Refine Search
Sort by
101 Whitecaps Circle, Maitland
$2,150,000
5 Beds ⋅ 5 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Under Construction. An elite expression of sophisticated design and elevated living, this remarkable residence offers a resort-style experience that stands apart in Maitland. This home is positioned on a sprawling corner lot and immediately captivates with a grand façade and undeniable curb appeal. From the moment you step inside, the experience is dramatic and refined. An impressive foyer sets the stage for the elegant interiors beyond, where high ceilings, natural light, and thoughtfully curated finishes create an atmosphere of sophistication and comfort. Designed for both effortless daily living and elevated entertaining, the open-concept layout flows beautifully from the expansive living room into the formal dining space, framed by a striking wall of oversized sliders that open up to the spacious backyard/pool area. The heart of the home is the show-stopping chef’s kitchen featuring stunning Chantilly quartz countertops, a full Thermador appliance suite, and an oversized walk-in pantry. The primary suite is designed to feel like a five-star retreat, featuring a spa-inspired bath offering a freestanding soaking tub, dual vanities, a glass-enclosed walk-in shower, and an expansive closet. Adding to the home’s rarity and versatility, the main level also features a true guest suite perfect for hosting in comfort, as well as a dedicated office. Outside, the backyard is the definition of resort-style living. The sparkling pool and spa anchor the space, surrounded by a generous covered lanai with a summer kitchen and abundant room for lounge seating and al fresco dining. And beyond the home itself, the lifestyle is exceptional. Residents of Hollieanna Shores enjoy access to a shared boat slip giving you access to the Winter Park Chain of Lakes, offering a level of exclusivity and lake-life convenience that takes this property to another level. All of this is just minutes from Maitland City Centre, beloved local parks, the iconic Enzian Theater, and the upscale dining, shopping, and charm of Park Avenue. This home redefines what luxury living looks like in Maitland, where location, design, and lifestyle come together in a home that feels truly unforgettable.

101 Whitecaps Circle, Maitland

1909 Belford Court, Maitland
$1,429,900
4 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Welcome to 1909 Belford Court, a Mediterranean-style pool home in the highly desirable, guard-gated community of Maitland Club. Set on 0.37 acres with picturesque pond and fountain views, this four-bedroom, four-bath residence offers 4,230 square feet of living space and a two-car garage. An arched entry, mature landscaping, and palms create a welcoming first impression. Inside, tray ceilings, crown molding, plantation shutters, and extensive built-ins add character. The kitchen features abundant cabinetry, an island with seating, a bright bay-window breakfast nook, and a beverage bar with wine storage. Illuminated quartz in the kitchen and by the fireplace adds a distinctive touch. The primary suite offers a spa-like bathroom with a freestanding soaking tub, glass-enclosed shower, and gold-tone fixtures. A window-lined sunroom overlooks the private pool and pond, while the expansive paver patio, outdoor fireplace, and built-in seating create an inviting setting for entertaining. App-controlled low-voltage lighting adds ambiance after sunset. Recent upgrades include a new barrel tile roof installed approximately six months ago, new gutters, and a brand-new Trane HVAC system. Located just off I-4 at the Maitland exit, with downtown Orlando approximately seven-fifteen minutes away, this home combines Mediterranean charm with everyday convenience.

1909 Belford Court, Maitland

435 W Ventris Avenue, Maitland
$1,325,000
5 Beds ⋅ 5 Baths ⋅ N/A SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully refreshed CUSTOM BUILT two-story home in the heart of HISTORIC MAITLAND, where timeless architecture, spacious living, and an incredible indoor-outdoor lifestyle come together. Set on a SPACIOUS LOT on a quiet, tree-lined street surrounded by mature trees, this 5 BEDROOM, 4.5 BATH plus BONUS ROOM and 3 CAR GARAGE residence offers an exceptional combination of comfort, versatility, and location—just moments from Maitland’s charming downtown, Lake Lily, Lake Sybelia, Lake Catherine, restaurants, shopping, art festivals, library, public/private schools, community events and more! WALKING DISTANCE to the LAKE FRONT! Inside, the home has been THOUGHTFULLY UPDATED with BRAND NEW INTERIOR/EXTERIOR PAINT, REFINISHED HARDWOOD FLOORS, and ALL NEW LIGHT FIXTURES, creating a polished and inviting feel throughout. The OPEN-CONCEPT KITCHEN and family room provide the perfect setting for everyday living and effortless entertaining, with spacious gathering areas and abundant natural light. A split-bedroom layout offers privacy, while the downstairs OFFICE provides a dedicated space for work or study. (ROOF 2018 | WATER HEATER 2021 | 3 HVACS- 2024/2019/2017) The SPACIOUS FIRST-FLOOR PRIMARY SUITE is a true retreat, featuring DUAL WALK-IN CLOSETS, dual vanities, a luxurious whirlpool tub, and a large separate shower with dual shower heads. Upstairs, the EXPANSIVE BONUS ROOM with WET BAR offers endless flexibility for a media room, game room, guest retreat, home gym, or private space for family and friends. The additional upstairs bedroom and full bath create even more versatility for guests or extended stays. The outdoor living space is where this home truly shines. A screened and recently updated lanai surrounds the HEATED SALTWATER POOL, creating a private resort-like setting for year-round enjoyment. The SUMMER KITCHEN is designed for entertaining and features high-end granite countertops, built-in barbecue, and appliances, while the adjacent outdoor living area provides the perfect place to relax or gather around the TV. Beyond the screened lanai, the spacious backyard retreat continues with several PERGOLAS and a STONE FIREPLACE—an inviting backdrop for cool evenings, celebrations, and memorable gatherings. Additional highlights include a spacious 3-CAR GARAGE, ample storage, and convenient access to the Winter Park Chain of Lakes for boating and other water activities. With its ideal Maitland location, generous floor plan, beautifully refreshed interiors, and extraordinary outdoor living spaces, this is a home designed to be enjoyed year after year. Call to schedule your private showing today!

435 W Ventris Avenue, Maitland

1233 Wellington Terrace, Maitland
$1,139,500
4 Beds ⋅ 4 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Nestled beneath a canopy of majestic oak trees in Maitland’s sought-after Wellington community, this beautifully maintained 4-bedroom, 3.5-bath residence offers 2,988 square feet of timeless architectural character, inviting living spaces, and glimpses of spring fed Lake of the Woods from both inside and outside the home. A sweeping circular driveway, manicured landscaping, and striking arched windows create an unforgettable first impression. Inside, a grand two-story foyer welcomes you with an elegant staircase and rich hardwood flooring, leading into thoughtfully designed spaces filled with natural light. The stunning living room is the architectural centerpiece of the home, featuring soaring vaulted ceilings with exposed wood detailing, a dramatic stone fireplace, custom built-ins, and an expansive arched window overlooking the beautifully landscaped grounds. A formal dining room with elegant millwork and built-in cabinetry provides a lovely setting for entertaining, while an adjoining open workspace offers flexibility for a home office or creative retreat. The spacious kitchen features white cabinetry, exotic natural stone countertops, generous preparation space, and a charming breakfast nook surrounded by windows. An additional living area opens directly to the pool and backyard, creating a natural extension of the home's gathering spaces. Currently enjoyed as a playroom, this versatile space can easily evolve with your family's changing needs, from a children's retreat to a game room, media lounge, or relaxed gathering space for years to come. Conveniently located on the main floor, the primary suite offers a peaceful retreat with abundant natural light, warm hardwood flooring, and an ensuite bathroom featuring dual vanities and a spacious walk-in shower. Three additional bedrooms upstairs provide comfortable accommodations and flexibility for family and guests. Step outside to discover a private backyard oasis featuring a sparkling pool, expansive lawn, mature landscaping, and multiple areas for outdoor dining, entertaining, or simply enjoying the Florida sunshine. A fully fenced backyard and two-car garage add everyday convenience, while the generous indoor and outdoor spaces create an inviting setting for everything from quiet afternoons to lively family gatherings. Residents of Wellington enjoy deeded access to Lake of the Woods, along with an exceptional location near highly regarded Seminole County schools, Winter Park’s charming Park Avenue, boutique shopping, and renowned restaurants. From peaceful mornings beneath the majestic oaks to beautiful sunsets over the neighborhood lake, this distinctive Maitland residence offers a wonderful balance of architectural charm, everyday comfort, and a place to grow and make memories for years to come.

1233 Wellington Terrace, Maitland

911 Thunder Trail, Maitland
$925,000
5 Beds ⋅ 3 Baths ⋅ Dommerich Hills 5th Add SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Welcome home to this beautifully renovated five-bedroom, three bath pool home in highly sought after Dommerich Hills. With a thoughtful three-way split floor plan, spacious living areas, and extensive updates throughout, this home offers plenty of room for everyday living and entertaining. As you enter, the spacious foyer opens to a versatile sitting area, currently used for a piano but easily adapted to suit your needs. To the left is the primary suite, featuring a large walk-in closet with custom closet systems, French doors leading to the covered patio, and a beautifully renovated bathroom with double vanities, a shiplap accent wall, large walk-in shower, and plantation shutters. To the right of the foyer is a generous dining room with beautiful built-in cabinetry that opens directly to the renovated kitchen. The kitchen features white cabinetry, subway tile backsplash, Carrera-style countertops, stainless steel appliances, a natural gas range with hood, pot filler, farm sink overlooking the backyard, and a large breakfast bar. The kitchen overlooks the spacious family room, complete with a brick fireplace and mantel and French doors leading to the covered back patio. The three-way split floor plan offers excellent separation between bedrooms. The fifth bedroom is located on its own side of the home and is currently set up as an office, with a built-in closet and renovated en-suite bathroom. Three additional bedrooms are located toward the back of the home and can be closed off from the main living areas. Each bedroom is generously sized and features built-in closets. The hallway includes beautiful shiplap accents and leads to a fully remodeled bathroom with double vanities and a tub that also serves as the pool bath. Just off the two-car garage, the indoor utility room offers additional cabinetry, decorative tile flooring, and convenient storage. Outside, enjoy a recently resurfaced pool surrounded by a spacious screened-in patio with freshly installed pavers. The backyard also offers additional yard space for a swing set, fire pit, or outdoor entertaining. Additional features include engineered hardwood flooring throughout, plantation shutters, crown molding, a 2022 roof, and a 2021 AC. Located in the highly desirable Dommerich Hills neighborhood and zoned for Dommerich Elementary, Maitland Middle, and Winter Park High School. A wonderful opportunity to own a move-in ready home in one of Maitland's most sought-after neighborhoods.

911 Thunder Trail, Maitland

1020 Quinwood Lane, Maitland
$899,000
4 Beds ⋅ 2 Baths ⋅ Palm Cove SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Nestled in an established Maitland neighborhood on a lush quarter-acre lot, this beautifully renovated home offers an exceptional location just a short walk from Maitland Community Park. Thoughtfully reimagined through an extensive 2022 whole-house renovation, this 2,141-square-foot, four-bedroom, two-bathroom residence blends timeless design, modern functionality, and effortless flow. The desirable split-bedroom floor plan provides privacy and separation for the primary suite. Every detail has been carefully considered, from the light-toned, honey-oak solid hardwood floors that extend throughout the living spaces to the plantation shutters, vaulted ceilings, neutral paint palette, and smooth drywall finishes. Crown molding, updated baseboards, and thoughtfully selected finishes create a cohesive, elevated aesthetic throughout. At the heart of the home, the gourmet kitchen is an entertainer's dream, featuring custom white cabinetry, quartz countertops, a generous center island, and a separate peninsula offering abundant workspace and seating. New for 2026, the stainless steel refrigerator, dishwasher, and stove provide the latest updates to this beautifully renovated kitchen. The kitchen flows seamlessly into the dining and family rooms, where a wood-burning fireplace with an artistic surround and hearth creates an inviting focal point. A thoughtfully designed laundry and mudroom adds exceptional functionality with ample storage, a utility sink, and a spacious walk-in pantry. The primary suite offers a peaceful retreat filled with natural light and thoughtfully designed comforts. Custom closet systems provide exceptional organization, while motorized blinds add convenience and privacy. The spa-like en-suite bathroom features dual custom vanities and a beautifully appointed, glass-enclosed marble-tiled shower. Three additional bedrooms occupy a separate wing of the home, each featuring custom closet systems for effortless organization. The living experience extends outdoors to a private backyard retreat enclosed by eight-foot vinyl privacy fencing. A covered screened porch provides the perfect setting for relaxing or entertaining, while a charming brick courtyard with a pergola and custom gas firepit invites gatherings under the stars. Professional outdoor lighting enhances the landscaping and creates a welcoming atmosphere after sunset. Beyond its beautiful finishes, the home offers an impressive collection of modern upgrades and smart-home conveniences. A robust Ubiquiti network includes three Wi-Fi access points, hardwired Cat 6 connections in the office, and five exterior security cameras. Additional features include Nest smart thermostats and smart smoke detectors, motorized blinds in the primary suite, Yale smart locks, a hardwired ADT security system, Rachio Wi-Fi irrigation controls, roof 2018, HVAC 2016, and updated PEX plumbing. All windows and doors have been replaced, along with the garage door, further enhancing the home's comfort, functionality, and appeal. Ideally situated in Maitland, residents enjoy convenient access to established restaurants, neighborhood amenities, and beautiful parks. The home is zoned for Lake Sybelia Elementary, Maitland Middle, and Winter Park High School. Combining the character of an established neighborhood with the refined finishes and modern conveniences of an extensively renovated home, this exceptional property is truly move-in ready.

1020 Quinwood Lane, Maitland

2414 Chinook Trail, Maitland
$825,000
3 Beds ⋅ 3 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Expect to be impressed with this beautifully maintained 3-bed/3-bath, 1-story Dommerich pool home. With almost 2,300 square feet of thoughtfully designed living space, this home offers over $100K in impactful updates and improvements, including a newer roof (2022), newer HVAC system (Dec 2023), recent conversion from septic to sewer (2026), new pool pump and filter system, newer paver driveway and drainage, and more. Step inside to a spacious family room where a stacked stone wood-burning fireplace sits between elegant built-in shelving and cabinetry to present a warm and inviting focal point. The family room opens to the dining area and adjacent breakfast bar that overlooks the kitchen…an ideal design for both everyday living and entertaining…all anchored by timeless hardwood flooring. The sunny kitchen features skylights newer stainless appliances (all replaced within the last 5 years), a cooktop with a pot filler, and a new beverage refrigerator for added convenience. Sliding glass doors at the rear of the dining area open to the covered lanai and private backyard, offering a seamless indoor-outdoor experience with pool views. Outside you’ll enjoy a private backyard oasis, complete with a covered lanai, open paver patio deck, a covered gazebo with festive lights and a large sparkling pool, all fully-fenced creating the perfect space to relax, entertain, and enjoy Florida living. Enhancing versatility, pocket doors off the side of the dining room open to reveal a den/flex space, and a 207- sq ft Florida room with a dedicated 1.5 ton ductless AC unit. These 2 areas are perfect for a home office, workout room, or playroom. There is a 3rd full bathroom adjacent to the den. The desirable split-bedroom floor plan provides comfort and privacy, with 2 secondary bedrooms positioned off the front hallway while the Primary Suite sits at the rear of the home, featuring wood floors, a large walk-in closet, and sliding glass doors for direct access to the backyard area. Located off the 2-car garage entrance, the spacious indoor laundry room includes utility sink with storage cabinetry, along with an adjoining office nook for a cozy and functional workspace, a storage closet, and access to a 3rd full bath with extra linen storage. Zoned for A-rated Dommerich Elementary, Maitland Middle and Winter Park High School, this exceptional home combines thoughtful updates, flexible living spaces, and a fantastic outdoor setting in a highly desirable location.

2414 Chinook Trail, Maitland

505 Oak Lane, Maitland
$825,000
3 Beds ⋅ 3 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to this gorgeous, move-in-ready 3-bedroom, 2.5-bath POOL home in the desirable Oakland Shores neighborhood of Maitland! Situated on an oversized, beautifully landscaped lot, this exceptional home welcomes you with mature landscaping, a large circular driveway, and additional side parking ideal for a boat or RV. Inside, you’ll immediately appreciate the light and bright open feel, luxury vinyl flooring, and crown molding throughout the main living areas. The formal living room flows seamlessly into the dining and family rooms, all overlooking the spectacular resort-style pool and backyard. The expansive sparkling pool is surrounded by a custom pavered patio with multiple spaces for lounging, dining, and entertaining, while the generous green space and privacy create your own backyard retreat. The beautifully appointed kitchen features quartz countertops, white shaker cabinetry, stainless steel appliances, a center island with sink, walk-in pantry, and a charming dining nook with custom seating. The spacious primary suite offers direct pool access, a huge walk-in closet with a custom organizing system, and a spa-like ensuite bath complete with dual sinks, vanity, garden tub, and separate glass-enclosed shower. Two generously sized secondary bedrooms share an upgraded full bath, while an additional upgraded half bath provides convenience for guests. A well-designed interior laundry room includes built-in cabinetry and direct access to the backyard. One of the home’s most versatile features is the large bonus room, complete with a spacious walk-in, air-conditioned storage room. Whether you envision a home gym, classroom, office, creative space, or potential mother-in-law suite, the possibilities are endless. Recent updates provide additional peace of mind, including a roof and septic system replaced in 2017. The septic was recently cleaned in 2025 with the filter replaced. Additional upgrades include electrical, fencing, water heater, pool pump, interior paint, brand new Carrier HVAC system, irrigation pump, plumbing, and windows. Oakland Shores offers a wonderful neighborhood setting for walking and includes deeded access to Lake Faith, a non-motorized lake great for paddle boarding and kayaking, with a community access point on Lake Shore Drive. Conveniently located near shopping, dining, major roadways, and within a mile of the newly planned Maitland Trader Joe’s, this home combines comfort, versatility, privacy, and an ideal Maitland location. With its beautiful pool, oversized lot, extensive updates, and flexible living spaces, this is one you won’t want to miss!

505 Oak Lane, Maitland

233 Flame Avenue, Maitland
$799,000
3 Beds ⋅ 5 Baths ⋅ Hidden Estates Unit 3 SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. A RARE OPPORTUNITY IN HIDDEN ESTATES— NEARLY AN ACRE, LOW HOA & AN INCREDIBLE ENTERTAINER’S PARADISE! Tucked away in one of Maitland’s best-kept secrets, this expansive home offers over 3,200 square feet of living space on an oversized lot. With a long driveway providing abundant parking, a fully fenced yard and privacy sound wall, this property offers a level of space and privacy that is increasingly hard to find! The spacious and flexible floor plan features 3 bedrooms plus a large office that could easily be converted to a 4th bedroom, along with a living room, dining room, family room with a cozy fireplace, spacious eat-in kitchen, wet bar and an upstairs study area. The enormous first-floor primary suite includes a seating area, large ensuite bath with garden tub and separate shower, and two closets. One of which is oversized and large enough to create an office, dressing room, nursery or even a home gym. Upstairs, two additional bedrooms share a convenient dual Jack-and-Jill bath, offering excellent privacy and functionality. But the true showstopper is the outdoor living and entertainment space! A beautiful sunroom opens directly to the pool and an incredible backyard designed for entertaining. The sun room serves as a massive game room. The outdoor space has a beautiful freshly painted deck, multiple covered bar areas and an abundance of space for pool parties, family gatherings, game nights or simply relaxing in your own private retreat. A shed and expansive fenced yard provide even more room for hobbies, recreation and storage. The roof and HVAC were replaced in 2020. This is an incredible canvas to make your own while enjoying the space, privacy and amenities that are already here. Hidden Estates is a well-maintained, tucked-away community where homes rarely become available, yet you're still conveniently close to everything Maitland has to offer with easy access into Downtown Orlando, tons of shopping and dining options, great schools & hospitals. Call for more information and for your private showing today!

233 Flame Avenue, Maitland

751 Sequoia Trail, Maitland
$749,000
5 Beds ⋅ 4 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Virtually Staged. Located in one of Maitland’s established and tree-lined communities, this distinctive Mid-Century Inspired Chalet residence offers exceptional space, dramatic design elements, and endless potential for modern transformation. Positioned within sought-after school district the home benefits from access to some of the area’s most well-regarded schools. The home’s impressive pavered approach sets the stage for its chalet-inspired architecture, where soaring A-frame rooflines, dramatic window walls, and natural stone detailing create an unforgettable presence beneath a canopy of mature trees — where “Colorado ski chalet meets Old Florida.” With 5 bedrooms and 3.5 bathrooms, the home is filled with high ceilings, expansive windows, and retro-inspired details that create character throughout. A striking open staircase with vintage styling showcases craftsmanship and design elements rarely found in today’s construction, while a massive paver courtyard welcomes guests and enhances the home’s unique indoor-outdoor lifestyle. Inside, the formal dining and sunken living room feature coffered ceilings and a dramatic circular brick fireplace centerpiece, while walls of windows flood the interiors with natural light. The spacious kitchen includes a cooking island, double wall ovens, closet pantry, breakfast nook, and an abundance of windows overlooking the private backyard area. Adding exceptional flexibility, the home also features a private in-law suite with its own separate entrance. The space includes a sleeping area, small seating/living space, private bathroom, kitchenette area with refrigerator and countertop workspace, and an eat-in area — ideal for multigenerational living, long-term guests, a private home office setup, or potential income-producing opportunities. The upstairs bedrooms open onto a rear balcony, creating a true retreat feel among the mature trees and landscaped surroundings. The primary bath features angular ceilings, oversized triangular windows, and a custom mosaic tile tub and double vanity that reflect the home’s original retro contemporary character. Outdoors, enjoy a sparkling swimming pool surrounded by shade trees, an expansive paver deck, and a fully fenced yard ideal for entertaining, gardening, or creating a private oasis. Members of Dommerich Beach Civic Association can enjoy lake access at the Dommerich Boat Ramp! Recent updates include new roof 2024, along with a transferrable shingle warranty, both A/C HVAC units replaced 2019 and 2023, hot water heater was replaced in 2019, 2023 electrical work done, 2022 high end Samsung dishwasher installed, transferrable premium home appliance warranty expiring Feb 3 2027, gas-powered portable generator and underground utilities. This home presents an exciting opportunity for buyers seeking architectural character and the chance to personalize a spacious residence with cosmetic updates including flooring, wall finishes, and modern design enhancements. Conveniently located near top-rated dining, shopping, parks, and major commuter routes, Maitland remains one of Central Florida’s most desirable established communities, known for its timeless charm, mature landscapes, and exceptional location.

751 Sequoia Trail, Maitland

151 Dommerich Drive, Maitland
$699,000
3 Beds ⋅ 2 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Welcome to the desirable Dommerich Estates where timeless charm meets thoughtful modern updates. Completely renovated with an open-concept layout this home offers the kind of space and flow that makes everyday living and entertaining effortless. The heart of the home is the beautifully redesigned kitchen, featuring quartz countertops, island, solid wood cabinetry, and a full suite of stainless steel appliances including a wine refrigerator. Both bathrooms have been fully renovated with double vanities, designer finishes, shiplap accents, and a stunning primary bath complete with a frameless glass shower, marble tile, and marble countertops. The spacious primary suite also features a walk-in closet with custom built-in shelving. Natural light pours into the dining area through oversized windows that open to the backyard, creating a seamless indoor-outdoor connection. Step outside to a fully fenced backyard with a concrete patio that's perfect for grilling, relaxing, or hosting friends and family. The oversized two-car garage includes durable epoxy flooring, and a utility sink. Additional upgrades include a new water heater (2020). Location is just as impressive as the home itself. Zoned for the highly regarded Dommerich and Winter Park schools, you'll also enjoy neighborhood parks, walking trails, and community lake access and boat ramp just down the street. Homes like this don't come along often. Schedule your private showing today! The major updates have already been taken care of, new roof (2019) all-new windows (2019), a complete replumb (2019), LVT flooring throughout (2019), plus updated lighting and hardware in every room. New attic insulation 2022, all electrical outlets replaced 2022, new exterior outlets, termite protection system, Primary bedroom and guestroom closet built ins, new gutters 2021, new Carrier A/C (Garage and outdoor) 2021, new air ducts 2024, added air returns in rooms, new liftmaster garage door motors 2021, new driveway 2022, back patio resurface 2022, concrete side walkway and garbage pad 2022, rock walkway around house, exterior paint 2026, landscaping 2026

151 Dommerich Drive, Maitland

431 Arapaho Trail, Maitland
$699,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. This move-in-ready 4-bedroom, 3-full-bath pool home is located in the beautiful Dommerich Estates! (A NEW ROOF is scheduled to be installed in late September/early October.) Enjoy a waterfront lifestyle just steps from your front door, with access to a private community boat ramp, fishing pier, picnic tables, built-in grills, social events, and endless sunset views along the shoreline of Lake Minnehaha. Lake Boat access is available to Dommerich Estates residents for just $150 annually. Walk or bike to Dommerich Elementary and Maitland Middle. High school is Winter Park High. Beyond the community amenities, you’ll love exploring the multiple nearby resident parks (Maitland Community Park is just a short walk away from the home) featuring canopied tree-lined walking and biking trails, playgrounds, tennis courts, lush gardens, and so much more. Inside, this spacious home offers a desirable split-bedroom floor plan, with the over-sized private primary suite thoughtfully separated from the three additional bedrooms. Build in surround sound speakers. There is no carpet—the home features beautiful travertine and tile flooring throughout. Step outside to your own private oasis! The huge swimming pool is the centerpiece of the expansive screened-in outdoor living area, complete with an oversized paver lanai—perfect for relaxing, entertaining, and enjoying the Florida lifestyle year-round. Additional features include a 2-car garage and paver driveway. A NEW ROOF is scheduled to be installed in late September/early October. A wonderful opportunity to enjoy the comfort of a move-in-ready home with exceptional community amenities. (Throughout the home are pieces of Stickley furniture that are available for sale)

431 Arapaho Trail, Maitland

550 Arapaho Trail, Maitland
$680,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. This charming 4-bedroom, 3-bath home is in sought-after Dommerich Estates, one of the area’s most desirable neighborhoods. Designed for comfort, style, and everyday living, the home features a unique open floor plan with vaulted ceilings, a warm wood-burning fireplace, and an updated kitchen with solid wood cabinetry and granite countertops. Fresh interior and exterior paint, an oversized garage with built-in shelves, an extended paver driveway, and paver walkways add to the home’s curb appeal and move-in-ready feel. Step outside to a peaceful, private covered screened porch—your own outdoor retreat for relaxing mornings, quiet evenings, or future entertaining with plumbing and electrical already in place for a summer kitchen. Major updates include a 2025 roof, 2017 AC, and 2014 water heater. Dommerich Estates is known for its welcoming community feel and was thoughtfully designed around A-rated schools, making walking and biking to school safe and convenient. Ideally located just 1 ½ blocks from the elementary and middle school and 1 ½ blocks from the neighborhood lake lot, this home offers easy access to sunsets, fishing, and launching a watercraft for a day on the lake. Enjoy the best of Maitland living—close to Orlando yet rich with small-town charm, walkable neighborhoods, parks, downtown parties, concerts, and community events. With its prime location, thoughtful updates, inviting indoor and outdoor spaces, and access to highly desirable neighborhood amenities, this Dommerich Estates home delivers the lifestyle buyers are looking for.

550 Arapaho Trail, Maitland

553 Arapaho Trail, Maitland
$599,000
3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add Maitland SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. **BOATING/LAKE ACCESS** Welcome to 553 Arapaho Trail, where timeless MID-CENTURY CHARM meets thoughtful modern living in the highly sought-after DOMMERICH ESTATES community of Maitland. Offering OVER 1,500 SQUARE FEET of beautifully maintained living space, this 3-BEDROOM, 2-BATHROOM HOME features a desirable SPLIT FLOOR PLAN designed for both privacy and everyday comfort. From the moment you arrive, you'll appreciate the exceptional curb appeal with LUSH, MATURE LANDSCAPING, a NEWLY PAINTED EXTERIOR, and an EXTRA-WIDE, EXTRA-LONG BRICK PAVER DRIVEWAY with room for up to SIX VEHICLES. Inside, the home's original character has been carefully preserved while incorporating today's most important updates, including a NEW ROOF (2025), NEW GUTTERS, WHOLE-HOUSE REPIPE, ELECTRICAL UPGRADES, HARDWOOD FLOORING THROUGHOUT, NEW KITCHEN APPLIANCES, an UPGRADED PRIMARY EN-SUITE, stylish UPDATED LIGHTING FIXTURES, an EXTENDED ATTIC WITH ABUNDANT STORAGE, and a PAINTED GARAGE FLOOR. One of the neighborhood's rare homes with BURIED ELECTRICAL SERVICE, the property also offers a cleaner streetscape and added peace of mind. Step outside and discover your own private backyard retreat featuring an INCREDIBLE SCREENED-IN POOL, an expansive BRICK PAVER POOL DECK, and a charming BRICK PAVER GARDEN WALKWAY winding through beautifully landscaped grounds—perfect for entertaining or relaxing year-round. Beyond the home, DOMMERICH ESTATES continues to impress with its welcoming sense of community and location within one of Central Florida's most desirable school districts, originally designed around A-RATED SCHOOLS to make walking and biking to class safe and convenient. Residents also enjoy access to a VOLUNTARY, LOW-COST HOA that includes a PRIVATE BOAT RAMP to the WINTER PARK CHAIN OF LAKES, opening the door to BOATING, PADDLEBOARDING, FISHING, and unforgettable days on the water. The CITY OF MAITLAND offers the perfect balance of convenience and charm with its WALKABLE NEIGHBORHOODS, beautiful parks, local festivals, downtown concerts, and community events, while world-renowned PARK AVENUE in Winter Park is just minutes away for AWARD-WINNING DINING, BOUTIQUE SHOPPING, ART GALLERIES, and weekend brunch. This is more than just a home—it's an opportunity to experience one of CENTRAL FLORIDA'S MOST BELOVED NEIGHBORHOODS and lifestyles.

553 Arapaho Trail, Maitland

1519 Glastonberry Road, Maitland
$499,000
4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Virtually Staged. This mid-century ranch block home is ideally located in the heart of Maitland and features extensive improvements for a truly move-in-ready opportunity. The 2026 remodeled kitchen takes center stage with wood cabinetry, quartz countertops, and stainless steel appliances, complemented by beautifully updated bathrooms, tile plank flooring throughout the main living areas, recessed lighting, and a cozy wood-burning brick fireplace. Major improvements include a 2022 AC, 2019 roof by Rhyne Restoration, 2019 blown-in insulation by All Florida Insulation, 2017 AC ductwork, 2016 water heater, and 2015 electrical panel and PVC plumbing. The kitchen drop-down was removed to create a more open, modern feel. Bonus, this home is on city sewer! Outside, enjoy a fully fenced backyard with St. Augustine sod and an irrigation system added in 2020. Conveniently located in Maitland with easy access to shopping, dining, major roadways, and the greater Orlando area. With an extensive list of completed upgrades, this home offers the opportunity to enjoy a thoughtfully updated property without the hassle of major projects. Schedule your showing today!

1519 Glastonberry Road, Maitland

2453 Worthington Road, Maitland
$475,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. This meticulously maintained 4-bedroom, 2-bath home is located in English Estates on a street where neighboring homes sell for significantly more—giving you the opportunity to build instant equity! The home is on city sewer, and recent improvements include fresh paint, new carpet (2026), a 2018 roof, and a new dishwasher, range and range hood. The efficient kitchen features original wood cabinets that have been beautifully restored and updated with new hardware, adding warmth, character, and timeless appeal. With lots of counter space, a window over the sink, and a large breakfast bar, the kitchen is both functional and inviting. It seamlessly connects to the family room, which features a wonderful brick fireplace and sliding glass doors leading to the outdoor patio overlooking a private, fenced backyard. The home also boasts both formal living and dining rooms, providing plenty of space for entertaining. The spacious primary bedroom offers a large walk-in closet, while the great secondary bedrooms provide flexibility for family, guests, or a home office. Beautiful terrazzo flooring is located underneath the carpet, offering the opportunity to restore a classic feature of the home. A large brick driveway provides ample parking for residents and guests, and the home is conveniently within walking distance of English Estates Elementary School. This home is truly ready for you to make it your own, offering a desirable location, spacious layout, and an incredible opportunity to build equity. Conveniently located near shopping, restaurants, and major roads, this home offers both comfort and convenience. Call today to schedule your private viewing of this wonderful home!

2453 Worthington Road, Maitland

320 Alpine Drive, Maitland
$429,900
3 Beds ⋅ 2 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Great Investor Opportunity in the Heart of Maitland & Surrounded by Beautifully Remodeled Homes and Ongoing Development. This Property Offers an Excellent Opportunity for Investors, Homeowners, or Buyers Looking to Rebuild the Property & be Part of an Area Experiencing Continued Improvement and Revitalization. The Location is Hard to Beat, Just Minutes from Top-Rated Schools, Popular Restaurants, Shopping, Downtown Orlando, Winter Park, And Major Highways Including I-4. With Neighboring Properties Being Upgraded and Continued Development Taking Place in the Area, this is an Excellent Opportunity to Invest in Maitland and Capitalize on the Area's Ongoing Transformation. Don't Miss the Opportunity to See This Property! Schedule Your Private Showing Today.

320 Alpine Drive, Maitland

499 Julian Lane, Maitland
$409,000
3 Beds ⋅ 3 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Location, Location, Location. Welcome to your new home in Maitland! This conviently located gated community home is a charming dwelling place featuring a cozy fireplace to uplift the ambiance of your living space. The home benefits from a tasteful neutral color paint scheme throughout, providing a welcoming canvas for your interior design aspirations. The kitchen is a cook's paradise, complete with a natural gas range, a stunning accent backsplash that truly makes the room pop and new applicances. Enjoy the luxury of a generous walk-in closet in the primary bedroom, perfect for all your storage needs. The primary bathroom offers the convenience of double sinks, making morning routines smooth and efficient. The shower in the primary bathroom add an opulent touch to your personal spa-like retreat. Relax or entertain with ease with a patio for outdoor gatherings. The fenced-in backyard promises privacy for all your outdoor activities. The home benefits from a newer roof, new AC, new hot water tank, ensuring peace of mind for years to come. The appeal of the property is enhanced by fresh interior paint and fresh exterior paint to the entire home. The comfort features continue with new flooring throughout, ensuring all areas of the home are updated. Take advantage of this home's remarkable attributes and turn this dwelling place into your personal sanctuary. Some pictures virtually staged.

499 Julian Lane, Maitland

1202 Oranole Road, Maitland
$394,900
3 Beds ⋅ 2 Baths ⋅ Druid Hills Estates SubDv. ⋅ 32751 Zip Code
Under contract-accepting backup offers. Virtually Staged. Move-in ready and thoughtfully updated, this 3-bedroom, 2-bath block home offers approximately 1,750 square feet of living space on a .33-acre double corner lot in Maitland. Located across two parcels, the property provides additional outdoor space, added privacy, a partial new wood fence, and a beautiful live oak canopy. Inside, luxury vinyl flooring flows throughout the home, complemented by fresh interior and exterior paint, new ceiling fans, and updated door hardware. The refreshed kitchen features newer cabinets, granite countertops, and coordinating appliances. A Florida room provides flexible space for a home office, sunroom, playroom, or additional sitting area. Both bathrooms have been updated. The guest bathroom includes a tub-and-shower combination, new tile surround, new hardware, pedestal sink, mirror, and light fixture. The primary bathroom features a new vanity, mirror, and lighting. Major improvements include a roof replaced in 2021, water heater replaced in 2024 and a new septic system installed in 2024. Conveniently located near downtown Maitland, Winter Park, Altamonte Springs, Longwood, Casselberry, and downtown Orlando, this home offers comfortable living with easy access to shopping, dining, employment centers, and major roadways.

1202 Oranole Road, Maitland

2467 Fieldingwood Road, Maitland
$394,000
4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code
Coming Back on Market, Buyer backed out! Opportunity awaits in the established English Woods community! This 3-bedroom, 2-bath pool home is full of potential and ready for its next owner to bring it back to life. Originally designed as a 4-bedroom, the home can easily be converted back, offering added flexibility and living space. Featuring a spacious floor plan, private pool, and hot tub, this property is an excellent opportunity for investors, renovators, or buyers looking to customize a home to fit their vision. Roof is 2006, water heater is 2015, and A/C is 2001. Conveniently located near shopping, dining, schools, and major roadways, this is your chance to create your dream home or add a promising investment property to your portfolio. Bring your ideas and unlock the potential this home has to offer! HUD Case #:094-528168 A Property is HUD owned & subject to HUD rules. FHA eligibility-Insured With Escrow. Sold As-Is, no post-contract repairs or credits. Buyer to independently verify square footage and all measurements, condition, and HOA information if any. The buyer is responsible for activating utilities for inspection. Investors must complete inspections prior to bidding. USE American Title Corp when submitting offers - Title work has already been completed!

2467 Fieldingwood Road, Maitland

How much is your home worth?

Get instant property value now!