Refine Search
Sort by
$700,000
4 Beds 2 Baths Dommerich SubDv. 32751 Zip Code
A midcentury modern influenced Florida ranch offers a special location just a block from the school with a walking path behind providing a unique lifestyle for this special home. Natural Coquina stone accents are the focal point of the exterior elevation with seamless windows that allow incredible light in and are in keeping with the architecture of the era. This four-bedroom, two-bath home was thoughtfully renovated with vintage polished terrazzo, ceramic tile and some vaulted ceilings creating a spacious layout for ease of living. Kitchen is renovated with clean lined shaker cabinets, subway tile back splash, floating shelves, stainless appliances and sliding barn door for pantry. Kitchen blends with living space which can serve as dining or formal living, function possibilities are endless. Family spaces open through clear glass doors to back patio making entertaining a breeze with plenty of room to add on or grow. The backyard and side yard are spacious and possibilities endless. The fourth bedroom or home office is separate and off the family room while other three bedrooms are banked down another hallway. Baths are fully updated with timeless appointments. A spacious laundry room for great organization, provides easy day-to-day function. Other system updates include 2025 Lenox air conditioning, roof 2020, insulated garage door, vinyl fencing, irrigation system, vaulted ceilings and more. In the heart of Dommerich, this location allows you to enjoy an easy distance to schools, the Quad and close to the boardwalk to Maitland Community Park. Maitland is full of life, home to terrific parks, fabulous restaurants, shopping, home to the Enzian Theatre, Lake Lily and more. This is a rare find.

814 N Thistle Lane, Maitland

$1,199,500
5 Beds 4 Baths Wellington SubDv. 32751 Zip Code
Welcome home to one of the best-kept Maitland secrets, the neighborhood of Wellington. This lakefront home enjoys over 125 feet of linear frontage on Lake of Woods, a spring-fed skiable lake. Home is nearly 3,200 square feet, four bedrooms, three baths with incredible sunset views. Home is spacious with a first-floor primary suite and other bedrooms upstairs with generous flex space. Living space features a wood-burning fireplace with a vaulted ceiling and wood beam architectural accents. Two separate covered porches and screened pool make entertaining a breeze. Other features include solar power energy system (paid in full), newer roof, 2024 air conditioner, updated Hardie board siding, new windows, leaf guard gutter system, replumbed and more. This location is pristine close to many amenities and major roadways. This is a unique opportunity to enjoy lake life at its best.

1232 Wellington Terrace, Maitland

$717,000
4 Beds 2 Baths Dommerich/Maitland Highlands SubDv. 32751 Zip Code
Fantastic opportunity in a sought-after neighborhood near top-rated Dommerich Elementary and Maitland Middle schools. Located on a cul-de-sac, this 4 bedroom, 2 bath, 2,274 sq foot split plan home is walking distance to the schools. This well-maintained home is ready for your personal touch and offers solid bones, a functional floor plan and a .22-acre lot - perfect for buyers looking to renovate and create their dream home. With a large formal living room and dining room there is plenty of space for entertaining and family time. The galley kitchen has real wood cabinets, an eat-in space, and a breakfast bar. The updated primary bedroom has access to the screened patio and a spacious walk-in closet. The primary bath has dual sinks and a large walk-in shower. The 3 additional bedrooms are anchored by the secondary bath with a tub and dual sinks and functions as a pool bath too. Inside laundry with an adjoining storage room. Enjoy the back yard view of the mature landscaping and the sparkling pool from the comfort of the screened patio. A/C and hot water heater were replaced in February 2026. Roof was replaced in 2023. Located on a quiet street with sidewalks, nearby parks and easy access to shopping and dining. Welcome home!

761 Goldwater Court, Maitland

$840,000
4 Beds 4 Baths Maitland Grove Unit 1 SubDv. 32751 Zip Code
Welcome home to one of the established Maitland neighborhoods in a pristine location close to everything, Maitland Groves. A lovely brick walkway invites you up to a charming entrance with a bricked front porch. A four- or five-bedroom, four-bath home features nearly 3,000 square feet with a generous flex space, checks all the boxes. The spaces have been opened with living spilling into dining and a bay window adding charm to an ideal gathering room to entertain in. Custom tile throughout for seamless design with an abundance of light making the spaces inviting and easy to relax in. Kitchen is updated with custom 42-inch wood cabinets, custom moldings, stainless appliances with new dishwasher, gas range and oven, granite counters with counter seating, and unbelievable storage and cabinet space. Florida room spans the back of the house with a bricked floor, a wet bar and a dedicated office/bedroom. Updated primary bedroom with a large walk-in closet. Main bath with dual sinks and new rainfall shower heads, tower storage cabinets, seamless glass with walk-in shower, stone floor and custom tile. Outside patio enjoys a paver deck with large Florida pool and plenty of green space with room to grow. Other updates include roof (2021), solar energy system so energy bills are low, recently painted in select areas, wood laminate floors in all bedrooms, renovated second and third baths, spacious indoor laundry and mudroom for organization, fenced yard, recessed lighting in living spaces, re-plumbed, plantation shutters, 2021 pool pump, pool converted to saltwater system and new garage door. If you need space, this has it. Terrific schools, close to Interstate 4, downtown Maitland which is home to Lake Lily with a weekly farmers market, independently owned Enzian Theatre, world-class restaurants and fantastic community parks home to many community events.

310 White Oak Circle, Maitland

$1,100,000
4 Beds 4 Baths Lake Sybelia Cove Ph 01 SubDv. 32751 Zip Code
Nestled in the QUIET, oak tree lined and GATED community of LAKE SYBELIA COVE, this CUSTOM-built TUSCAN-style home offers a respite from the outside world and over 3,000 sq. ft of incredibly beautiful and tranquil living space along with the convenience of daily walks around Lake Sybelia. This IMMACULATE 4-bedroom, 3.5-bath residence features thoughtful design and QUALITY CRAFTSMANSHIP throughout. The GOURMET KITCHEN is equipped with custom cabinetry, granite countertops, an onyx backsplash, a GAS cooktop, and stainless steel appliances, including premium additions like a Viking FRENCH DOOR wall oven, Wolf steam oven, and Bosch dishwasher. On the main floor, the primary suite provides convenience and privacy, along with a second bedroom and full bath. Upstairs, two additional bedrooms each open to private BALCONIES—one offering an impressive VIEW of LAKE SYBELIA. Elegant tray ceilings with crown molding accent the living room, dining room, and primary bedroom. Marble tile flooring flow seamlessly throughout the home, complemented by red oak stairs with wrought iron railings and wide 7.5-inch baseboards. Built for comfort and efficiency, the home includes a RADIANT BARRIER for energy savings, foam-insulated masonry walls on the first floor for better insulation and sound reduction, a whole-house water filtration system, and a GAS water heater. Outdoor spaces include a screened back patio, updated balconies with new drains and flooring, front porch pavers, French drains, and gutters on both the front and back.Recent updates ensure the home is move-in ready. Here are a few of the most recent improvements. NEW tile roof (2023), Exterior painting (2023), Marble flooring installation (2023), Interior painting (2024), Upstairs and downstairs Carrier heat pump HVAC systems (2024 and 2025). Additional enhancements from prior years include CUSTOM front doors and Plantation Shutters on all windows. Located in an excellent school district and just 3 miles from the RDV Sportsplex, this home is conveniently close to the dining, shopping, and all the cultural amenities of MAITLAND and nearby WINTER PARK. Make sure to see the attached video and 3D VIRTUAL Walk Through.

890 Cranes Court, Maitland

$897,000
4 Beds 2 Baths Dommerich Woods SubDv. 32751 Zip Code
LOCATION! LOCATION! LOCATION! SERENE HOME in beautiful Dommerich Woods. Located on a quiet cul-de-sac, this unique .28+ acre property offers a single story, 4 bedroom + flex room split plan surrounded by peaceful nature. Brick driveway invites you to a gated courtyard leading to front door & fenced property offering complete privacy including pool, tranquil haven overlooking lush preserve & side yards for garden/play. Step inside to experience spacious foyer & living room with wood burning fireplace & wall of windows to front courtyard. The primary suite boasts a flex room perfect for home gym, office or nursery leading to 21x 14 primary bedroom!! Bright kitchen overlooks sparkling pool & family room leading to additional three bedrooms & guest/pool bath. This delightful home offers so much natural light, great closet space, hardwood floors, 2 car garage, new roof, gutters, AC, ductwork 2018, NO HOA!, Dommerich Elementary, Maitland Middle & Winter Park High & access to boat ramp on Lake Minnehaha leading to the Winter Park Chain of Lakes. WELCOME HOME!

821 Woods Court, Maitland

$952,000
4 Beds 3 Baths Maitland Shores SubDv. 32751 Zip Code
Welcome to 67 Cypress Lane, a stunning single-owner custom residence nestled among majestic Cypress and Oak trees across from Lake Maitland in one of the area's most coveted neighborhoods. This architectural gem, expertly crafted from Western Red Cedar, offers two stories of thoughtfully designed living space with 4 bedrooms and 3 full baths. Step inside to discover hardwood floors flowing throughout the first level, leading to a dramatic sunken living room and formal dining room perfect for entertaining. The heart of the home is the spectacular family room featuring soaring 17-foot ceilings, a wood-burning fireplace, and expansive windows that bathe the space in natural light. The well-appointed kitchen boasts granite countertops, a charming breakfast nook, and glass sliders opening to a covered side porch—ideal for morning coffee or evening relaxation. The main level also includes a convenient guest bedroom and full bath, separate living and dining rooms, plus an attached 2-car garage. Upstairs, retreat to the loft-style primary suite with private en suite bath, two additional guest bedrooms, a hall bath, and laundry facilities for ultimate convenience. Outdoor living shines here with a front deck off the family room and multiple porch spaces. The quiet, dead-end street ensures peace and privacy. For just $100/year, the optional HOA provides deeded park access to beautiful Lake Maitland directly across the street—feel the refreshing lake breeze from your front door! Just minutes from the Winter Park Racquet Club and all that downtown Winter Park and Maitland have to offer. Zoned for award-winning Dommerich Elementary, Maitland Middle, and Winter Park High School. Complete with Terminix termite bond for peace of mind. This tranquil neighborhood retreat offers a rare combination of custom quality, natural beauty, and an unbeatable location. Don't miss this exceptional opportunity!

67 Cypress Lane, Maitland

$600,000
3 Beds 2 Baths Dommerich Hills SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Celebrate the holidays in this charming 3 bedroom, 2 bath home nestled in one of Maitland’s most sought-after communities. As you step onto the inviting front porch and enter the foyer, you’re greeted by a sense of home, a perfect ambiance for festive celebrations and cherished family moments. This traditional residence features a spacious kitchen adorned with solid wood cabinetry, complemented by a cozy dining area that seamlessly opens to the inviting family room with a classic brick wood-burning fireplace–perfect for creating warm memories. The layout includes both a formal dining room and a formal living room, providing ample space for entertaining and family gatherings. The original fourth bedroom of the home was transformed into a generous master suite, featuring an en suite bath for added privacy and comfort. The two additional bedrooms share a conveniently located hallway bath, making this home ideal for families. Step outside to the screened porch, where you can relax and enjoy views of the fenced yard, offering plenty of space for gardening or play–design it to your liking! Recent updates include a new roof (2025), freshly painted interior walls (2025), public sewer upgrade (2025), a hot water heater (2024), ensuring peace of mind for years to come. Location is key, and this home is just a short walk away from the highly-rated Dommerich Elementary School. Transferable roof warranty and termite bond! No HOA fees! Don’t miss your chance to make this lovely home yours and create lasting holiday memories!

2167 Mohawk Trail, Maitland

$835,000
4 Beds 2 Baths Maitland Grove SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Stately brick home in a premier Maitland neighborhood—set beneath a canopy of mature oaks on a lush 1/3-acre lot, this 4-bedroom, 2-bathroom home offers just under 2,500 SF of timeless elegance and modern comfort. A covered front porch perfect for rocking chairs, brick-paver walkway, double entry doors, and side-entry garage create an inviting first impression. The open layout makes everyday living and entertaining effortless. The heart of the home is the remodeled kitchen, featuring a large floating island with seating, pendant lighting, custom cabinetry, granite countertops, stainless steel appliances—including a built-in oven and 6-burner propane cooktop—and a coffee/beverage bar. Sunlight pours through the home, illuminating engineered hardwood floors, crown molding, built-ins, and a stacked-stone wood-burning fireplace, all adding warmth and character. The split-floor plan offers privacy and functionality. The spacious primary suite provides a serene retreat with a remodeled bathroom featuring a seamless-glass walk-in shower, private water closet, marble countertops, custom cabinetry, and a jetted/heated tub with brand-new pump and heater (2025). Guest bedrooms are generously sized, including one with a huge walk-in closet providing ample storage, while the remodeled guest bath features dual sinks, granite countertops, and custom cabinetry, with direct pool access. An indoor laundry room adds convenience. Step outside to a private backyard oasis: a fully fenced paradise with a large saltwater pool, water feature, expansive brick-covered patio with bar, mini-fridge, hot/cold sink, stub-out for future grill, cypress tongue & groove ceilings, lighting, fans, and retractable screens. Enjoy an outdoor hot/cold shower, wood deck, gazebo, mature landscaping with avocado, lemon, and lime trees, two sheds, and an 8x12 greenhouse with power and irrigation. Meticulous care is evident with upgrades including a new roof with hurricane straps (2021), AC ductwork (2022), electrical panels (2023), on-demand tankless water heaters (<5 years), full spray-foam insulation, high-wind-rated double-pane windows, whole-house water softener (2025), and fresh exterior (2023) and interior paint (2025). Perfectly positioned across from Orangewood School (K–12) and minutes from Lake Sybelia Elementary, enjoy peaceful walks around the shores of Lake Sybelia, visit the lakeside park, or bike to Independence Lane and Lake Lily for farmers markets, dining, and community events. Quick access to I-4 keeps the city within reach while preserving the tranquility of a quiet, tree-lined enclave. A rare combination of style, upgrades, and lifestyle—this home is ready for your next chapter.

221 White Oak Circle, Maitland

$625,000
4 Beds 3 Baths Minnehaha Shores SubDv. 32751 Zip Code
Welcome to this beautifully refined 4-bedroom, 3-bath POOL HOME in the highly sought-after Minnehaha Shores community of Maitland. Situated on a prominent corner lot with picturesque views of Minnehaha Park, this residence offers thoughtful enhancements, generous indoor–outdoor living, and exclusive neighborhood lake access to the Winter Park Chain of Lakes. Step inside to an airy, open layout filled with natural light, complemented by luxury vinyl plank flooring and plantation shutters throughout. The chef’s kitchen is the heart of the home, featuring granite countertops, subway tile backsplash, butcher-block accents, premium stainless steel appliances, and abundant cabinetry. The kitchen flows seamlessly into the dining and family rooms, ideal for daily living or effortless entertaining. A separate formal living room with pocket doors provides flexible space for work, relaxation, or hosting guests. Four well-appointed bedrooms provide comfort and versatility, including a spacious primary suite with a thoughtfully designed ensuite bath. The fourth bedroom can serve as a home office, guest room, or creative space. A rare dedicated pool bath adds convenience, and all bathrooms showcase modern tile work and stylish finishes. An indoor laundry/utility room enhances day-to-day functionality. Step outdoors to a quintessential Florida oasis with a sparkling private pool, expansive patio, and fully fenced green space, perfect for entertaining, quiet mornings, or recreation. Major improvements completed in 2013 include enhanced electrical and HVAC systems, providing peace of mind and long-term ease. Located at 10 Minnehaha Cir, Maitland, FL 32751, this home rests on a tranquil cul-de-sac surrounded by beautifully maintained homes and a friendly neighborhood atmosphere. Residents enjoy private lake access, a community boat ramp, and a dock—amenities rarely found at this price point. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, this location is among Central Florida’s most desirable. More than move-in ready, this home blends timeless character with modern comfort in one of Maitland’s premier neighborhoods. Every room has a story, every space invites possibility, and each day feels like the start of something special. The best journeys always lead home—and this one begins here.

10 Minnehaha Circle, Maitland

$575,000
4 Beds 3 Baths Stonewood SubDv. 32751 Zip Code
Nestled on a gorgeous tree-lined street, this charming residence exudes warmth, elegance, and timeless appeal. From the moment you arrive, the excellent curb appeal draws you in — with an established landscaped yard, paver driveway and walkways, classic brick exterior with shutters, and newer front and garage doors that set the tone for what awaits inside. Step into an inviting home where quality craftsmanship meets modern updates. The updated kitchen is a true showpiece, featuring granite countertops, solid wood cabinetry, tiled backsplash, breakfast bar with pendant lighting, and stainless steel appliances, including a Bosch dishwasher (2024) and a new double oven (2021). Throughout the main living areas, you’ll find gleaming hardwood floors and crown molding, enhancing the home’s sophisticated style. Large windows and solar tubes in the kitchen and family room fill the space with beautiful natural light. Enjoy two cozy wood-burning fireplaces — one in the family room and one in the living room — each flanked by built-in shelving and cabinetry. The living room’s large picturesque window offers the perfect spot for seasonal décor or simply enjoying the tranquil view. A separate dining room with built-in cabinets, crown molding, and sliders to the back porch makes entertaining effortless. The primary suite is spacious and serene, featuring a walk-in closet, crown molding, and a beautifully updated en suite bath with granite counters, tiled shower with glass enclosure, updated lighting and fixtures, and a new TOTO toilet. The three oversized secondary bedrooms offer ample closet space; one is currently used as an office. The updated guest bath includes granite countertops and modern finishes. The large inside laundry room, conveniently located off the kitchen, provides abundant cabinet and counter space, a utility sink, and two pantries, plus a private half bath with a new high-rise toilet for guests. Step into the tiled Florida room, where large windows and motorized retractable screens invite you to relax and enjoy the gorgeous, manicured backyard views. Off the Florida room, a brick porch with a retractable awning and coach lights provides a peaceful spot for morning coffee or evening gatherings. The fenced backyard features a paver-lined walkway and lush landscaping for added privacy and charm. Recent updates include: HVAC (2023) • Whole House Water Softener (2021) • Washer (2023) • Dryer (2019) • Water Heater (2021) • Porch Awning (2016) • Range (2021) • Refrigerator (2016) • Bosch Dishwasher (2024) • Roof (2013) replumbed (2002) Located near Maitland Avenue, I-4, and 414, this home offers easy access to dining, shopping, parks, the Maitland Farmers Market, and top-rated schools. Come see why homes in Stonewood are so highly sought-after — this one truly has it all: charm, comfort, and convenience in one of Maitland’s most picturesque neighborhoods.

448 Plumhollow Lane, Maitland

$583,900
3 Beds 2 Baths Brittany Gardens SubDv. 32751 Zip Code
Welcome to this beautifully appointed single-story, single-family home located in one of Maitland’s most exclusive gated communities. Nestled on the tranquil shores of Howell Creek and overlooking protected conservation land in the front, this residence offers a rare combination of privacy, natural beauty, and refined living. Step inside to an open and airy layout filled with natural light and serene water views. This residence features a split floor plan with 3 Bedrooms and 2 Full Bathrooms. The Floor Plan includes a Foyer, Formal Dining room with architectural designs, spacious living room with a gas fireplace, Open concept kitchen with generous cabinetry and countertop space, and a cozy dinette. The living spaces are thoughtfully designed for both relaxation and entertaining, featuring new vinyl plank flooring throughout the home. The primary suite offers a tranquil retreat with its own en-suite bath, while the additional bedrooms are ideal for family, guests, or a home office. Enjoy the outdoors in your private backyard oasis, where mature landscaping and direct frontage to Howell Creek create a serene setting for morning coffee or evening sunsets on the tiled screened porch or extended tile patio. The gated community provides added security all within a quiet, well-maintained environment. Just minutes to Park Avenue in Winter Park, Maitland Social, City Centre and Lake Lilly where you can enjoy Local Dining, Kelly's Ice Cream, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

2634 Ultra Vista Drive, Maitland

$770,000
4 Beds 5 Baths Oakleigh 3rd Add SubDv. 32751 Zip Code
In the Heart of Maitland Winter Park boundary ~ 0.36 Acre Pool Home ~ 4200 Square Foot ~ 4 Bedrooms ~ 5 Bathrooms ~ Pool Home **For those with vision!** This rare opportunity in Maitland’s coveted Oakleigh neighborhood offers the ideal canvas for renovation or redesign. Surrounded by lakefront estates on an oversized lot, this expansive 4,200 sq ft traditional ranch sits on over one-third of an acre and is filled with natural light. The great room overlooks a private outdoor oasis with a pool, mature landscaping, and a brick-paved patio—perfect for entertaining. The chef’s kitchen features a commercial gas range, double ovens, built-in refrigerator, and a cozy dinette with a wood-burning fireplace—ready for your modern touch. A flexible double-primary split floor plan includes 4 bedrooms, 5 baths, and multiple living spaces, offering endless potential for customization. The primary suite showcases wood beams, hardwood floors, and a sitting area with pool views. The spacious en-suite includes dual showers, walk-in closets, and a skylit garden tub awaiting your personal style. Just minutes from Downtown Maitland, Minnehaha Park, and Lake Maitland, with easy I-4 access, this property offers both prime location and unmatched potential. Whether you’re an investor, designer, or homeowner ready to create your dream home, **51 Oakleigh Lane** is ready to become a masterpiece.

51 Oakleigh Lane, Maitland

$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

$825,000
4 Beds 3 Baths Wellington SubDv. 32751 Zip Code
Welcome to your dream home in the friendly community of Wellington in Maitland. This impressive 4-bedroom, 3-bathroom residence spans 3,853 square feet and sits on a spacious 0.34-acre lot, perfect for family gatherings and entertaining. Step inside to discover an open layout filled with natural light. High ceilings and porcelain tile floors create an inviting atmosphere. The heart of the home, a gourmet kitchen, is equipped with stainless steel KitchenAid appliances, granite countertops, and a breakfast bar for casual dining. You'll love the convenience of two large pantries for all your cooking needs. The cozy family room has a beautiful fireplace and is open to the kitchen. The downstairs also includes a bedroom and bathroom perfect for in laws to stay the weekend! The upstairs includes the master suite, 2 additional bedrooms, another bathroom, a multi-function room perfect for movie night or workouts, and a well appointed laundry room. The master suite is a true retreat, showcasing a walk-in closet and a spa-like ensuite with a deep soaking tub and a spacious walk-in shower. It also features a large walk in closet, and an extra nook area for an office or nursery. Enjoy evenings on the sprawling patio, or cozy up by the fireplace indoors. Your outdoor oasis features a saltwater heated pool, a covered entertainment area, and a fire pit for memorable nights under the stars. The lush yard provides plenty of space for gardening and outdoor activities. Located near Kewannee Park, enjoy nature trails, playgrounds, and more, all within a quick bike ride. The nearby downtown Winter Park offers delightful dining and shopping. With easy access to I-4 and local attractions, this home is perfectly positioned for convenience. This family-friendly property includes SMART home features, energy-efficient windows, solar panels, and ample parking for your boat or RV. Come see how this spacious home can elevate your lifestyle.

1888 Derbyshire Road, Maitland

$939,000
5 Beds 4 Baths Dommerich Woods SubDv. 32751 Zip Code
Under contract-accepting backup offers. Discover a rare opportunity in Dommerich Woods, a distinguished and established Maitland neighborhood celebrated for its rich heritage. Situated on .33 acre of lushly landscaped grounds, this remarkable property welcomes with paver drive and enjoys a tranquil setting along a peaceful creek connecting Lake Minnehaha and Lake of the Woods - creating an atmosphere of natural elegance and privacy. Re-roofed in 2023, this expansive 5 bedroom, 3 1/2 bath residence offers 4,144 HSF, and WHOLE HOUSE WATER SOFTNER, showcases a versatile TWO-LEVEL design, perfectly suited for refined living and gracious entertaining. The main level opens with a foyer leading into a bright, open living and dining area, where CEILING FANS throughout the main level add comfort and elegance. From here, step out onto the COVERED UPPER DECK with sweeping views of the SCREENED POOL, TROPICAL GARDEN, and serene backyard retreat - an ideal setting for morning coffee or evening gatherings. At the heart of the home, the GOURMET KITCHEN blends style and functionality with SOLID WOOD CABINETRY, a built-in WINE REFRIGERATOR and WINE RACK, granite countertops, and a CENTER ISLAND with SEATING, and REVERSE OSMOSIS WATER SYSTEM under the DOUBLE SINK. The adjacent laundry room offers exceptional storage, keeping household essentials organized. For added convenience , a two-car garage with built-in cabinets and workshop area, adjoins the spacious laundry room that has granite counters and washer and dryer. Also on the main level , adjacent to the primary bedroom with en-suite bath, a bedroom has been thoughtfully converted into a large closet featuring a CUSTOM CLOSET system, providing abundant space for wardrobe organization. Both levels feature inviting WOOD-BURNING FIREPLACES that add ambiance to the living spaces. On the lower level, a spacious family room, kitchenette, study/library/office, two bedrooms, full bath and half bath provide the perfect complement to easy living. Along the hallway, built-in wood shelving creates a refined showcase for books, art, or personal collections. While one bedroom includes a custom built in desk- ideal for work or study, a second bedroom adds flexibility for creative projects. This level opens onto the screened pool and patio area, designed for seamless indoor-outdoor living. Outside, tropical plantings, METERED IRRIGATION, and a winding private walkway leads along the soft murmur of the BORDERING CREEK. An added bonus is the storage room located below the kitchen which is approximately 375 sq.ft. Whether hosting guests or enjoying a quiet evening, this private oasis offers the ultimate backdrop for relaxed Florida living. Enjoy the opportunity to join the Dommerich Beach Civic Association with membership options including access to a private picnic area, boat ramp, canoe and kayak storage, and unforgettable evening sunsets. With its rare combination of design, flexible spaces, and an idyllic setting , this residence presents a unique opportunity to experience the very best of Maitland and Central Florida living. All this is convenient to some of Central Florida's finest schools, shopping, restaurants, parks, entertainment, businesses and more!

791 Sequoia Trail, Maitland

$515,000
5 Beds 2 Baths English Estates Unit 1 SubDv. 32751 Zip Code
Welcome to 1411 Glastonberry Road, a spacious 5-bedroom, 2-bathroom home tucked within the desirable English Estates community in Maitland. This established neighborhood is known for its tree-lined streets, sense of community, and highly sought-after location within the top-rated Seminole County Public School System, making it an excellent choice for those looking for both comfort and convenience. Step inside and you will find a thoughtfully designed split floorplan that maximizes space and privacy. The home has been updated with laminate flooring throughout, providing a modern look that is both stylish and low-maintenance. The bathrooms have been tastefully renovated, giving a fresh and contemporary feel that complements the home’s overall design. Essential updates have already been taken care of for you, a durable metal roof provides peace of mind for years to come, a complete re-plumb in 2021. One of the most notable features is that the home has been converted to public sewer! The heart of the home features open living and dining areas that flow seamlessly, creating the perfect setting for both everyday living and entertaining. With five bedrooms, there is ample flexibility for a growing household, guests, or even creating a home office or hobby room to suit your lifestyle needs. Outdoors, the home continues to impress with a spacious fenced backyard that offers plenty of room to play, garden, or simply relax in privacy. Enjoy evenings on the covered patio, or step out to the additional brick paver patio, an ideal spot for hosting barbecues, gatherings, or simply soaking up Florida sunshine. Location is key, and this property delivers. You are just a short 10–15 minute drive to Park Avenue in Winter Park, where you can enjoy upscale dining, boutique shopping, and cultural attractions. Easy access to major roadways ensures quick commutes to Downtown Orlando, the Maitland Business District, and surrounding areas, making this home as practical as it is inviting.

1411 Glastonberry Road, Maitland

$2,475,000
6 Beds 6 Baths Packwoods Plan/Maitland SubDv. 32751 Zip Code
The Winter Park Chain is the context; the shoreline of Lake Minnehaha is the setting. A three-story, columned home opens with an honest, crafted tone: new low-profile concrete tile roof, operable cypress shutters with hand-forged hardware, Chippendale balustrades, and a beveled front door offering almost 6,200 sq. ft. curated for light, views, and everyday lake living. Inside, the home is bright and airy—sunlight does the work here. A direct foyer sightline leads you to a rear wall of French doors that draw in a calm, even glow of natural light across heart-of-pine floors and disciplined millwork: raised-panel wainscot, multi-step crown molding, and architectural beams. Those doors open to a full-length covered lanai; beyond, a heated saltwater pool and spa step down to a deep backyard and a private dock with a covered boat slip and adjoining lounge deck. The kitchen is built to perform so life feels easy. Morning coffee, weeknight pasta, Saturday crowds, it handles all of it. Sub-Zero refrigeration with additional refrigerator drawers, a Thermador six-burner gas range, two dishwashers, and a warming drawer. Granite counters surround a prep island with rinse sink; the peninsula takes the laptops and late plates. A dry bar with wine cooler ties to the dining room for effortless pours and keeps glassware close at hand. Just off the family room, the primary suite claims a quiet corner and opens to the lanai; coffee at sunrise, warm light at day’s end. A large custom walk-in closet answers storage; the bath finishes the suite with tumbled marble, Kohler fixtures, and a cast-iron vintage tub. At the center of the first floor, a deliberate service run keeps daily life organized: powder bath, temperature-controlled wine cellar, a straight sightline to the first of two laundry rooms and the garage entry ending at a private interior stair to a secluded in-law/guest suite with its own full bath. It’s independent, quiet, and ideal for long stays or live-in support. The main stair brings you to a second level arranged with intent. One wing holds three bedrooms around a shared bath. An office corridor carries you to the lake-view great room under a coffered ceiling; triple French doors open to the full-length upper veranda. Another bedroom on this wing enjoys its own veranda access with a full bath close by. Above it all, the third floor is a generous, flexible loft fit for a screening room, billiards or game lounge, studio, gym, or a collector’s library with practical storage tucked to the edges. Quiet systems match the craft: Cat-5 wiring, surround sound, central vacuum, and two laundry rooms. Recent updates keep the essentials current: new HVACs (2020, 2021) and a new dock (2024). Zoned for Maitland Middle and Winter Park High, this home is tuned to everyday rhythm: water out back, light throughout, spaces that work the way you live. From lanai shade to the last light on the lake, it delivers on its promise—an honest, crafted place where the architecture serves the life it keeps.

604 Minnehaha Lane, 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

$765,000
4 Beds 3 Baths Dommerich Hills First Add SubDv. 32751 Zip Code
This beautifully updated 4 bedroom, 3 bathroom home offers a perfect blend of modern upgrades and charm, situated in the highly sought-after Dommerich neighborhood. No detail has been overlooked in this move-in ready property, with all major systems having been replaced, including: 2023 AC, 2019 roof, replumbed with PVC, new hot water heater, & upgraded electric panel. The open floor plan has a spacious master suite addition by NuDesign, created for ultimate comfort. The renovated kitchen has white cabinetry, sleek GE stainless steel appliances, and granite countertops that seamlessly complement the oversized pantry wall. The kitchen flows into a versatile family room (currently used as a dining room by the owners). The heart of the home is the formal living room featuring a brick wood-burning fireplace and French doors that lead out to the covered patio and screened saltwater pool—ideal for relaxing or entertaining year-round. Enjoy a spacious deck with pavers and plenty of room for lounging. The floor plan includes the original 3-bedroom, 2-bath layout + master suite expansion, offering a sitting space, large walk-in closet, and a spacious bathroom with glass shower. French doors lead out to the pool area, extending the living space to the outdoors. Additional features include wood flooring in all bedrooms plus living/family rooms, updated tile in the kitchen/dining rooms, hurricane shutters and plantation shutters, new double-paned windows, and freshly painted exterior in 2023. This home is connected to sewer, and the cast iron waste lines were coated in 2023 with a lifetime, transferrable warranty for the new owner. Great, convenient location, walking distance to Dommerich Elementary and Maitland Middle School, and zoned for Winter Park High School.

808 Ponca Trail, Maitland

$1,153,000
4 Beds 3 Baths Lake Colony Ph 01 Rep SubDv. 32751 Zip Code
Welcome to this custom-built 4 bedroom, 3 bathroom home located in the gated community of Lake Colony Estates. This beautifully remodeled property includes an enclosed private mother-in-law suite or office, perfect for extended family, guests, or remote work. Enjoy a breathtaking courtyard view from the expansive formal living area, featuring an open and airy layout surrounded by manicured landscaping for total privacy and tranquility. This meticulously maintained home includes numerous recent upgrades which include a newer tile roof (2019), two replaced AC units, two replaced water heaters, newer double pane windows, triple-stranded bamboo flooring, newer screened in pool enclosure, brand-new above ground spa, a private putting course and more. The gourmet kitchen is outfitted with updated GE Monogram appliances, a new Bosch dishwasher, and opens seamlessly to a brand-new outdoor kitchen and grilling area. A new Samsung washer and dryer are also included for added convenience. This home is being offered furnished aside from a few personal items and a couple items with sentimental value —just bring your suitcase and move right in. This home is rare find in one of the area’s most exclusive communities. Schedule your private showing today!

1353 W Lake Colony Drive, Maitland

$580,000
4 Beds 3 Baths English Woods SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. You know it is your house as you walk on your brick pavers to your front porch. As you enter the wide double doors they beckon you inside. This is your Rutenberg style floorplan home which is designed for both comfort and style. Heart of the Home: The Kitchen is at the center of the home and has been thoughtfully updated with solid wood cabinets, a functional working island, ample drawer space, and a spacious pantry. The cozy eat-in nook overlooks your brick paver-surrounded, screened-in pool, creating a perfect spot for morning coffee or casual meals. Living Spaces: The family room opens easily, featuring a charming brick fireplace with an electric crackle for ambiance. Three additional bedrooms are thoughtfully arranged, including a pool-planned bathroom and a secondary ensuite bath for guests or family. Formal Living & Dining An L-shaped formal living and dining room divides the home, offering elegant spaces for entertaining or relaxing. Primary Suite Retreat The updated primary suite is a true retreat, featuring a private water closet, step-in shower, double sinks, and double closets. Wide doors throughout make movement easy and accessible. Convenience & Extras Laundry facilities are conveniently located on the way to the two-car garage, where you’ll also find a carbonated water filter just outside the door for fresh, sparkling water. Outdoor Living For those who love the outdoors, the large cobblestone deck wraps around the screened-in pool, providing plenty of space for entertaining year-round. There’s a fire pit in the backyard to enjoy. We are proud to offer reality staging and reality renovations with stage, style & design by dakini.

2318 Castlewood Road, Maitland

$410,000
4 Beds 2 Baths Winfield SubDv. 32751 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bath gem nestled in the heart of Maitland! Thoughtfully designed with both style and functionality in mind, this home offers a versatile floor plan featuring vaulted high ceilings, split bedrooms, both formal living and family rooms, perfect for entertaining or quiet evenings at home. The fourth bedroom, adorned with elegant French doors, makes an ideal home office or creative studio space. Step inside to discover warm engineered wood floors in the main living spaces, creating a cozy and inviting ambiance. The kitchen overlooks the family room, with it's own eating area, making it the true heart of the home . Enjoy year-round comfort with a 2021 A/C system, a new roof 2017, new water heater 2025 and the peace of mind that comes with new windows and sliding door to large lanai. The brick paver driveway adds charm and curb appeal to this well-maintained property. The backyard is fully fenced, ideal for pets, play, or weekend gatherings. As a bonus, the garage refrigerator conveys with the home! Conveniently located near RDV Sportsplex/Genesis Health Club, I-4, Winter Park, Trader Joes, Whole Foods and a variety of great shopping and dining options.

2132 Tortoise Shell 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

$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

$971,000
5 Beds 4 Baths Woodstream SubDv. 32751 Zip Code
Welcome to 111 Woodstream Court, an impeccably maintained 5-bedroom, 4-bathroom pool home tucked away on a quiet cul-de-sac in the heart of Maitland. This spacious single-story residence offers nearly 3,000 square feet of thoughtfully designed living space and is situated on a beautifully landscaped 0.29-acre lot. The newly upgraded kitchen features a large center island, walk in pantry, and premium appliances including a built-in double oven, electric cooktop, wine refrigerator, and remote activated cabinet lighting. The expansive primary bedroom offers over 500 square feet of space, complete with two walk-in closets and a luxurious ensuite bath featuring dual vanities, a hydro massage tub, separate shower, and a private toilet room with a lockable door. Four additional bedrooms are generously sized, making them ideal for family, guests, or home office use. The elegant joint dining and living room serves as a great entertaining space, highlighted by dimmable lighting fixtures and a cozy fireplace. The fireplace connects to the impressive family room, which boasts vaulted wood ceilings, skylights, and ample space for relaxation and gatherings. Step outside to your private backyard sanctuary, where a 37,000-gallon saltwater pool awaits. This outdoor oasis also features a removable child safety fence, extra-large ceiling fans, an outdoor kitchen, and a covered screened patio—perfect for Florida living. Additional exterior highlights include French doors, a brick façade, rain gutters, and a vinyl fenced backyard. The home also offers a two-car garage, ample driveway parking, and no HOA. Zoned for top rated Orange County schools and conveniently located just minutes from downtown Maitland, Winter Park, and major highways, this home is the perfect combination of comfort, style, and location.

111 Woodstream Ct Court, Maitland

$678,500
4 Beds 3 Baths Windsor Park SubDv. 32751 Zip Code
This beautifully maintained 4-bedroom, 3-bath home offers a timeless layout with a rare and convenient pool bath, perfect for indoor-outdoor living. Bright and airy throughout, the home boasts generously sized rooms, including a spacious 16x12 primary suite with a well-appointed ensuite bath. The thoughtfully designed kitchen opens seamlessly into an expansive 28x13 family room—ideal for both relaxed everyday living and effortless entertaining. Additional highlights include an indoor laundry room and a large screened-in porch that overlooks the deep 80x130 lot, offering plenty of room to enjoy the outdoors. Located on a quiet, low-traffic street and zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this is a rare opportunity to own in one of Maitland’s most sought-after neighborhoods!

1921 Geronimo Trail, Maitland

$609,900
3 Beds 3 Baths Highland Park Estates SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. NEWLY sanded and stained Hardwood flooring, New Kitchen Flooring, freshly painted and ready to Welcome you to 2020 Geronimo Trail—an inviting 3-bedroom, 2.5-bath mid-century ranch-style pool home nestled in one of Maitland’s most beloved neighborhoods. Built in 1961, this home has been lovingly cared for by just three owners in its entire lifetime—a true testament to pride of ownership. Set on a .22-acre lot with mature trees and a spacious backyard, the home is ideally located just blocks from A-rated Dommerich Elementary and Maitland Middle, and zoned for Winter Park High School. A covered front porch welcomes you with classic charm, perfect for morning coffee or evening conversations in rocking chairs. Inside, you’ll find original hardwood floors, a bright living room with wainscoting, a dining room with French doors that open to the backyard, and an eat-in kitchen featuring solid wood Amish cabinetry—handcrafted in Indiana with extra-deep storage. A spacious laundry room with a half bath and backyard access makes for an ideal pool bath setup. The oversized garage offers high ceilings and attic storage, adding everyday functionality. The primary suite includes dual closets and an ensuite bath, while two additional bedrooms and a full hallway bath complete the thoughtfully designed floor plan. Additional features include multiple storage closets, a sparkling swimming pool, and a host of recent upgrades: new electrical panel, new plumbing, upgraded AC duct insulation, and a newer HVAC system. Located just minutes from the shops, dining, and cultural scene of downtown Winter Park, this home blends timeless architecture with modern comforts in a location that continues to grow in value and desirability. Don’t miss this rare opportunity to own a piece of Maitland history on a great street. Schedule your showing today!

2020 Geronimo Trail, Maitland