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$350,000
3 Beds 2 Baths English Ests Unit 1 SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Nestled in the sought-after English Estates neighborhood, this classic Medallion home offers timeless character and the perfect opportunity to make it your own. Featuring its original Medallion hallmark in the kitchen pantry, this retro gem includes formal living and dining rooms, a cozy breakfast nook off the galley-style kitchen, and original terrazzo flooring. Recent updates include a reroof and exterior paint (2021), fresh interior paint (2025), hot water tank (2021) and an upgraded A/C system with UV light (2019). Your new home was replumbed in 2015 and the electrical updated in 2012. The interior laundry room adds convenience, while the spacious enclosed and screened porch provides a peaceful retreat to relax and enjoy the evening sunset. Don't miss the chance to bring your vision to this well-maintained mid-century treasure.

2065 Derbyshire Road, Maitland

$647,000
3 Beds 3 Baths Greenwood Gardens Sec 02 Rep 01 SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Welcome to one of Maitland’s best-kept secrets! Tucked away in a peaceful, no-through street with Maitland Park right across the way, this charming corner-lot home offers the perfect balance of privacy, comfort, and convenience. From your doorstep, you can walk to favorite restaurants, coffee shops, and the Brightline station, while Lake Lily Farmers Market, Downtown Maitland, and vibrant Winter Park are only minutes away. Step inside and you’ll be greeted by a spacious open layout, filled with natural light and designed for easy living. Wood-look tile flows seamlessly throughout, offering both style and low maintenance. The large living room centers around a cozy wood-burning fireplace, creating the perfect gathering spot for family and friends. The kitchen is a true standout with warm wood cabinetry, granite countertops, stainless steel appliances, and a sleek tile backsplash. Just off the kitchen, an enormous bonus room adds incredible flexibility—use it as a second living area, playroom, home gym, theater, or anything your lifestyle requires. The split floor plan ensures privacy for the oversized primary suite, which includes ample space for a sitting area or home office, a huge walk-in closet, and a spa-inspired bath with dual sinks and a glass-enclosed tile shower. Two additional generously sized bedrooms share a full bath with a tub/shower combo, while a third full bath with a walk-in shower provides added convenience for family or guests. Practicality meets comfort with a large indoor laundry room complete with folding space, plus a two-car side-entry garage with an epoxy floor. Sliding doors open to the fenced backyard with a covered patio—ideal for entertaining or enjoying Florida’s sunshine in peace. Recent updates include a new roof (2023), fresh interior paint, and a newer AC system, giving you peace of mind for years to come. All of this is in a prime Maitland location with quick access to I-4, highly rated schools (both public and private), and endless parks, trails, and activities. This home offers the lifestyle you’ve been waiting for—don’t miss the opportunity to make it yours!

955 Gamewell Avenue, Maitland

$1,035,000
4 Beds 4 Baths Maitland Club Rep SubDv. 32751 Zip Code
A truly unique opportunity in the Maitland / Winter Park area, the Maitland Club community features a 24/7 guard-gated entrance for this executive home! This 4 BR, 3.5 BA home has all the features of a dream home, including a downstairs guest/in-law suite with private entry, a large front den for a home office, and a versatile bonus room ideal for a second office, gym, wine room, or hobby space. The renovated chef’s kitchen boasts wood cabinetry, granite counters, stainless steel appliances, an above-range pot filler, island seating, and a 6' x 6' walk-in pantry with custom shelving. Elegant finishes include wood floors throughout, plantation shutters, crown molding, and upgraded millwork. The family room features a cozy fireplace and offers beautiful views of the pool and mature backyard landscaping. The large primary suite showcases a seating area, custom walk-in closet, and remodeled bath with double vanities, beautiful tile work, new cabinetry, and even a window seat. The guest bedrooms on the second floor are generously sized with an updated Jack-and-Jill bath and custom storage solutions built into the closets. Enjoy a private backyard retreat with a resurfaced and heated pool featuring custom lighting, decorative tile, and a relaxing water feature, plus a covered patio and no rear neighbors. Upgrades are countless in this loved home, including ceiling storage and tool cabinets in the oversized 3-car garage, a new roof (2023), replumbed (2022), HVAC replacement (2022), new wood floors, custom closet built-ins, and even fresh paint. Community amenities include tennis, basketball, playground, and proximity to Orangewood PreK-12th grade School with quick access to Winter Park, I-4 Express, and all of Central Florida! Don't miss your chance to claim this dream custom home as your own!

904 Brightwater Circle, Maitland

$705,000
4 Beds 3 Baths Dommerich Hills 1st Add SubDv. 32751 Zip Code
Situated on a lush corner lot in the highly sought-after Dommerich neighborhood, this spacious pool home welcomes you with an open foyer and bamboo flooring throughout the formal living areas. To the left, a large formal living room with exposed beams and large windows flows into the dining room, which leads through a doorway to the kitchen. Or, head straight from the foyer into the expansive eat-in kitchen featuring white cabinetry, stone countertops, stainless steel appliances, and a striking island topped with reclaimed Southern oak pine sourced from a vintage bowling alley. The kitchen opens to a breakfast nook and family room with tile flooring, a half bath, French doors to the backyard, and abundant natural light. Down the hall, two generously sized bedrooms feature wood-look tile, and a third bedroom—currently used as an office—offers a walk-in closet and glass doors to the family room. The oversized primary suite, rare for this neighborhood, includes backyard access, a huge walk-in closet, and a spa-style bathroom with double vanities, soaking tub, and large walk-in shower. Outside, the fenced yard is private and lush with mature landscaping, a pool, and a pavered patio. The home was renovated in 2014 down to the studs, including new windows, bamboo flooring in the formal areas, roof, electrical, and plumbing. The AC was replaced in 2020. Located within the neighborhood and zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this home offers the convenience of walking or biking to school, and a short drive to downtown Winter Park as well as easy access to all that Maitland has to offer.

2501 Mohawk Trail, Maitland

$1,110,000
4 Beds 4 Baths Dommerich Woods SubDv. 32751 Zip Code
This Is It – The Dommerich Gem You've Been Waiting For! Nestled on a beautiful corner lot in one of Maitland's most desirable neighborhoods, this completely renovated 4-bedroom, 3.5-bath pool home is truly a showstopper! From the moment you enter the foyer, you’ll be captivated by gorgeous hardwood floors, plantation shutters throughout, and an abundance of natural light that fills every corner of the home. The open-concept layout is perfect for every day living, featuring custom built-ins and a welcoming family room that flows seamlessly into a cozy bench-style dining area. The heart of the home is the chef-inspired kitchen, boasting a large island with seating for six, gas range, farmhouse sink, ample storage with a built-in desk space. Adjacent to the kitchen is a flexible formal living space—ideal for a home office, playroom, or second entertainment area. Step outside to your private backyard oasis, complete with a covered porch with tongue-and-groove ceilings, sparkling pool, lush tropical landscaping, and your very own putting green! Inside, two secondary bedrooms share a full bath, while a third features a private ensuite that was added during the renovation. The primary suite is a retreat in itself, offering dual custom closets, French doors leading to the backyard, and a luxurious bathroom with a massive marble shower, freestanding soaking tub, and double vanities. As a bonus, a small, climate-controlled office space was added in the garage—perfect for working from home. Located in the heart of Dommerich, you’re just minutes from Park Avenue’s renowned shopping and dining, top-rated schools, and everything that makes this community so special. Don’t miss this rare opportunity to make this home yours!

791 Arapaho Trail, Maitland

$550,000
3 Beds 2 Baths Druid Hills Estates 1st Add SubDv. 32751 Zip Code
Immaculate three bedroom, two bathroom home located in the highly desirable Druid Hills neighborhood. This home boasts warmth and charm. Impeccably designed, this home offers the farmhouse style you have been searching for. From the custom kitchen cabinetry to the roof, no detail has been left unattended. Upon entering through the front door you are immediately immersed by the charm of this home. The centerpiece, the kitchen, opens itself to all living areas of the home. The kitchen features custom concrete countertops, classic farmhouse sink, gas range (propane), dual pantries, custom solid wood cabinetry accompanied by upgraded appliances that blend perfectly into the cabinetry setting, all brought together by a vast 9 foot center island featuring a custom made butcher block counter top. Lying just off the kitchen is a cozy, yet elegant dining room accompanied by a quaint dry bar with a beautiful cedar board backdrop. Venturing down the hallway, extended from the main living areas, rests the master suite. Featuring vinyl flooring, the master suite offers a peaceful retreat. The home features a mudroom, including washer and dryer connections and a custom built shoe cubby and coat rack. Some of the newer updates include Low-E Windows 2021, new AC and Ductwork 2022, new Electric Hot Water Heater 2022, a new Vinyl Fence 2022, and new Roof 2024. Enjoy the peaceful sights and sounds of the majestic live oaks that surround this beautiful home, while relaxing on the back patio. Convenience cannot be overstated, located within close proximity and access to Downtown Maitland, I-4 (with quick access to I-4 Express West Bound), superb Seminole County schools, and many local restaurants and establishments.

1004 Gregory Drive, Maitland

$575,000
5 Beds 3 Baths Highland Park Estates First Add SubDv. 32751 Zip Code
Nestled on a spacious corner lot in the highly sought-after Dommerich/Highland Park neighborhood, this distinctive two-story Mid-Century home offers both character and flexibility. With 5 bedrooms and 3 full baths, the layout is ideal for multigenerational living or accommodating guests with ease. Upstairs, the 5th bedroom serves as a private in-law suite, complete with a walk-in closet, full bath with shower, and ample room for a cozy sitting area or studio-style setup. On the main floor, the primary suite features its own bathroom and a generous walk-in closet, offering comfort and privacy. The heart of the home is a beautifully renovated kitchen with timeless shaker-style cabinets, granite countertops, soft-close drawers, stainless steel appliances, and a charming island perfect for casual meals or morning coffee. Adjacent to the kitchen is a built-in workspace, ideal for a home office or study station. Just off the kitchen, the family room invites relaxation with it's wood burning fireplace, beamed ceiling, and seamless access to the outdoor living area. Step through the sliding doors to your private screened-in pool oasis, complete with updated pool equipment and a spacious backyard ideal for entertaining or gardening. Located just minutes from top-rated Maitland schools, well known restaurants, boutique shopping, scenic lakefront parks, and major highways. Popular Winter Park, downtown Orlando, and area attractions are all within reach. Don't miss the opportunity to make this one-of-a-kind property your forever home.

2491 Lauder Drive, Maitland

$550,000
3 Beds 2 Baths English Estates Unit 1 SubDv. 32751 Zip Code
Welcome to your beautifully renovated corner-lot oasis in the desirable English Estates community of Maitland! This stunning 3-bedroom, 2-bathroom POOL home offers the perfect blend of modern upgrades, indoor-outdoor living, and an unbeatable location. Step inside and be greeted by an abundance of natural light and a spacious, comfortable floor plan. The upgraded kitchen features sleek GRANITE countertops, modern cabinetry with GOLD hardware, and a striking TILE fireplace—perfect for cozy evenings and stylish entertaining. Relax or entertain year-round in the screened-in porch overlooking your private backyard retreat. Take a refreshing dip in the sparkling POOL, or unwind under the GAZEBO—ideal for gatherings or peaceful mornings with coffee. Major updates include:NEW plumbing, NEW HVAC & A/C, 2023 Roof, and a Smart thermostat. Both bathrooms have been completely RENOVATED with elegant finishes. Location is key—just a short walk or BIKE ride to the scenic Kewannee Trail, and only 4 miles to Altamonte Mall. Here you will be moments from great schools, dining, shopping, and you'll have convenient access to I-4, making it easy for commuting. This home is truly a MUST-SEE. Schedule your private showing today.

2201 Sunderland Road, Maitland

$825,000
4 Beds 3 Baths Maitland Grove SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome to 125 White Oak Circle—a rare opportunity to own a beautifully renovated 4-bedroom, 2.5-bath home offering 2,524 square feet of refined living space in one of Maitland’s most peaceful and desirable neighborhoods. Tucked near the tranquil shores of Lake Sybelia, this meticulously maintained 1/3-ACRE CORNER-LOT residence combines timeless charm with modern luxury. The lot is thoughtfully balanced, offering generous space in both the front and fully fenced backyard. From the moment you arrive, the pride of ownership is unmistakable. Extensive updates offer peace of mind and lasting value: NEW ROOF (2019), NEW PELLA WINDOWS with hurricane-rated frames (2022), new garage door (2022), NEW ELECTRICAL PANELS (2022), exterior paint (2019), FULL REPIPE (2019), all new electrical outlets and rocker-style switches, added attic insulation, updated irrigation and Provista St. Augustine sod (2022), epoxy garage floor, and upgraded laundry with LG front-load washer and dryer set on pedestals for convenient storage. The garage also includes a full-size refrigerator. The home’s stately brick façade, double entry doors, and paver walkway are framed by lush landscaping—including magnolia trees, a mature oak, Japanese blueberry, pygmy palms, pines, and more. Curb appeal is just the beginning. Inside, you’ll find wide luxury vinyl plank flooring throughout, 5" baseboards, 4" door casings, crown molding, and solid cedar interior doors. The spacious bedrooms offer comfort, and the home provides abundant closet storage throughout—perfect for keeping everything organized and out of sight. The gourmet kitchen is a showstopper—fully remodeled with custom cabinetry to the ceiling, quartz countertops, a designer backsplash, matte black hardware, and high-end Bosch appliances (including refrigerator, dishwasher, and range hood), plus a GE induction cooktop and oven. The bathrooms have been completely updated with stylish vanities, new fixtures, tile, and toilets. The primary suite includes an oversized walk-in shower, offering a spa-like experience. The family room features a cozy brick wood-burning fireplace, while the formal living and dining rooms provide the perfect space to gather. A light-filled enclosed Florida room adds flexibility—ideal for a home office, playroom, or additional lounge space. Step outside to your private, fenced backyard oasis—perfect for relaxing under swaying trees and blue skies, or entertaining on the paver patio. Located just across the street from Orangewood K–12 private school and near the neighborhood’s Lake Sybelia Elementary, this home is a dream for families. Enjoy serene walks to Lake Sybelia’s park—complete with a playground and fishing dock—or take a quick bike ride to Independence Lane and Lake Lily for Sunday farmers markets, community events, and local dining. With quick access to I-4, you’re just minutes from everything Central Florida has to offer—yet nestled in a quiet, tree-lined enclave that feels worlds away. This turnkey residence blends thoughtful design, quality craftsmanship, and a prime location for a truly exceptional lifestyle. Don’t miss this opportunity—schedule a showing today!

125 White Oak Circle, Maitland

$575,000
4 Beds 3 Baths English Estates Unit 2 SubDv. 32751 Zip Code
Exclusive Offer: 1% of loan amount toward closing costs or rate buy-down. Inquire today! Welcome to this one-of-a-kind gem in the Maitland neighborhood of English Estates. Originally built in 1961 as the builder's model home, this sprawling 2,649-square-foot ranch-style home has been tastefully and thoughtfully updated, offering a seamless blend of mid-century charm and modern convenience. Situated on a beautifully landscaped CORNER .31 ACRE LOT, this property boasts a functional CIRCULAR DRIVEWAY and 2 CAR SIDE ENTRY GARAGE. Step inside and be captivated by the natural light that pours through the abundance of windows. The large dining room at the front of the home offers views of the front yard, setting the stage for memorable gatherings. The open-concept kitchen has been updated with GRANITE countertops, MODERN cabinets, and REFINISHED TERRAZZO flooring, which flows effortlessly into the inviting family room. From here, sliding doors lead to a spacious screened patio and a FULLY ENCLOSED backyard. Walk through the family room into the living area that features a DOUBLE SIDED FIREPLACE and backyard views. The primary suite features dual closets, backyard views, and an updated en-suite bathroom with a walk-in shower. The secondary bedrooms are generously sized and share a stylish bathroom complete with a double vanity and a tub/shower combination. Additionally, the OVERSIZED INDOOR LAUNDRY ROOM, which once served as the builder's office, offers ample space and includes a convenient nearby half-bath. Significant UPDATES include a BRAND NEW ROOF currently being installed, modern WINDOWS, updated ELECTRICAL AND PLUMBING systems, new interior and exterior PAINT, upgraded ATTIC INSULATION, beautifully refinished terrazzo floors, well for irrigation, A/C UNIT 2019, and WATER HEATER 2017. Enjoy the unbeatable location just minutes from downtown Winter Park, major expressways, shopping, dining, Kewannee Park, and the nearby bike trail. Don't miss your chance to experience this extraordinary home! Schedule a private tour today and see firsthand why this property truly sets the bar in English Estates.

2344 Derbyshire Road, Maitland

$385,900
3 Beds 2 Baths Oakland Shores 3rd Add Rep SubDv. 32751 Zip Code
Back on the market with renewed momentum. Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and timeless charm, ideal for families ready to make new memories. From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout that instantly feels like home. The heart of the house, the newly renovated kitchen features sleek stone countertops and new appliances, making it perfect for family meals and holiday gatherings. Step outside to the screened-in patio and picture slow mornings with coffee in hand, or peaceful evenings unwinding from a long day in the spacious backyard. Whether hosting a barbecue or enjoying a quiet night under the stars, this outdoor space is made for relaxation! Located just minutes from top-rated schools, grocery stores, dining, and major highways and less than 10 miles from the natural beauty of Wekiwa Springs State Park. This home offers the convenience you need and the lifestyle you've been dreaming of. Don't miss this opportunity to plant roots and grow in a home that has it all. Schedule your private tour today and discover the warmth, space, and charm waiting for your family.

601 Oranole Road, Maitland

$970,000
4 Beds 2 Baths Minnehaha Shores SubDv. 32751 Zip Code
An exceptional four-bedroom two-bath home rests on over 1/3 of an acre, corner lot, in the established community of Minnehaha Shores in Maitland. Lake views and across from the private deeded neighborhood lake lot which provides access to Lake Minnehaha and the Winter Park Chain of Lakes. This home offers generous living spaces spanning over 2,826 square feet with open kitchen into family room, dedicated dining and sitting rooms, Florida room and bonus/office space that transitions through seamless sliding glass doors to backyard that brings in the outside. Neutral finishes endure with gorgeous blonde oak wood floors throughout, custom kitchen that showcases custom cabinetry, stainless appliances, marble counters, a large center island with bar seating, and a peek through opening over an undermount sink to the greenery of the outside landscape. Additionally, home highlights include vaulted ceilings in living and flex room. The Florida room is flanked with windows allowing soft natural light into the space. A back flex space has tongue and groove ceiling detail and vaulted, all overlooking back paved patio ideal for entertaining with room to grow. The primary suite is spacious with a large walk-in closet and bath includes modern style with floating cabinetry, double sinks, and walk-in shower with seamless glass enclosure and chic tile selections. The secondary bath is fully renovated with stylish marble graphic tile, double herringbone subway tile and double sinks. The three secondary bedrooms feature recessed lights and ceiling fans, spacious walk-in closets with organization systems and plush carpet. Home includes the function of a large indoor laundry with ample storage and drop zone from oversized two-car garage. Every detail accounted for, improvements include new exterior and interior paint, refinished front door, HVAC with whole house dehumidifier (2024), HVAC ducts and seven returns replaced (2019), foam insulation, water heater (2024), plumbing (2020), electrical panel (2019) generator plug installed, roof (2015) and RO filter system under kitchen sink. Professional landscaping package includes lighting, zoned irrigation well system, designer window treatments, exterior driveway and patio pavers, epoxy floor in garage, EV charger plug ready, designer lighting and electrical fixtures, windows and doors replaced (2015), recessed lighting and more. Minnehaha Shores is pristine with access to Maitland Social, and Minnehaha Park connects to the community with tennis courts and playground, and a deeded lake lot includes fishing pier and boat ramp. Schools are fantastic, zoned for Lake Sybelia, Maitland Middle and Winter Park High School. Maitland is home to the Enzian, Lake Lily, fantastic restaurants and shopping, and close to all major roadways. This home is a rare find, meticulously renovated.

91 Minnehaha Circle, Maitland

$530,000
3 Beds 2 Baths English Estates Unit 2 SubDv. 32751 Zip Code
Completely transformed with intention and precision, 1201 Manchester Road is a rare offering where style meets substance in one of Maitland’s most desirable residential pockets. Set on an oversized corner lot .26 Acres, just minutes from Lake Lily Park, Park Avenue in Winter Park, and the Enzian Theater, the location blends quiet neighborhood living with prime access to the city’s best. Step inside and experience a layout that feels natural, open, and deeply considered. Oak-toned luxury plank flooring flows throughout, anchored by smooth-finished walls, modern three-panel doors, custom trim work, and warm LED recessed lighting. The spaces feel bright but grounded, open yet purposeful. At the center, the kitchen stuns with a bold 8-foot quartz island, solid wood soft-close cabinetry, a custom-crafted blue range hood, marble backsplash, brushed brass finishes, and premium stainless appliances including a microwave drawer. The primary suite is private and polished, with detailed wall molding, a generous walk-in closet, and a spa-like bath featuring a 72-inch dual-sink vanity, marble-tiled walk-in shower, and matte black fixtures. Two additional bedrooms—each with new ceiling fans and built-in closets—share a second designer bath finished with striking tilework and wood vanity. Step outside through the French doors and into a backyard designed for both calm and celebration. The grand-size lap pool has been fully resurfaced and retiled, powered by a brand-new pump, and flanked by a custom Bali-style outdoor shower—a standout detail that elevates the space. The grounds have been completely overhauled with new sod, irrigation, sculpted landscaping, privacy fencing, and custom wood accents that give the exterior both structure and softness. The garage door and opener are brand new, and the driveway has been resurfaced for a clean, cohesive finish. 1201 Manchester isn’t just renovated—it’s meticulously refined. Turn the key and live well—your new home awaits. Schedule your tour today.

1201 Manchester Road, Maitland

$960,000
4 Beds 3 Baths Dommerich Hills SubDv. 32751 Zip Code
Welcome to your dream oasis in Dommerich Hills, one of Central Florida's most sought-after neighborhoods. This meticulously maintained 4-bedroom, 3-bathroom pool home sits on a generous 127' x 89' corner lot, embraced by lush landscaping that evokes a serene park-like setting. As you approach, you'll admire the impressive circular paver driveway and motor court, offering plenty of parking for friends and family. The oversized covered front entry, adorned with a beautiful tongue-and-groove wood ceiling, warmly invites you inside. Step through the door and be welcomed by a spacious open floor plan that effortlessly connects the kitchen, dinette, family room, and living room—perfect for comfortable living and entertaining. The updated kitchen is a chef's delight, featuring expansive granite countertops and custom cabinetry that combine style with functionality. A convenient window lets you serve guests in the vibrant outdoor lanai and pool area. Adjacent to the kitchen, the informal dining area, with its stylish lighting and contrasting cabinetry, creates an inviting atmosphere perfect for casual meals. The generously sized family room is designed for relaxation and entertainment, flowing seamlessly into the living room, where a cozy wood-burning brick fireplace adds a touch of warmth and charm. You'll fall in love with the luxurious primary suite—a spacious retreat that boasts stunning multicolored wood flooring, creating a comfortable ambiance. This suite includes dual closets—one cleverly designed to house a full-sized front-load washer and dryer, offering both convenience and ample storage. The spa-like primary bathroom serves as your personal sanctuary, featuring a double-sink vanity and a spacious walk-in shower complete with a built-in bench. In addition to the primary suite, the home includes two more bedrooms and a second primary suite—ideal for guests, home offices, or hobbies. A centrally located bathroom adds to the convenience for family and visitors alike. A highlight of this home is the expansive bonus room—a versatile space perfect for entertaining, gaming, or enjoying a leisurely bar night. With walls of glass overlooking the pool and yard, this area can easily be tailored to fit your lifestyle, whether you envision a media room or a lively gathering spot. Step outside to find a sparkling saltwater pool, perfect for cooling off on those warm summer days, along with a covered patio that sets the scene for alfresco dining and entertaining. This refined ranch-style home features a desirable single-story layout, a spacious outdoor area, and the benefit of a corner lot, blending comfort and practicality. Additional highlights include a 3-year-old roof, a newer water heater, and a 5-year-old HVAC system. Completing the appeal is an oversized 2-car garage with an epoxy-painted floor—truly adding to the charm of this property. Located in Maitland, you’ll relish easy access to a variety of dining options, unique shopping experiences, grocery stores, Lake Lilly Park, the Sunday Farmer's Market, Winter Park, and major roadways. Don't miss out on the chance to make this exceptional home yours, where elegance and a vibrant lifestyle come together beautifully.

2106 Tuscarora Trail, Maitland

$2,535,000
5 Beds 4 Baths Sybelia Shores Second Add SubDv. 32751 Zip Code
Completed New Construction 2024 | Lakefront Luxury | Below Appraised Value: This extraordinary custom lakefront residence was built by Dave Konkol & is elevated on a 0.56-acre corner lot w/ approximately 112’ of lake frontage. Featuring a crisp stucco exterior, impact windows & remote-operated screened porches, the home is surrounded by professionally designed native landscaping & butterfly gardens which set the stage for a lifestyle defined by natural beauty, enduring materials, timeless design & everyday comfort. Once inside, the open floor plan showcases wide-plank, white oak engineered wood flooring & is filled w/ natural light from the large format windows that frame views of the backyard pool & serene Lake Sybelia out front. A formal dining space connects to a wet bar & opens to a functional yet casually elegant kitchen. Quartz countertops, custom soft-close cabinetry with pull-outs & a full suite of premium appliances lend functionality & refinement to the kitchen. A large walk-in pantry & adjacent drop zone add quality of life to the beautifully tailored design. The main-level primary suite is a sanctuary w/ lake views, remote-controlled blackout shades, decorative wood ceiling beams, a customized walk-in closet & a spa-like bathroom featuring Frank Lloyd Wright Brizo plumbing fixtures, a long vanity stained to match the fixtures, dual sinks, an oversized glass-enclosed shower with 21” rainhead, soaking tub & private water closet. A guest bedroom w/ adjacent full bath also functions as a pool and powder bath. The large laundry room w/ quartz countertops, GE Profile front-loading washer and dryer & a Laundry Jet Swift pneumatic laundry chute—connected to the primary suite & upstairs bedrooms and complete the main floor. Upstairs, two additional bedrooms with wide water views include customized closets & designer baths. The cozy loft and Bonus spaces flex easily for work, wellness, or play. Other interior features include built-in speakers, custom millwork, motorized blinds & smart-home wiring to enhance comfort and livability. Seamless indoor-outdoor transitions define the rear living experience, where a deep covered lanai includes recessed lighting, fans, speakers & motorized screens opening to a 7’ deep, heated, saltwater pool w/ sunshelf, outdoor shower & direct access to a full bathroom. The fenced backyard offers ample space for play, relaxation & a dog run. A custom dock w/ composite decking & covered boat lift sits on Lake Sybelia—offering year-round opportunities for boating, paddle-boarding, swimming & fishing on waters with no public access. Efficiency abounds thanks to a PES Solar system featuring 58 REC panels, four Enphase battery backups & real-time energy monitoring. Additional features include Trane HVAC systems, a commercial-grade water heater w/ recirculating pump & a new irrigation system w/ pump fed by lake water. The three-car garage includes modern paneled doors w/ openers and extra storage. Now unexpectedly available due to a change in the owners’ plans, this is a rare opportunity to purchase an almost-new custom home—combining advanced systems with timeless design—in one of Maitland’s most beloved neighborhoods, just minutes from Lake Lily Park, downtown Maitland, major thoroughfares and Winter Park’s shops and restaurants.

705 N Lake Sybelia Drive, Maitland

$830,000
3 Beds 2 Baths Dommerich Hills SubDv. 32751 Zip Code
Fully renovated Dommerich home in Maitland on a wrapping corner lot has been completely redesigned with entertaining at the forefront. A spacious reshape of the kitchen and living spaces create a large gathering space for ease and function with windows out to backyard yard retreat. This custom kitchen features 42-inch white shaker cabinetry with quartzite counters, enjoy a generous center island with seating. White shaker 42-inch cabinets, beautiful farmhouse sink sits under front window to front yard. Wood accent open shelving flanks the stainless hood and offers style with a subway tile backsplash to the ceiling keeping it fresh and timeless. Gold fixtures and accent lighting liven the space creating a warm design. Updated wood tile flooring seamlessly connects spaces throughout and are hearty well well-wearing floors to stand up to everything life brings. Additional living flex space showcasing a craftsman wood barn door feature for privacy to office or bonus space. Living space opens through French doors to enclosed sun porch with dedicated air-conditioning to keep it cool. Backyard centerpiece is a modern designed pool with turf grass accents and dual patios for entertaining. Covered cabana and 5-hole putting green adds to ambiance. Renovation completed in 2018 and also includes roof, air conditioner, new pool equipment, recessed lighting, dedicated flex space, shiplap foyer, new flooring and more. A block from best schools Orange County offers Dommerich Elementary, Maitland Middle, Winter Park High and a sidewalk to Dommerich and Maitland Middle with crossing guard at the corner. Also, a block from tennis court, track and the beloved quad lots of lifestyle to be captured here. This home in a fabulous community with lots of green space and parks in recreational distance, terrific restaurants and more. This home has it all and ready to move in.

2004 Mohawk Trail, Maitland

$538,000
4 Beds 3 Baths English Woods SubDv. 32751 Zip Code
Perfectly positioned on a sprawling, nearly 1/3-acre corner lot in the heart of Maitland. Inside, the home unfolds into expansive, light-filled living areas where the great room, kitchen, and dining spaces connect effortlessly—designed for both stylish entertaining and relaxed family life. The kitchen is a true centerpiece, featuring solid wood white cabinetry, premium quartz countertops, a stainless steel appliance package with hood vent and microwave drawer oven, beautiful accent shelving, and a large island with eat-in counter seating—crafted for both function and beauty. This home strikes the perfect balance between expansive living spaces and tasteful, high-quality updates, creating a move-in-ready experience that's rare to find. A spacious two-car garage adds everyday convenience and storage. Step outside to a private, screen-enclosed lanai and patio, surrounded by mature landscaping and the peaceful privacy only a corner lot can provide — perfect for relaxing or entertaining year-round. Embracing the best of Maitland’s lifestyle- Publix Super Market at Maitland Place is just 1.5 miles away for everyday convenience. Lake Lily Park and the charming Maitland Farmers Market are only minutes from your doorstep. Downtown Winter Park’s award-winning Park Avenue is less than 10 minutes away, offering an unmatched mix of boutique shopping, acclaimed restaurants, art galleries, and year-round festivals. Quick access to I-4 makes commuting into Downtown Orlando a breeze. With top-rated schools, lush parks, and the very best of Central Florida at your fingertips, this location checks every box. Schedule your tour today.

2327 Fieldingwood Road, Maitland

$979,000
4 Beds 3 Baths Dommerich Woods SubDv. 32751 Zip Code
Welcome to this stunning move-in ready pool home in the highly sought after Dommerich neighborhood, known for its top-rated schools and wonderful community. Nestled on an over-sized corner lot in a quiet cul-de-sac, this beautifully maintained home boasts 4 bedrooms, 2 full bathrooms, plus a convenient half bath. The lush landscaping professionally designed by a certified Landscape Designer, exudes gorgeous curb appeal and surrounds the backyard pool and heated spa, creating a private oasis. A separate screened-in porch is connected by pavers providing another quiet retreat. Step inside to find a light-filled interior with elegant finishes and plenty of room to entertain. The heart of the home is the expansive chef's kitchen with modern appliances featuring a double oven, 2 gorgeous islands with plenty of barstool seating, room for a full dining table, plus an abundance of storage and pantry space. There are 2 large separate living rooms with gorgeous wood flooring and a full bedroom on the first floor, which also makes a perfect office. Upstairs is the huge Primary bedroom and walk-in closet with its completely renovated (2023) en-suite bathroom with quartz countertops, a lovely step-in shower and another closet for additional storage. There are 2 more beautiful bedrooms with good sized closets, another full bright bathroom with double sinks, and a huge laundry room. This worry free home makes getting insurance a breeze with a brand new A/C (2024) complete new roof installation, Hardie Board siding, and an in-ground pool and spa (all in 2015), plus a full home security system with pool security alarms on all of the downstairs doors. This perfectly located home allows for walking to Maitland Community Park, riding bikes to the A-rated public schools, and driving minutes to downtown Maitland with its restaurants, shops and grocery stores. Don't miss your chance to live in this fabulous home and join this welcoming community. Schedule your private showing today!

1621 Chippewa Trail, Maitland

$565,000
4 Beds 3 Baths Dommerich Hills 6th Add SubDv. 32751 Zip Code
Great opportunity for a buyer who wants to make Dommerich Hills home. Built in 1971, this four-bedroom, 2.5-bath ranch home features a two-car side-entry garage and sits on a generous .38-acre corner lot with a beautiful oversized screened pool. The split floor plan, formal dining room conveniently off the kitchen and formal living room featuring a large bay window providing an abundance of natural light showcase this home’s incredible potential. The spacious primary bedroom with a large walk-in closet with window providing natural light and primary bath creates a welcoming private suite. The bedroom/office is down the hall away from the main living area on the same side as the main suite. On the other side of the home, you will find bedrooms three and four, a full bath with access to the pool and inside laundry room. After a long day, relax in front of the wood-burning fireplace in the family room or sit outside under the covered patio overlooking the screened pool that measures 32 by 16 feet. Take advantage of the expansive green space surrounding the pool by creating your backyard oasis. Whether you enjoy gardening or taking on projects around the house, you will find a workbench in the garage. The seller has made numerous improvements since purchasing the home. Here are a few, such as new air conditioner, new water heater, new electrical panels, new garage door, new flooring throughout entire home, new paint throughout, new light fixtures, newly sodded lawn with irrigation and more. A roof was installed in 2017, and the house was re-plumbed with PVC piping in 2006. Don’t miss this opportunity to live in one of the desirable communities. Please be advised, select photos are virtually staged.

2595 Sweetwater Trail, Maitland

$1,150,000
4 Beds 5 Baths Dixie Terrace SubDv. 32751 Zip Code
Experience unparalleled luxury in this stunning Mediterranean home, custom-built by Dave Cahill on a prime corner lot. The entrance exudes Old World charm, greeting you with a unique solid wood door and archways true to style. The MAIN home (2,820 sqft) features 3 spacious bedrooms, all with en-suite bathrooms and walk-in closets. Above the 2-car garage, accessible from a private entrance off the driveway, sits a guest/in-law apartment (1 bed/1bath with 448sqft) complete with a spacious bedroom suite, separate living space with a kitchenette, and a laundry closet. Inside the main house, the modern space is anchored by rich, timeless hardwood floors, with luxury finishes throughout including crown molding, Anderson windows and doors, elegant lighting, and custom cabinetry. The open floorplan is ideal for entertaining, with an expansive family/dining/kitchen combo accented by tall windows and high ceilings. Wooden beams and a custom brick wall add style and charm. The gourmet kitchen is well-equipped, boasting a 6-burner gas range with a pot filler and double ovens, a dry bar with a wine fridge, an expansive island with breakfast bar seating, and even a hidden pantry. Just past the kitchen sits a cozy living space with a gas fireplace for warmth, and a first-floor bedroom suite with a full bathroom that is perfect for guests. Upstairs you’ll find the oversized primary suite, where a separate sitting area with pocket doors makes a great private office or lounge. A 3rd bedroom suite, bonus living area, large laundry room with a sink and storage cabinets, and powder room complete the 2nd floor. Downstairs, French doors off the family room open to a covered brick patio for lounging and dining outdoors, with a grill, beverage fridge, and remote-powered phantom screens to keep bugs away, plus a private courtyard beyond offers open space and a small putting green for practice. Situated just 2 blocks from the upscale shops and eateries of Park Avenue, and zoned for great schools including Dommerich Elementary, discover the optimal blend of elegance, comfort, and convenience in this extraordinary home.

1700 Lyndale Boulevard, 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

$402,000
4 Beds 3 Baths Schoolview Add SubDv. 32751 Zip Code
*2.99% Assumable Mortgage Rate Available* Welcome to 2031 Eaton Street, a modern haven with fresh exterior paint (Aug. 2025) just moments from the heart of Eatonville with no HOA! This renovated gem boasts 4 oversized bedrooms, 3 full bathrooms, and a sprawling 2518 square feet of living space on a 9,998 square foot double lot. Step inside to discover a spectacular open floor plan with new flooring throughout. Unwind by the wood-burning fireplace in the spacious sunken living area, perfect for cozy gatherings. This home boasts not one, but two, sets of charming French doors leading out to a spacious screened in Florida room. The indoor-outdoor space offers versatility for relaxation and entertainment, while the private outdoor deck provides a serene retreat for al fresco dining and lounging. End your night by roasting marshmallows in the outdoor fire pit in the fully fenced in, private backyard. The heart of the home is in the recently renovated kitchen, where culinary delights come to life amidst Quartz countertops, an oversized island, modern shaker cabinets, newer stainless steel appliances, and an entire wall of pantry storage. The impeccably placed kitchen desk doubles as a drop off zone as you enter the kitchen from the two-car garage. The soaring ceilings of the dining room create a modern and elegant dining experience for family and guests. The separate and spacious front bedroom and full bathroom are an in-laws dream come true, offering additional privacy for house guests. The spacious primary bedroom offers a sanctuary of relaxation with ensuite bathroom, vanity dressing area and walk-in closet. Two additional bedrooms offer space and comfort for loved ones. Minutes from I-4, Winter Park shopping and dining, and the heart of Maitland, this home is tucked just outside of the hustle and bustle all of Orlando has to offer. The theme parks and airport are all under 30 minutes away! Don't miss out on the chance to call this contemporary oasis your own in this vibrant neighborhood. Embrace the appeal of modern living at 2031 Eaton Street, where style, space, and comfort converge.

2031 Eaton Street, Maitland

$378,000
3 Beds 2 Baths English Estates Unit 1 SubDv. 32751 Zip Code
Multiple offers are in. Welcome to your new home in the English Estates. A neighborhood in one of Maitland’s coveted areas, where the HOA is optional. This spacious 3 bedroom, 2 bath POOL residence sits on just over ¼ acre of maturely landscaped & fenced corner lot ready for you to enjoy. This mid-century home has some modern updates that compliments the original charm featuring a brick wall fireplace in the kitchen/dinette area and a second fireplace with traditional mantle in the formal living room. The dining room can be private and formal, but open with sliding doors to the screen porch exit out to the pool. Enjoy cooking on the center island & entertaining within the large kitchen & dinette area open to the family room, which flows nicely through to the dining and living rooms or cozy by the fireplace in the dinette. There is ample counter space & solid wood cabinets. The master bedroom also has sliding doors to access the pool. The spacious screen porch offers additional space for gatherings and outdoor fun. Discover the potential of this mid-century modern gem that has beautiful terrazzo flooring under the existing flooring to restore. Don’t miss this opportunity to make this uniquely yours! Roof new 3/2023, electric breaker panel 2012 and AC 2008. The city is in the process of completing new water supply lines throughout the area, please excuse any inconvenience.

2201 Sunderland Road, Maitland

$885,000
4 Beds 3 Baths Hidden Estates Unit 3 SubDv. 32751 Zip Code
If you’ve been searching for more space without sacrificing location, this is the home you’ve been waiting for. Situated on a sprawling .7-acre corner lot, this fully remodeled 4-bedroom, 2.5-bath gem offers the perfect balance of tranquility and convenience where modern upgrades meet timeless charm. The heart of the home is the brand-new kitchen, a chef’s dream with sleek cabinetry, ample storage, sparkling countertops, and stainless steel appliances – the perfect space for preparing and sharing meals with family and friends. New flooring throughout all the living areas adds a fresh, modern touch, while new windows and exterior doors flood the home with natural light and seamlessly connect indoor and outdoor living. Whether you’re celebrating holidays in one of the two indoor living spaces, gathering loved ones around the dining table, or enjoying summer afternoons by the pool, this home is designed for creating lifelong memories. The primary suite offers a private retreat with a luxurious en-suite bathroom and walk-in closet, while additional bedrooms provide plenty of space for family, guests, or a home office. Outside, your oasis awaits. Picture hosting backyard barbecues on the large paver patio, splashing with the kids in the in-ground pool, or savoring quiet evenings on the covered and screened-in back patio. The expansive lot offers endless possibilities, from gardening to creating the ultimate play space, all while being centrally located near local amenities, schools, and parks, this home offers the perfect balance of space, style, and location.

222 Flame Avenue, Maitland

$2,150,000
3 Beds 3 Baths Lake Maitland Point X/8 Lot 1 SubDv. 32751 Zip Code
Discover a once-in-a-lifetime chance to own nearly a half acre of prime lakefront property on Lake Maitland, the largest of the Winter Park Chain of Lakes. Nestled in a serene alcove, this secluded setting is surrounded by multimillion-dollar homes and new custom construction, offering endless possibilities for creating your dream estate. The value of this property lies in the land, making it the perfect canvas for designing the ultimate lakefront retreat. Renovate the existing home or start fresh to craft a residence that meets your every desire. A covered boat dock with lift ensures easy access to the Chain of Lakes, where you can enjoy boating, waterskiing, wakeboarding, paddleboarding, and fishing. The property also features a lakeside pool with spa and a concrete seawall to protect and enhance your waterfront experience. This tranquil neighborhood is graced with towering oak trees and winding roads that create a picturesque setting. Located just minutes from downtown Winter Park, you’ll enjoy fine dining, boutique shopping, and cultural experiences along Park Avenue. The property is zoned for top-rated public schools and conveniently close to everyday necessities. Lake Maitland is not just a home — it’s a lifestyle. A short boat ride takes you to the Winter Park Racquet Club, a premier destination for dining and social events. Don’t miss this extraordinary opportunity to embrace the luxury and leisure of lakefront living on the prestigious Winter Park Chain of Lakes.

451 Northwind Road, Maitland

$800,000
4 Beds 2 Baths Highland Park Estates First Add SubDv. 32751 Zip Code
Welcome to 2270 Deloraine Trail, Maitland, FL, located in the established Dommerich - Highland Park Estates community. Professionally renovated by a local interior designer, this 4-bedroom, 2-bathroom pool home flawlessly combines warm modern design with thoughtful functionality. Situated on a corner lot, the home features a side-entry garage, enhancing curb appeal and convenience. The driveway, adorned with pavers and built-in lighting, adds a sophisticated touch to the exterior, ensuring a welcoming first impression. The heart of the home is the stunning gourmet kitchen, showcasing brass and gold luxury fixtures, a convenient pot filler, quartz countertops, and a custom Venetian Plaster wrapped hood. This space is designed for both entertaining and everyday living, making it the true centerpiece of the home. You'll notice the same laminate flooring throughout the entire home, the indoor laundry room and bathrooms feature designer tile. Adjacent to the kitchen, the well-appointed mudroom offers ample storage and organization, serving as the perfect drop zone when entering from the garage. The open-concept design flows seamlessly into the living and dining areas, where the recently added limestone fireplace with custom built-ins adds warmth and sophistication. French doors fill the space with natural light and lead directly to the backyard oasis. When renovating this home the fireplace was added, the limestone mantel is one of a kind and adds to the elegance in the open concept living room, dining room, kitchen combo. Step outside to your private retreat, featuring a custom water feature, ivy-lined walls, and low-maintenance turf grass. The screened-in pool area, complete with a newly added pool pump and pool heater (2023), is ideal for relaxing or entertaining year-round. The primary bedroom is a tranquil escape, offering private access to the pool area and a luxurious en-suite with a walk-in shower and dual shower heads. The second bathroom complements the home’s design, featuring a freestanding soaking tub and sleek, modern finishes. Nestled in a desirable Maitland neighborhood, this home is minutes from top-rated schools, Dommerich Elementary, Maitland Middle and Winter Park High School, shopping, and dining, making it as convenient as it is beautiful. Schedule your private showing today and experience the charm and elegance of this exceptional home! *This Home is Not Virtually Staged* <iframe src="https://www.zillow.com/view-imx/a20ee1e6-22e1-4da9-bb75-413aafd5915f?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="100%" height="790px" frameBorder="0" style="border: 0;"></iframe></a>

2270 Deloraine Trail, Maitland