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$670,000
4 Beds 3 Baths Dommerich Estates 4th Add SubDv. 32751 Zip Code
Charming Dommerich Estates pool home with many recent updates and great flex space. Beautifully renovated kitchen with granite counters, stainless steel appliances, double ovens, side cabinets with lighted glass uppers, bar seating, and adjacent multi-purpose nook. The kitchen opens to family room with fireplace, and to sunporch with picture windows overlooking the pool. The downstairs houses three bedrooms (including original master bedroom) and two bathrooms. Addition upstairs created a primary suite with full bathroom and walk-in closet. Features include gleaming terrazzo floors and Pella energy-star windows throughout the downstairs, French doors, and a large screened porch. The backyard has a pool, a side brick patio, and pavered walkway. Improvements include AC 2023, electric panel & main breaker panel outside 2023, hot water heater 2023 and replumbed. Four Point Inspection report available. Amazing location, walking distance to Dommerich Elementary and Maitland Middle School, as well as one block to Maitland Community Park boardwalk. Dommerich Estates community lake access on Dommerich Drive.

1821 Mohican Trail, Maitland

$485,000
4 Beds 2 Baths English Estates Unit 2 SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. In the heart of Maitland’s sought-after English Estates, this timeless ranch-style home seamlessly blends mid-century modern design with thoughtful updates. Built in 1965 by Clayton Homes and meticulously maintained by its original owners, the four-bedroom, two-bath residence spans 2,050 square feet of air-conditioned space, 3,098 total square feet, on a .22-acre lot. A striking double-door entry leads into a welcoming foyer, with a well-planned layout that offers privacy and connection. To the left, four bedrooms and two baths provide a private retreat, while the main living areas extend straight ahead. A sunken family room, complemented by a wood-burning fireplace and a built-in brick planter divider, highlights the home’s distinctive mid-century character. Terrazzo flooring in the living room, family room and secondary bedrooms reinforces the home’s architectural integrity, while tile flooring in the foyer, kitchen and baths adds durability and style. Designed for effortless indoor-outdoor living, an attached covered screen porch with exposed beams enhances the home’s inviting ambiance, ideal for year-round relaxation and entertaining. A landscaped privacy barrier creates a welcoming curb appeal, while the spacious backyard offers additional room to enjoy the Florida lifestyle. The oversized 28-foot-wide garage, accessible directly from the family room, provides ample space for utility needs, a workshop or even potential extensions to the living area. Modern updates ensure lasting comfort and efficiency, including a new electrical panel in 2025, HVAC system in 2024, full-home re-piping in 2022, and an architectural shingle roof in 2019. Just minutes from downtown Maitland, Winter Park’s Park Avenue and top-rated schools, this exceptional home offers a balance of suburban tranquility and city convenience. With mature tree-lined streets, an optional HOA and proximity to parks, lakes and cultural attractions, English Estates embodies the best of classic Florida living. Schedule your private showing today.

2459 Hunterfield Road, Maitland

$650,000
4 Beds 2 Baths Dommerich Hills First Add SubDv. 32751 Zip Code
Pride of home ownership shines through in this fabulous 4-bedroom 2 bath pool home. This Maitland home is in Orange County, so you have the best Winter Park Schools. No Homeowners Association. Recent enhancements to this home are an updated kitchen, 2022 Trane HVAC, a 16x20 addition (Mancave), Windows replaced in 2017 and 2020, Appliances in 2017. (Washer and Dryer stay too) and a solar Hot Water Heater in 2013. The oversized (525 Sq Ft) comfortably fits 2 cars with plenty of storage space. In addition to the mancave, there is a family room, formal living room, dining room and an eat in space in kitchen. Maitland is a suburb of Orlando with a Sunrail station on 17-92. The area's rich history is exhibited at the Maitland Historical Museum. The city also hosts the Maitland Art Center, Maitland Telephone Museum and William H Waterhouse Museum. Just a short trip to the Happiest Place on Earth (Disney) or 40 minutes to the Beach. Make this your new address and enjoy life

901 Ponca Trail, Maitland

$570,000
3 Beds 2 Baths Dommerich Hills SubDv. 32751 Zip Code
Mid-Century Charm with Modern Comforts in Dommerich Hills! This classic 1961 single-family home in Dommerich Hills, Maitland, showcases mid-century architectural appeal with a spacious single-story layout spanning 1,736 sq. ft. The block construction ensures durability, while the gabled composition shingle roof (replaced in 2017) enhances the home’s timeless aesthetic. Designed for both functionality and comfort, the home features three bedrooms and two bathrooms, with an inviting plaster interior and BRAND NEW tile flooring. A fireplace in the main living area adds warmth and character, while large windows (installed in 2024) allow for ample natural light. Outdoor spaces include a finished open porch, a screened-in porch, and a patio, providing multiple options for relaxation and entertaining. The attached 525 sq. ft. garage offers ample storage and parking. Additionally, a private pool enhances the backyard, creating a tranquil retreat. The home includes a 2022 AC system and a 2023 hot water heater for added efficiency and comfort. The city is currently in the process of installing a sewer system. Seller has already paid sewer connection fee and will pay the municipality fees with acceptable offer. With central cooling and forced-air electric heating, this home balances mid-century charm with modern convenience, making it an ideal choice for those seeking classic design and comfortable living.

2251 Chippewa Trail, Maitland

$1,575,000
5 Beds 5 Baths Maddon Cove 47/24 SubDv. 32751 Zip Code
ACTIVE on the Market – Enhanced and Priced to Sell! Custom built in 2003 and secluded in an exclusive enclave of only six exquisite luxury homes, this 5-bedroom, 4.5-bath Mediterranean-style residence offers privacy, elegance, and an exceptional indoor-outdoor lifestyle. Designed around a stunning courtyard with sparkling pool, tropical landscaping, and outdoor lighting, almost every room on the main level has a door opening directly to this stunning outdoor space. The home delivers resort-style living every day. The main level features the primary suite with an extraordinary custom-built walk-thru closet, a separate nanny/in-law bedroom, a dedicated library/office with custom built-in bookcase, & an expansive laundry and storage room. Upstairs, you’ll find two more bedrooms connected by a jack-and-jill bath, and a separate bath ensuite bedroom, plus a versatile loft/flex space perfect for games, study hub, or media. Rich wood floors, a tile roof, owned solar panels, whole-house generator, irrigation well, and privacy fencing add comfort and efficiency to this remarkable home. The open gourmet kitchen and family room living spaces flow effortlessly to the pool and patio, ideal for both relaxed evenings and festive gatherings. Located on a quiet cul-de-sac with no through traffic, this home offers seclusion yet remains close to premier shopping, dining, and top-rated schools. Don't miss the chance to own this distinctive Central Florida retreat! Call today for your private showing.

135 James Place, Maitland

$1,000,000
5 Beds 4 Baths Versailles SubDv. 32751 Zip Code
A home of distinction in the quaint cul-de-sac neighborhood of Versailles in Maitland. Tucked away in an area anchored by Lake Minnehaha where sidewalks frame the streets and are canopied by mature trees, this home rests on almost a ½-acre lot. This two-story 3,175-square-foot residence enjoys timeless architecture with four bedrooms, 2.5 baths in the main house and one bedroom and full bath with generous living space in the casita. The guest house offers so many possibilities and adds charm and function unique to this home. The main house welcomes you in through a gracious foyer with a mosaic tile inlay and opens to living and dining spaces where windows were added to invite in natural light. Kitchen is completely renovated with custom built in-set shaker cabinets manufactured in the Tennessee foothills, marble countertops with Kohler farmhouse sink, marble subway tile backsplash, and Thermador gas range stovetop and stacking oven and microwave combo. A peninsula style counter for ease of entertaining and counter dining. Kitchen and family spaces combine with a fireplace focal point flanked by windows, a space for entertaining with doors that lead to covered porch and screened pool. Green space is abundant in the backyard and front where the home wraps the cul-de-sac corner. Artisan millwork features include crown molding, wainscotting throughout the downstairs and guesthouse, custom-built desk and credenza and custom-built cabinets in family room. The primary bedroom upstairs is spacious with French doors opening to second story deck that provides a peaceful retreat and space for alfresco dining. Primary bath includes a double sink vanity, large linen closet and oversized shower. The guest house is an incredible bonus to this special home and underwent complete renovation in 2020 which included a full bath restoration with designer tile selections, updated large soaking tub and vanity with marble countertop, and updated baseboards and wainscotting. Vaulted ceilings add spacious feel and all-weather awnings with metal roof add to the character. Other upgrades to home include new roof and skylights 2024, Hardie board siding with low maintenance and long-term life, upgraded air-conditioning units in main home and guest house, updated pool pump, storage shed, mature landscaping, recessed lighting and an incredibly large lot for the area. Versailles neighborhood is a quaint community with only 65 homes and zoned for great Orange County Schools which include Lake Sybelia, Maitland Middle and Winter Park High Schools and easy travel to nearby private schools. Access to Interstate 4 is close as well as major roadways. A quick visit out the back gate to the Maitland Community Park provides excellent entertainment options including two playgrounds, basketball, racquetball, and six tennis courts and fitness trails. Versailles neighborhood residents have access to Lake Minnehaha through a dedicated lake lot. A paved walking path that leads straight to Publix and many dining options including Pizza Bruno, Foxtail Coffee, Starbucks and more. Lifestyle abounds at this property and a home like this doesn’t come up often. Call today for a private showing.

1002 Versailles Court, Maitland

$550,000
4 Beds 2 Baths Indian Hills Unit 9 SubDv. 32751 Zip Code
Seller moving! Priced to sell! Nestled in the heart of Maitland, this 4 bedroom, 2 bath home is a sanctuary for those who demand the finest in life. Step into this stunning home, lovingly restored with attention to detail by the current owner, where modern comfort meets timeless charm. Inside discover meticulously updated spaces, where you will find a Zen-like screened porch and a serene back yard lushly landscaped with mature fruit trees and an expansive vegetable garden. This is more than a home; it is a sanctuary. Enjoy the benefits of a recently installed solar roof and upgraded insulation, providing energy efficiency and cost savings. The heart of the home is a stunning kitchen featuring elegant granite countertops and backsplash with dove slim shaker cabinets with soft-close features. This space is perfect for everyday living and entertaining. Retreat to the primary suite, a haven of serenity, with a large walk-in closet and ensuite bath boasting a granite countertop dual sink vanity, marble shower and glass enclosure. This home offers the perfect blend of value and comfort. Situated minutes from downtown Winter Park, Kewanee Park is walking distance. You’ll enjoy proximity to upscale boutiques, cafés and fine dining, making this home as convenient as it is exquisite. This Is a rare opportunity to own a meticulously maintained and beautifully updated property. It Is ready for you to move in and enjoy.

2654 Derbyshire Road, Maitland

$1,000,000
4 Beds 4 Baths Oaks Maitland SubDv. 32751 Zip Code
Reduced $200K to help with remodeling if desired!! One owner custom built modern contemporary nestled in a secluded area in The Oaks of Maitland! Spacious home offers a soaring vaulted cedar beamed ceiling in family room with wet bar and floor to ceiling wood burning stone fireplace. Located on a cul-de-sac lot with a circular paved driveway and oversized side entry garage, the backyard includes a putting green and creek running 170ft. along back boundary. 1/2 acre + lot includes azaleas, camelias, lilies, hibiscus, staghorn ferns, copper plants, magnolia tree, tabebuia trees, fig tree, etc. Deeded access to the Winter Park chain of lakes thru the neighborhood HOA boat ramp with access to Lake Minnehaha available with a yearly fee. Walking distance to Maitland Community Park with playground, exercise paths, tennis courts, picnic grounds and more! New roof and newer front double hung insulated windows! Cherry kitchen cabinets, granite countertops, sink hot water dispenser and beautiful 8 panel interior wood doors throughout home! The entire 2nd floor is a primary suite including a large walk-thru closet, bathroom, and den/study/exercise room! Three bedrooms on first floor with one that could be a primary bedroom if steps cause a problem. Two other 1st floor bedrooms share a tub-shower with each having their own toilet and vanity.

1606 The Oaks Drive, Maitland

$1,725,000
4 Beds 3 Baths Landings 02 SubDv. 32751 Zip Code
This stunning modern Mediterranean designed one-level home offers a spacious and open floorplan with vaulted ceilings, situated on a quiet street yet conveniently close to all that Maitland and Winter Park have to offer. The property features a generous 0.42 acre lot (109 wide x 170 deep) and boasts a 3-way split floorplan, a spacious foyer with views straight through to the pool. The kitchen has been beautifully remodeled through Phil Kean Design Group, featuring double islands overlooking the main family room with a fireplace and wine room. Additionally, there is a game room or media room adjacent to the family room. The floor plan is thoughtfully designed with ample space between the primary suite and two secondary bedrooms, as well as a fourth bedroom on the opposite side of the home. Natural light floods the home through large windows and glass doors, showcasing Brazilian hardwood floors throughout. Other notable features include an office off the primary bedroom, an expansive 3-car garage, and plenty of parking with a circular driveway. The landscaping has recently been redone, enhancing the curb appeal of the property. Residents will enjoy being within walking distance to famous local restaurants and shopping, as well as Maitland Lake Lily Park which hosts farmers markets and festivals. Easy access to Winter Park, I-4, and Downtown Orlando make this location highly desirable. Additionally, the home is zoned for A-rated schools, making it an ideal choice for families seeking both luxury and convenience in their next home.

470 Manor Road, Maitland

$210,000
3 Beds 3 Baths Park Lake Grove Condo SubDv. 32751 Zip Code
SELLER MOTIVATED, REDUCED! Rare opportunity for spacious condo with beautiful lake, pool and open space view condo in the desirable Park Lake community of Maitland. Close to major transportation routes, employment centers, Park Avenue/Winter Park, Alt. Spgs. and downtown Orlando. Freshly painted. 3/3 with TWO PRIMARY SUITES on 2nd floor with EN-SUITE bathrooms, one of which has a walk-in whirlpool tub and private balcony overlooking greenspace, pool and lake. Downstairs bedroom with adjacent full bath can also be used as den, office or mother-in-law bedroom and has sliding glass door to private courtyard. Great for any generation(s). Many recent bath and kitchen upgrades as well as relatively recent AC, water heater and dishwasher. All rooms have ceiling fans and all bathrooms have exhaust fans. Freshly painted. New circuit breaker panels. Recent re-roof, paint and fences by Condo Association. SEE FLOOR PLAN FOR LAYOUT AND DIMENSIONS (No warranties as to accuracy- confirm for Buyer) MUST SEE !!!

607 Waverly Lane Unit 403, Maitland

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

2595 Sweetwater Trail, Maitland

$1,920,000
5 Beds 4 Baths Maitland Club SubDv. 32751 Zip Code
Lake Sybelia is calling. This gracious home is on a private spring-fed skiable lake and tucked away on a tree-lined brick street, offering a lifestyle that is unparalleled. On about three quarters of an acre and almost 120 feet of linear lake frontage, it is a wide view of this pristine waterway. A covered boat dock is updated with an electronic lift and new cradle cabling. An open deck with all-weather planks runs along the waterfront and sandy shore to capture all the lake offers. Abundant lakeside green space makes entertaining simple. This one-story home features five bedrooms and four baths with an additional guest house and has been completely reimagined while keeping the charm of vintage Maitland. The main house includes a split four-bedroom plan for privacy with open living spaces that seamlessly blend into one another. Gorgeous warm European white oak wood floors that ground the spaces and walls are crisp and clean with level five drywall finish. Handcrafted European white oak custom built-ins in dining and living spaces add to the style of this comfortable California-inspired ranch. Dining room custom bar adds function and flair with reflecting mirror back that elegantly finishes this appointment. Tumbled limestone floors in the kitchen, front entry and dining area are neutral toned and add character to the timeless finishes. Custom kitchen is renovated with 42-inch cabinetry, Bosch appliances, Rohl faucets, RH hardware, two porcelain farmhouse sinks with European white oak center island all adorned with imported Dolomite counters and backsplash. The kitchen window above the farmhouse sink brings in the lush greenery of the back courtyard. Loads of storage in the utility, pantry and laundry combination, finished with imported handmade Italian tiles, all designed to make daily functions a breeze and beautiful! An independent guest house completes the home with vaulted ceilings with wood beams, original wood floors, spacious living, efficiency kitchen, full bath and bedroom nook. This multi-functional space is versatile and includes an office area but certainly can be used for what fits your lifestyle. Other enhancements include fully renovated baths consistent with the elevated finishes and selections of overall home, and features European white oak built-in cabinets, imported Spanish and Moroccan tile, in common with architectural lighting. Also, all trim, doors, hardware and moldings were replaced, new roofs on all three structures in 2025, RH linen drapes in living and primary, serviced and operational fireplaces and fresh landscaping. Every detail is accounted for and in pristine location. Visit downtown Maitland, enjoy Lake Lily, community events and weekly farmers market, award-winning restaurants and great community parks. Don’t miss the opportunity of a lifetime to own a lakefront in Florida which continues to be a growing investment.

1100 S Lake Sybelia Drive, Maitland

$327,500
3 Beds 3 Baths Branch Tree SubDv. 32751 Zip Code
For a complete REAL walk through of this home find the Video or Virtual Tour button somewhere on this page! Situated in the quiet cul-de-sac of the sought-after Branch Tree community, this beautifully maintained three-bedroom, two-and-a-half-bathroom half duplex offers both comfort and convenience. With a two-car garage and a thoughtfully designed layout, this home is perfect for those seeking a blend of modern features and cozy charm. As you step inside, you’re welcomed by an abundance of natural light, soaring ceilings, and elegant wood-look tile flooring that enhances the open and airy feel. The spacious kitchen boasts rich cherry wood cabinets with crown molding, gleaming granite countertops, stainless steel appliances, and a cozy eat-in nook. A convenient pass-through window connects the kitchen to the dining room, making entertaining effortless. The expansive living room features ample space for relaxation or gatherings with a stylish half bath right off the living area. The primary suite, located on the first floor for added convenience, includes a ceiling fan, private sliding door access to the patio, and an en-suite bath with dual vanities and a glass-enclosed walk-in tile shower. Upstairs, you’ll find two additional bedrooms, each with ceiling fans and built-in closets, sharing a well-appointed second full bath with a tile shower and tub. Step outside to enjoy the large enclosed back porch overlooking the private, fenced-in backyard, a perfect retreat for morning coffee or evening relaxation. Additional updates include a 2015 roof and a 2017 A/C and water heater. Situated in a prime Maitland location, this home is just minutes from shopping, dining, and major highways, offering easy access to everything Central Florida has to offer. Don’t miss the opportunity to make this stunning home yours!

435 Poplar Court, Maitland

$3,200,000
4 Beds 3 Baths Hollieanna Shores 1st Add SubDv. 32751 Zip Code
One of a kind and once in a lifetime opportunity! A stunning lakefront peninsula with panoramic views off the north shore of Lake Maitland, the largest lake on the famed Winter Park Chain of Lakes, is now available. The estate is surrounded on 2 sides with approximately 300ft of lake frontage, 1.54 acres total and .7 acre dry. The home was designed by Nils Schweizer, a student and representative of Frank Lloyd Wright in Central Florida. Was later renovated adding a pitched roof and screened lanai with a pool/spa overlooking the lake! The 4 bedroom, 2.5 bath and 3 car-garage home with workshop has an abundance of windows and viewing areas to capture the beauty of central Florida lakes. This unmatched property has sunrise and sunset views looking out to Dog Island, Summerland Avenue tip, and the Isle of Sicily. The paver-drive and walkway lined with crepe myrtles, plumeria trees and hanging stag horn ferns welcome guests to the covered front porch and the dramatic foyer. Steps lead to the upper living room with wood floors, fireplace and 3 walls of glass and a balcony for breathtaking views of Lake Maitland. Nearby is an office with built-ins, ceiling fans and French doors opening to the immaculate landscape. The east wing leads to the primary bedroom having gorgeous views of sunsets, built-ins, fireplace and spacious contemporary bath: oversized walk-in shower, whirlpool tub, dual vanities and closets. Nearby is the dining room and custom kitchen. The dining room has built-ins and glass sliders to covered pool lanai - perfect for al fresco dining with pool and lake views. The kitchen has designer cabinets, granite counters, butcher block island and pass-through window to the pool wet bar. The kitchen sitting bar opens to the family room with wood floors, a breakfast nook and sliders to the screened pool lanai with 270 degree views of water! The north wing has 3 additional bedrooms and a full bath. The bonus room with vaulted ceilings, fans and glass sliders is ideal for a personal gym, theatre, or large den: it opens to either the 3-car garage or paver walkway to the workshop and backyard. A year-round personal resort with noteworthy plants for the gardener, dedicated workshop, hot tub and large pool overlooking the lake The partially enclosed boat house with a sitting deck is a special spot to enjoy sunrises and sunsets! Home’s generator and 250 gallon propane tank assure you of power! Renovate the current home or start fresh to build your dream home! This property is being sold as-is. The adjacent cleared lot on 125 Whitecaps Circle is also for sale. Purchasing both properties would give the new owner a very unique and stunning peninsula parcel on Lake Maitland on the famed Winter Park Chain of Lakes! See MLS#O6279215

127 Whitecaps Circle, Maitland

$407,000
3 Beds 2 Baths Sun Bay Club SubDv. 32751 Zip Code
LAKEFRONT 3-BED / 2-BATH / 2-CAR GARAGE Condo in GATED COMMUNITY of SUNBAY CLUB! This condominium is by far the finest in the entire Sun Bay Community and feels/functions more like a townhouse: SINGLE-STORY / END-UNIT FLOORPLAN with volume ceilings and only one attached neighbor! The home’s layout offers PRISTINE VIEWS of LAKE DESTINY, a private 29-acre lake, from the living areas, owner’s suite and screen/covered porch. HOME HAS BEEN FULLY-RENOVATED with the finest choices possible.<br><br> THE KITCHEN: Re-envisioned as a smart open-plan remodel with a large center island, built-in pantry, recessed refrigerator & microwave and a coffee-bar / butler’s station with cushioned seating/bench storage. TIMELESS & BEAUTIFUL LEVEL-II GRANITE exceeds your highest expectation. Upgraded cabinetry, shiplap detailing, crown molding, stainless steel apron sink, modern hardware and matching slate-finish LG appliance package.<br><br> ENTIRE DWELLING: Neutral & modern laminate flooring reaches every corner of the home (no "transition strips” between rooms!). Every window includes remote-operated SOMFY SMART SHADE window coverings throughout the entire home, controlled with the touch of a button! Stone accent walls in the living & dining areas create a perfectly intimate mood, day or night. Vaulted ceilings with 7 skylights fill the home with beautiful daylight (NEW-2024). Corner set fireplace with stone and shiplap detailing. Large owner’s suite connects to screened & covered patio all with peaceful LAKE VIEWS. Extensive renovations continue in the owner’s bath, guest bath, dedicated laundry area, and brick paved entry walk. HIGH-END UPGRADES INCLUDE: lighting, ceiling fans, door hardware, 5¼” baseboards, outlets & rocker panel switches all which make this modern & immaculate home your MOVE-IN READY choice.<br><br> SUNBAY CLUB: This small enclave of 68 condominiums offers a uniquely private living experience. Behind the iconic blue gates, you will find a beautiful community enhanced with fountains, open grassy areas, a tennis court, lakefront swimming pool and a boat launch perfect for your paddleboard. Sunbay Club replaced all tile roofs, gutters/downspouts, skylights in 2024. Monthly condo fee includes CABLE & HIGH-SPEED INTERNET (Spectrum). Fee also covers: Exterior Maintenance (building/roof), Common-Area/Gate, Landscaping/Irrigation, Lighting/Ponds Maintenance, Pool/Clubhouse Upkeep. Combined, these community services reduce your ownership costs tremendously!!<br><br> LOCATION: Access within minutes Worldclass “RDV Sportsplex” (Genesis HealthClub), Interstate-4 (Express), Publix, shopping & dining options. Downtown Maitland, Winter Park and Orlando are only a minutes away. Come see why this is the address you will want to call YOUR NEXT HOME!

1000 Winderley Place Unit 152, Maitland

$305,000
3 Beds 2 Baths Sun Bay Club Condo SubDv. 32751 Zip Code
NEWLY ‘ACTIVE’. . . . RENEWED AND REFRESHED . . . AND BACK ON THE MARKET WITH EXCITING NEW UPDATES! NEWLY PAINTED INTERIOR, NEWLY UPDATED MASTER BATH, AND FRESH FRONT AND REAR EXTERIOR UPDATING! </br> </br> If you thought all condos were pretty much the same boring 4 walls, THINK AGAIN! This secluded little jewel is UNIQUE and CONTEMPORARY with TONS OF CHARACTER, and VERY AFFORDABLE! Grab your morning coffee and walk the few steps from your kitchen/patio down TO THE LAKE and soak up a few peaceful moments before starting the rush of your day! </br> </br> This amazing 3 BEDROOM, 2 BATH, OPEN FLOOR PLAN offers 2 MASTER SUITES, plus a 3rd bedroom that could easily be used as an office, den, or playroom. A wood-burning FIREPLACE is at the center of the main living area. The LARGE KITCHEN has plenty of room for an eat-in table. EVERY BEDROOM HAS A SLIDING GLASS DOOR to the outside patio, with beautiful OVER-SIZED WINDOWS, letting in tons of NATURAL LIGHT. The owner has invested over $30K in LED lighting & many other upgrades to make this home extra bright, airy and open. </br> </br> Located in a very peaceful, restful, tropical-like setting, with fountains and plenty of trees and tropical landscaping, the GATED, secure SUN BAY CLUB is a quiet, well-established, LAKE FRONT community, with a huge lakeside pool, tennis court, and a relaxing lakeside seating area around the fire pit. This unit is situated toward the back side of the community, away from the main entrance gate, and within a stone’s throw of the POOL and partial lake view of beautiful LAKE DESTINY. There's AMPLE PARKING for you and your guests! </br> </br> CONDO FEE INCLUDES: CABLE & HIGH-SPEED SPECTRUM INTERNET, building and exterior grounds maintenance, pool and amenities, common areas maintenance, reserves funding, master insurance policy coverage and more. </br> </br> BRAND NEW TILE ROOFS were installed 2024. SELLER WILL PAY THE REMAINING SPECIAL ASSESSMENT IN FULL AT CLOSING with accepted offer! </br> </br> CENTRALLY LOCATED in the Maitland Center, just across from the RDV Sports Complex (now Genesis Health), minutes from I-4, shopping, dining, the entertainment parks, and the beaches. </br> </br> So much to offer you in this community and this beautiful one-of-a-kind condo unit. Call today to view it, then come back soon and call it HOME! </br> </br>

1000 Winderley Place Unit 143, Maitland

$1,700,000
9 Beds 7 Baths Stonehill SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Short Sale. This home needs love ...Located on the private 57-acre ski lake, Lake Seminary, this 8-bedroom, 7-bathroom home offers breathtaking views and quick access to Winter Park, I-4, and Maitland Town Center. Featuring two master suites and a flexible use suite with a separate entrance, the home boasts a grand entry with double staircases and soaring 24-foot ceilings. The chef’s kitchen is designed for entertaining, complete with granite counters, three dishwashers, double ovens, a warming drawer, and a hidden butler’s pantry. The living room showcases coffered ceilings, a gas fireplace, and sliding glass doors that open to the screened outdoor space. Built with foam-insulated concrete tilt-wall construction, this home includes Smart House technology, a Cat-5E LAN system, audio-visual wiring, a four-zoned TRANE HVAC system. Additional highlights include a theater room with a wet bar, designed as a hurricane-safe room, and multiple laundry rooms for convenience. Outside, the covered pool area features a 30x39 ft pool and heated spa all overlooking the lake.

125 Stone Hill Drive, Maitland

$855,000
5 Beds 3 Baths Dixie Terrace SubDv. 32751 Zip Code
Key West-Style 5-Bedroom Pool Home on Expansive Lot! Nestled in the desirable Dixie Terrace neighborhood, this Key West-inspired 5-bedroom, 2.5-bathroom home offers a rare opportunity to own a spacious property on a prime 111 x 135 ft lot. Pending approval from the City of Maitland, the lot can be split, offering an exciting opportunity to build or expand. With nearly 3,600 square feet of living space, this home combines coastal charm and contemporary style, while the true value lies in the location and expansive lot. The home itself features a unique design with high ceilings and an open, airy layout that is perfect for both relaxing and entertaining. The Great Room, which flows seamlessly from the large front hallway, offers stunning views of the backyard, while the gourmet kitchen is a chef’s dream, equipped with high-end appliances, including a stacked electric convection oven, microwave, warming drawer, and a 6-burner natural gas stove with double ovens and a grill. The spacious Owner’s Suite includes French doors that open to the screened-in patio, bringing the outdoors in. The en suite bath is a serene retreat with a walk-in closet, double sinks, a soaking tub, and a separate shower. The split-plan design offers plenty of privacy for the additional four bedrooms, with bedroom 5 located upstairs—ideal for a guest room or home office. Outside, the expansive backyard is a true tropical oasis. The sparkling pool is framed by a thatched-roof patio, creating the perfect setting for outdoor living. Surrounded by lush, low-maintenance landscaping featuring Florida-friendly plants like bromeliads and ferns, this space is perfect . The property also includes a vintage storage shed, formerly a sauna, with potential for restoration or creative use. For plant lovers, the south side of the property features a charming greenhouse ideal for orchids or other exotic plants. Complete with a bistro table and chairs, it’s the ideal spot to sip your morning coffee and take in the tranquil surroundings. With a 111 x 135 ft lot, this property offers both immediate appeal and long-term potential. Walking distance to the iconic Enzian Theatre and Park Maitland School. Located in a top-rated public school district and just minutes from Winter Park’s Park Avenue, Winter Park Village, Baldwin Park, and 16 miles from Orlando International Airport, this home offers both convenience and a luxurious, peaceful lifestyle.

1601 Lyndale Boulevard, Maitland

$865,000
4 Beds 3 Baths Kings Row SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. LOCATION, LOCATION, LOCATION! This spacious 4-bedroom, 3-bathroom pool home is nestled in the prestigious and highly sought-after Kings Row Community in the heart of Maitland, Florida. Known for its peaceful, suburban atmosphere, Kings Row offers the perfect blend of tranquility and convenience. This well-maintained home features a split bedroom plan, offering added privacy for the family. The expansive Primary Bedroom is a true retreat with two closets, including a walk-in closet located inside the en suite bathroom. The Primary Bathroom boasts dual sinks, abundant counter space, a separate makeup area, and a private water closet. The additional bedrooms are generously sized, ensuring comfort and space for everyone. The large kitchen is a chef's dream, featuring sleek granite countertops, an enormous island, and ample cabinet space. A bright window over the sink provides a perfect view of the screened-in patio and lap pool. Speaking of which, the pool was designed for lap swimming, providing both fitness and relaxation in your own backyard. The cozy family room is highlighted by a stone, wood-burning fireplace and French doors leading out to the screened patio, perfect for entertaining. Just off the Primary Suite, you'll find a versatile sunroom, ideal for use as a sitting area, office, or workout space. Enjoy serene views of the pool while relaxing in this peaceful retreat. The sunroom also features two sets of French doors: one leading directly to the pool and another to the screened patio. Plus, it includes an additional full bathroom, providing privacy and convenience for guests or family members. This home has been meticulously cared for by the original owners, with recent upgrades including a new roof (2017), new AC (2023), new electric panel (2024), energy-efficient windows, and recent plumbing updates. Situated in a prime location, this home is zoned for A-rated schools: Dommerich Elementary, Maitland Middle, and Winter Park High. Enjoy proximity to downtown Maitland, with its charming local shops, restaurants, and cultural attractions like the Maitland Art Center. Nearby Lake Lily Park offers walking trails, picnic areas, and a beautiful lake to explore. This home is the perfect blend of comfort, style, and location! Don’t miss your opportunity to make it yours today!

110 Lamorak Lane, Maitland

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

2201 Sunderland Road, Maitland

$1,575,000
5 Beds 4 Baths Dommerich Brook SubDv. 32751 Zip Code
Tucked away in a quiet cul-de-sac in the heart of Dommerich, this breathtaking modern farmhouse, built by Keith Groninger in 2014, is set on a serene nature-preserve lot just blocks from A-rated Dommerich Elementary. With over 3,900 square feet of thoughtfully designed living space, this home offers 5 bedrooms (including a spacious oversized loft), 4 bathrooms, an office, a bonus room, and an open-concept great room with stunning views of the surrounding greenery. Designer details such as shiplap accent walls, vaulted ceilings, and wood plank tile floors complement luxurious upgrades throughout. Oversized sliding doors fill the home with natural light and open to a covered patio with motorized screens and a composite-wood deck, perfectly positioned to overlook the saltwater pool and preserve. An outdoor shower adds a touch of resort-style convenience, perfect for rinsing off after a swim or enjoying a refreshing start to the day. Home recently This lifestyle-focused home is ideally located near top-rated schools, major transportation routes, charming Maitland downtown, vibrant Winter Park, and an array of parks, restaurants, and shopping destinations. Energy efficiency and smart living take center stage with features like a 22kW whole-house backup generator (warranty through Q1 2026), radon mitigation and UV systems for the HVAC, Nest smart smoke/carbon monoxide detectors, high-voltage EV charging, solar panels for the water heater, and a solar-heated saltwater pool, and a Florida Green Certified 56 HERS rating. Additional conveniences include French drains, gutter guards, a backyard shed, smart thermostats, and a security system wired for both ADP and Central Alarm. With expansive storage, a dedicated organization hub for a drop zone or study area, and a seamless blend of style, functionality, and sustainability, this home is an exceptional offering that truly stands out.

2131 Dyan Way, Maitland

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

222 Flame Avenue, Maitland

$415,000
3 Beds 3 Baths Park Maitland Villas SubDv. 32751 Zip Code
Stunning 3-bedroom, 2 and ½-Bath townhome located in the highly sought-after Park Maitland community. This spacious residents features an open floor plan including 42 inch maple cabinets in the kitchen, maple wood flooring in the main living area, elegant finishes like stainless steel appliances, and abundant natural light throughout. The oversized master suite offers a private retreat, while the beautiful fenced in backyard with a covered walkway from the 2-car garage to the main home provides ample space for outdoor entertainment. Ideally located near top-rated schools, shopping, and dining, this home combines convenience with comfort. Don’t miss out on the opportunity to make this property your own! Schedule a viewing today.

2250 Park Maitland Court, Maitland

$490,000
3 Beds 2 Baths Druid Hills Park SubDv. 32751 Zip Code
PRICE REDUCED!! Welcome to this beautifully maintained 3-bedroom, 2-bathroom pool home offering the perfect combination of comfort, convenience and charm. This home is just minutes from the Altamonte Mall, Cranes Roost Park, dining, schools, and major highways-close to everything you need! Cozy up by the wood burning fireplace on chilly evening or enjoy gathering in the open-concept living and dining areas. Beat the heat of the warm Florida summers with your fully enclosed sparkling pool and hot tub, perfect for entertaining or just relaxing. The oversized lot gives you ample space for gardening, space for pets or other outdoor activities, as well as a versatile bonus metal building, separate from the main house, that would be perfect for a workshop, extra storage, art studio or hobby space. The house has a brand new roof, new A/C, new kitchen appliances and new attic insulation. Don't miss this incredible opportunity to own a home that checks all the boxes. Whether you're entertaining by the pool or working on a project in the shop, this property offers great possibilities. Schedule your showing today and make this home yours! Motivated seller is willing to include $10,000 towards closing costs or rate buydown when using sellers preferred lender.

349 Hickory Drive, Maitland

$650,000
4 Beds 2 Baths Dommerich Ests 1st Add SubDv. 32751 Zip Code
This spacious block home in Dommerich Estates sits on a 0.29-acre lot and offers endless potential for renovation or a complete rebuild. Built by Charlie Clayton, the home features a brick exterior, an oversized two-car garage, and a versatile layout. The original eat-in kitchen connects to a great room that leads to a large Florida room with windows overlooking the pool and a generously sized backyard. The master suite includes terrazzo floors, a walk-in closet, and a shared bathroom that connects to an office, which then leads to a fourth bedroom with its own walk-in closet. Two additional bedrooms, both generously sized, share a second bathroom. A separate family room boasts a brick fireplace, exposed beams, and built-in seating with storage. The backyard offers plenty of space alongside the pool, perfect for entertaining or enjoying the outdoors. Located within walking distance to Dommerich Elementary and Maitland Middle and zoned for Winter Park High School, this property is also near Maitland Community Boardwalk Park and offers optional access to Lake Minnehaha, part of the Winter Park Chain of Lakes, for a nominal annual fee.

1720 Algonquin Trail, Maitland

$535,000
4 Beds 2 Baths Brittany Gardens SubDv. 32751 Zip Code
Welcome to 2648 Queen Mary Place, a beautifully maintained 4-bedroom, 2-bathroom home in a sought-after gated community of Brittany Gardens in Maitland, Florida. With over 2,200 square feet of thoughtfully designed living space, this home features a perfectly SPLIT FLOOR PLAN with a separate formal dining room, great-sized rooms, and a LARGE master bathroom for ultimate comfort. Recent updates include a ROOF INSTALLED 2018, brand-new TANKLESS WATER HEATER, and durable LUXURY VYNIL PLANK (LVP) flooring throughout, ensuring modern convenience and style. The screened-in patio offers a serene space to enjoy Florida’s year-round sunshine, while the super cute curb appeal welcomes you home. Residents of Brittany Gardens can enjoy access to Howell Creek and fishing from the shore. Located just minutes from downtown Winter Park’s dining, shopping, and cultural attractions, this home combines prime location with exceptional features, making it the perfect place to call home. Schedule your private showing today!

2648 Queen Mary Place, Maitland

$930,000
4 Beds 4 Baths Delroy Park SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. This beautifully updated mid-century home is located in the desirable Delroy Park neighborhood of Maitland, offering the ideal setting for your dream family home. Positioned on a spacious corner lot, this residence blends classic elegance with modern comfort. As you enter, you're welcomed by the timeless beauty of hardwood floors throughout the main living areas, creating a cozy and inviting atmosphere. The open-concept floor plan seamlessly connects the living spaces, making it perfect for both family gatherings and entertaining. The heart of the home is the stunning kitchen, designed for both style and functionality. It features 42-inch cabinets, gleaming quartz countertops, a gas range, and double ovens—everything you need whether preparing a gourmet meal or a quick snack. An eat-in bar and a cozy dinette area overlook the family room, so the chef is never far from the action. This home offers two spacious primary suites, providing flexibility and privacy for all. The upstairs suite serves as a peaceful retreat, featuring two generous closets with custom organizers and a dressing/vanity area, adding an extra touch of luxury. The downstairs suite includes its own en-suite bath with a walk-in shower and closet organizers for convenience. Step outside to discover an enclosed Florida room, perfect for relaxing in the Florida sunshine or enjoying the evening breeze. The fenced backyard is an outdoor enthusiast's paradise, complete with an outdoor kitchen area, ideal for barbecues and al fresco dining. The home boasts numerous upgrades, including LED ceiling lighting throughout, crown molding, updated windows, and plantation shutters that elevate every room. Modern features like a new AC system, additional insulation for energy efficiency, a tankless water heater, updated plumbing and electrical systems and fixtures offer peace of mind and comfort. With fresh interior and exterior paint, this home harmonizes timeless beauty with contemporary living. Delroy Park in Maitland isn't just a place to live—it's a community where memories are made. Welcome to your new home!

400 W Trotters Drive, Maitland

$250,000
3 Beds 2 Baths Visconti West SubDv. 32751 Zip Code
Welcome to your dream condo! This beautifully updated 3-bedroom, 2-bathroom first-floor unit with the screened lanai in Maitland, FL, offers the perfect blend of comfort and convenience. Spanning 1,243 sq. ft., this home features brand-new vinyl flooring throughout and a suite of new appliances, including a refrigerator, oven, cooktop range, hood, dishwasher, washer, and dryer. This beautiful condo comes with a private garage, a carport, and two additional storage spaces, ensuring ample room for all your needs. Enjoy resort-style living with access to community amenities, including a sparkling pool, clubhouse, tennis court, and basketball court. Located in a highly desirable area, this condo is ideal for anyone seeking a modern, low-maintenance lifestyle close to everything in Maitland. Its prime location near I-4 and major expressways ensures quick access to top attractions. Don’t miss the opportunity to make this stunning condo your new home in a gated resort-style community

1175 Lake Shadow Circle Unit 4103, Maitland