after Domerich community. Immerse yourself in luxury with a sparkling pool, screened-in patio, and a host of recent upgrade that include a newer roof (2018), upgraded flooring, kitchen, new pool tile, and AC Unit. Positioned on an oversized corner lot just steps away from Dommerich Elemtary school and the Maitland Community Park, this home also features a charming covered front porch, inviting you to create lasting memories. For a minimal fee (optional HOA), this family friendly neighborhood offers a park and private boat launch ramp onto Lake Minnehaha/Winter Park Chain of Lakes. Your ideal haven awaits in this meticulously updated gem! The property will not last so don't miss your chance to make this home you own.

1871 Choctaw Trail, Maitland

$225,000

2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Quiet, second floor Maitland Terrace 2 bedroom/ 1 bathroom condo located in picturesque Arlington building (A). A coveted lakefront community situated on the shores of Lake Maitland. Green lawns, valuable amenities and impressive, mid-century modern architecture. This unit is clean and vacant. Light and bright and all neutral paint colors. Remodeled-ceramic tile floors in great room and kitchen, newer updated white kitchen cabinetry and granite counter tops. White appliances and stainless steel sink. Very cool, newer retro designer bathroom tile to match the mid-century aesthetics. Wood tile floors in the bedrooms. Gorgeous views from the bedrooms make this unit unique. Creek/river leading to Lake Maitland and native Florida trees for private and serene views from the bedrooms. Double closets in the master. Window shades. Another asset to this building is the uncrowded parking lot. Brand new metal roof 2022. Gorgeous pool, clubhouse and screened porch overlooking the lake. Dock for fishing, paddleboards or canoe. Coveted Arlington building at Lake Maitland Terrace. Dock for fishing, paddleboards or canoe. Waitlist for purchase or lease of boat slips. Additional laundry facilities, putting green, shuffleboard courts, storage units and enclosed bicycle storage. Walk to Maitland Farmers Market, Lukes, Enzian Theater and Eden Bar, Lake Lily, Antonio’s, Francescos or short drive to Park Avenue. Quick to downtown Orlando. Perfect location. Rental restrictions. You may rent once your name comes up on the waitlist. Units tend to fly! Make your appointment today!

1140 S Orlando Avenue Unit A-14, Maitland

$195,000

1 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Lowest price in beautiful Lake Maitland Terrace! Coveted FIRST floor, one-bedroom / one bathroom condo in the Exeter Building. Tile throughout. Great closet space. All new metal roofs completed 2022. Gorgeous pool, clubhouse and screened porch overlooking the lake. Dock for fishing, paddleboards or canoe. Waitlist for purchase of boat slips. Additional laundry facilities, putting green, shuffleboard courts, storage units and enclosed bicycle storage. Walk to Maitland Farmers Market, Luke's, Enzian Theater and Eden Bar, Lake Lily, Antonio’s, Francesco's or short drive to Park Avenue. Quick drive to downtown Orlando. Perfect location. No upcoming assessments and very good reserves. Rental and pet restrictions. May rent once your name comes up on the waitlist. On-site management. Units tend to fly! Make your appointment today!

1140 S Orlando Avenue Unit E-3, Maitland

$551,795

4 Beds ⋅ 4 Baths ⋅ Forest Brook SubDv. ⋅ 32751 Zip Code

Nestled within the established community of Forest Brook, on a quiet cul-de-sac, you will find an immaculately kept pool home that is ready for a new owner to enjoy! This mid-century design boasts gorgeous, vaulted hardwood ceilings, charm & character throughout, as well as natural light. As you enter the home you are immediately greeted by an atrium/music room with multiple glass walls & entrance, certain to be a conversation piece with everyone. To the left is the large blended living room/dining area for entertaining. The dining room has direct access to the kitchen, providing easy access to prep/serving areas. The kitchen provides ample cabinet space, new appliances, a breakfast bar, and a large island. Off the kitchen, the casual gathering room is the perfect space to gather and unwind. The updated half bathroom is privately & conveniently located for guests in the vestibule leading to the laundry room & garage. The home office/flex/multipurpose room is located between the gathering room and lanai. This space is perfect for today's evolving lifestyle needs. Views of the pool and fenced yard are enjoyed from this space too! The right wing of the home holds all of the bedroom retreats. Primary bedroom retreats are found at each end of the hall - yes - dual primary bedrooms! Two secondary bedrooms have access to the beautifully renovated hall bathroom. Some of the original touches have been preserved in the home with the unique etched glass interior closet doors. Outside the front of the home, enjoy the matured landscaping inclusive of a 50-year-old oak tree, staghorn fern, papaya tree, and more, as well as a newly constructed wood retaining wall, sloped walk to the front door, in lieu of steps, and long driveway that leads to the rear garage entrance. The rear garage entrance is hidden from the street and provides all the privacy one may want. Enjoy entertaining on the lanai, with a private pool and newly refinished wood fenced in yard. Forest Brook is a quiet & established neighborhood in Maitland, with mature trees, bike, and jogging trails nearby. You have quick access to restaurants, shopping, and fitness centers. This home is also less than 15 minutes from major highways such as 436 and I-4, providing easy access to all the fun that Central Florida has to offer. Schedule a private tour today!

572 Green Meadow Court, Maitland

$245,000

2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Come experience one of the best kept secrets in Central Florida! Enjoy spectacular sunsets on 451 acre LAKE MAITLAND! Lake Maitland is also part of the Maitland Chain of Lakes where it is connected by navigable canals to Maitland Lakes Minnehaha and Nina. Additional access to the Winter Park Chain of Lakes provides boating channels to Lakes Mizell, Osceola and Virginia. Fall in love with the Mid-Century Miami Modern architecture. This second story KINGSTON building condo offers an unbeatable LAKE MAITLAND VIEW! Come put your touch on the interior and make this home and community yours! Resort-style amenities include a beautiful pool overlooking Lake Maitland, a clubhouse with a fully stocked kitchen, and a large dock on the lake for fishing or just relaxing. The putting green and shuffle board courts will take you back to the days before cell phones and video games! The community also has an enclosed bicycle garage, convenient laundry facilities, and kayak and paddle board racks. There is a full time on site community manager and maintenance manager. New roof, replumbed, and newer windows.

1140 S Orlando Avenue Unit 12, Maitland

$710,000

4 Beds ⋅ 2 Baths ⋅ Windsor Park/Dommerich SubDv. ⋅ 32751 Zip Code

Back up offers will be accepted. Discover the allure of mid-century modern living in this impressive "Dommerich Estates" residence boasting 4 bedrooms, 2 baths, a delightful pool, and spa. Roof installed 2020. New Gas Water Heater. The 4th bedroom is located off of the Family Room and also makes a great office, playroom, or guest bedroom. Stepping inside, you'll be captivated by the seamless blend of vintage charm and contemporary amenities. This home exudes character with its New floating Nucore Luxury flooring, elegantly concealing terrazzo flooring in the main living areas underneath, reflecting a perfect mix of style and functionality. The light-filled and open living room welcomes you upon entry, while the generously sized dining room, adorned with Built-In Bookshelves, promises ample space for cherished family and friend gatherings. The cool-vibe light fixtures have smart voice command features and work with an app. The charm of the home is highlighted in the kitchen. Complete with NEW Stainless Steel Appliances, Quartz countertops, and Spacious Walk-In Pantry housing a washer and dryer. Breakfast area overlooks a whimsical Treehouse, offering a touch of enchantment just beyond the kitchen windows. Indulge in resort-style living with a saltwater heated pool and spa, accented by mosaic glass tile trim and LED pool lighting. The paved patio flooring invites relaxation, while the fully fenced grassy backyard provides ample room for pets to frolic. The oversized family room, characterized by vaulted ceilings and tile flooring, offers panoramic views of the pool area, creating a harmonious indoor-outdoor flow. Nestled on a large corner lot within a tranquil neighborhood, this residence offers the perfect blend of peaceful living and accessibility. Enjoy the convenience of sought-after Dommerich Elementary and Maitland Middle schools, along with zoning for Winter Park High. Don't miss the opportunity to make this remarkable mid-century home your own. Virtual Tour Available. Contact us today to schedule a private viewing of this exceptional property.

1950 Thunderbird Trail, Maitland

$655,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code

Paradise Found. This beautifully maintained pool home sits on a substantial 130x110 cul-de-sac corner lot with lush landscaping providing a park-like setting. Potential buyers have a great opportunity to own in one of Central Florida's premier neighborhoods, Dommerich Estates. Say goodbye to skyrocketing utility bills and hello to energy independence. With this home you can enjoy around-the-clock clean energy with solar! From the moment you arrive you will fall in love with every detail this mid-century modern home has to offer. Just shy of 2,400 sq. ft. this one-story block home features 4 bedrooms, bonus room, and 3 baths. As you enter, you are greeted by a lovely proper foyer. To your left, a generous living room with large windows that add light and cheer to this space. The updated eat-in kitchen is bright and boasts contemporary cabinetry, ebony marble countertops, island, a modern appliance package, closet pantry, and immense cabinet and counter space. The adjacent dining space is centrally located within the home and features lighted display shelving which surround three full walls, an ideal place to showcase your collectables. A long wide hallway connects you to all bedrooms and baths and is an exceptional space to display your fine artwork. Primary and secondary bedrooms are generous, each features its own set of conveniences such built-in storage cabinetry, ensuite baths, abundant walk-in closet space, and beautiful flooring selections ranging from unique custom carpeting to stylish modern terrazzo. A substantial bonus room is perfectly positioned off the primary bedroom which can be transitioned into a future home office or custom closet. A sizeable laundry room provides ample storage for all your things. The picturesque backyard, newer saltwater pool, and heated spa are truly a must see. The rear yard is paradise found! A place of rest, relaxation and a reprieve from the ordinary. Professional landscape design, masonry wall, cosmic white marble decking, and lush foliage for privacy. This highly desirable and family friendly community is zoned for Dommerich Elementary, Maitland Middle and Winter Park High. Nearby Minnihaha Park is a 7.5-acre facility with two lighted tennis courts, a playground, walking path, and a lake observation deck. A few blocks North, Maitland Community Park is a beautiful 25-acre tree-filled park that boasts many recreational activities including tennis court rentals, basketball, 2 playgrounds, ½ mile walking path, indoor racquetball courts, a 600' boardwalk and outdoor pavilions. Maitland provides easy access to diverse dining, unique shopping, grocery stores, Lake Lilly Park, Sunday Farmer's Market, Winter Park, and all major roadways. This home has an optional HOA with an incredibly affordable annual membership fee of $150. This grants deeded lake access on Lake Minnehaha, connecting to the Winter Park Chain of Lakes. Schedule your private tour today!

110 Wigwam Place, Maitland

$385,000

3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code

Weaving new into a mid-century home is an art. Many times a home is renovated too much and loses that vintage charm. Or, it still needs a facelift but the homeowner is scared to mess it up. 382 Sultana Lane is a great example of smart design choices bringing a home into the modern era. This 3/2 features a brand-new kitchen with all-new appliances, an island, and granite counters, all playing nicely with the unique tile flooring. Tastefully renovated bathrooms mixed with cool terrazzo. You’ll love the custom woodwork in the carport that also provides access to side entry and a massive, fully fenced backyard. The refreshed front brick patio/entry provides a nice place to relax and enjoy the quiet, neighborhood street. Inside you’ll find a very usable layout with a large living room, open-concept kitchen, and eating nook. Beyond that is a laundry room complete with washer and dryer. Newer French doors provide ample light and access to your backyard. The a/c has just been replaced including new duct work and vent covers, along with new electrical work, new paint inside and out, new doors, and a 2020 roof. All this and more at a very tough price point to find anything worthwhile. Ask your realtor for the complete list of improvements attached in the MLS. We hope you enjoy!

382 Sultana Lane, Maitland

$810,000

4 Beds ⋅ 2 Baths ⋅ Druid Isle SubDv. ⋅ 32751 Zip Code

Welcome home to this breathtaking, newly renovated, waterfront property! Located in the one of the most highly desirable neighborhoods in Maitland, Druid Isle. This gorgeous 4 bed, 2 bath, 2,200 Sq Ft home boasts stunning views of the lake from almost every window, as well as sits on almost 3/4 of an acre! Immediately as you enter the home, you will be greeted by an open concept, with high ceilings and large windows that allow for plenty of natural light to flow in. The gourmet kitchen is a chef's dream, featuring brand new appliances, quartz countertops, and plenty of space for entertaining. The master suite is a true oasis, complete with a luxurious en-suite bathroom, walk-in closet, and a private balcony that overlooks the lake. The additional bedrooms are generously sized and offer plenty of closet space. As you step into the backyard, you are immediately greeted with a breathtaking view of Druid Isle. With over 100" of water frontage, you will feel peace and serenity the second you open the door. Druid Isle also connects to Lake Charity, which is a skiable lake in Orange County. With NO HOA, NEW ROOF, NEW GUTTERS, NEW WINDOWS, NEW FLOORING, as well as NEW INTERIOR AND EXTERIOR PAINT, this home is completely move in ready!! Just minutes away from top-rated schools, Winter Park, and Downtown Orlando, this location could not be more convenient. Don't miss out on your chance to own this peaceful oasis. Schedule your showing today!

1501 Druid Isle Road, Maitland

32751 Zip Code Mid-Century Modern Style Real Estate & Homes

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