32751 Zip Code FL Real Estate, Homes with Awning(s) for Sale

4 Beds ⋅ 5 Baths ⋅ Lake Colony Ph 02 SubDv. ⋅ 32751 Zip Code

Priced for quick sale! Modern, mediterranean lakefront residence in one of Maitland’s most desirable GATED communities, positioned on a private cul-de-sac atop a natural rise. Set on over 1.3 acres with approximately 179 feet of frontage on Lake Jackson (ski lake), the property offers a rare combination of elevation, privacy and expansive water views in a central Maitland location with quick access to I-4, downtown Maitland and Park Avenue, Winter Park. Lake Colony Estates is conveniently located across the street from Orangewood School. The home was custom built by Keith Groninger, a 10-time Parade of Homes winner. A tree-lined drive leads to a paved driveway and a welcoming entry with imported hand-crafted 8-foot wood doors and tile roof. Inside, the foyer opens to a dramatic great room with 20-foot cathedral ceilings, clerestory windows and a floor-to-ceiling wood burning fireplace, butlers pantry and wet bar. The home has been refreshed with white interior paint, enhancing the natural light and giving the interiors a timeless backdrop. The gourmet kitchen is designed for both function and gathering, featuring 3cm granite countertops, a large island, 5-burner gas cooktop with custom stone and mortar arch detail, tumbled marble backsplash and vaulted ceilings with exposed wood beams sourced from Pennsylvania. Expansive lake-facing pocketing windows frame Lake Jackson and open the chef’s kitchen to the screened porch for effortless outdoor dining and entertaining The first-floor primary suite features engineered hardwood floors, direct access to the outdoor pool and a spacious bath finished in tumbled marble with a soaking tub, dual vanities and walk-in shower. A large custom walk-in closet provides generous storage. Upstairs, three oversized bedrooms each offer ensuite baths and a large bonus room overlooking the lake. Outdoor living is centered around the covered, screened porch, lakefront setting and gated pool. The private and expansive lawn -179 feet of shoreline, complemented by a private boathouse (newer lift) with direct access to Lake Jackson for boating, skiing, jet skis, canoes, paddleboards and more! Also, enjoy sunrise views over Lake Jackson! Additional features include two new ACs, oversized three-car garage, amazing storage and closet spaces, mature and new landscaping and carefully maintained architectural detailing throughout. Four point, roof certification and wind mitigation reports will be provided by the sellers. Seawall maintained by HOA. No flood insurance required on the home.

1244 E Lake Colony Drive, Maitland

$299,000

2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code

Elegantly renovated two-bedroom, two-bath second-floor condo in the gated community of Sun Bay Club on Lake Destiny in Maitland. Vaulted ceilings and abundant windows create a bright, airy atmosphere throughout. The gourmet kitchen has been fully updated with 42-inch custom hardwood cabinets, Zodiaq (Cambrian) quartz countertops, a Kohler farmhouse sink, stainless steel appliances, and porcelain wood-plank floors. The kitchen opens to the dining and living areas, featuring a built-in desk, wood-burning fireplace, custom built-ins, clerestory windows, and triple sliding doors leading to a private balcony with a storage closet. The split floorplan includes the primary suite with a walk-in closet and a renovated bath with dual vanities, hardwood cabinets, designer fixtures, a glass-block shower, and natural light from a private skylight. The secondary bedroom has two wall closets and an upgraded bathroom with custom cabinets, a tub, and a skylight. Meticulously maintained with pride of ownership reflected throughout. Features include double-door entry, knockdown ceilings, designer finishes, ample storage, and an interior laundry closet. Additional updates include a new Carrier AC (2023), a new hot water heater (2025), and a new tile roof with gutters, downspouts, and skylights (2024). Sun Bay Club offers a beautiful lakefront pool, lake access with a boat ramp, a tennis court, a dog park, a community meeting room, and a car wash area for residents. Its central location is just minutes from I-4, RDV Sportsplex, Publix, shopping, and dining. Downtown Maitland, Winter Park, and Orlando are only a short drive away.

1000 Winderley Place Unit 239, Maitland

$1,425,000

3 Beds ⋅ 3 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Sophisticated and timeless, this stunning one-story home was completely reimagined in 2019 by multi-award-winning builder and design through Z-Properties. Taken down to the studs and rebuilt with the finest materials, this split-plan three-bedroom, three-bath residence blends modern design with an inviting, incredible design feel. Gorgeous high grade wood flooring throughout along with expansive windows and walls of glass flood the interiors with natural light, taking advantage of picturesque views! The backyard is a sanctuary setting with Signature Landscape mature landscaping and sparkling pool and separate spa. The open concept design is ideal for daily living and entertaining, with a seamless flow extremely well thought-out living areas. A designer-inspired gas fireplace in the dining area creates a sophisticated and welcoming ambiance, while two sets of glass doors in the living room open to the inviting outdoor living spaces. The stately kitchen is a showpiece, featuring Thermador Pro Series appliances, a Sub-Zero wine tower, and elegant counters that elevate form and function. The primary suite offers a private retreat with a generous walk-in closet and a spa like well-appointed bath. Two additional bedroom suites are equally refined, each with custom closets for optimal storage and organization. Outside, every detail has been thoughtfully curated. The private front courtyard, centered around a tranquil Zen fountain private courtyard, sets the tone for the home's refined elegance. The rear outdoor living area features Brazilian IPE wood decking surrounding the heated saltwater pool, alongside lush landscaping, complete with sculpted hedges and tropical palms, creates a resort-like ambiance. A built-in summer kitchen includes a gas grill and green egg off the kitchen, and flex space is framed by a beautiful bougainvillea hedge for added serenity, ideal for effortless outdoor entertaining. Lastly there is a fully finished garage with indoor/outdoor carpeting and is temperature controlled with its mini-split AC unit. Residents of Hollieanna Shores enjoy deeded lake access to Lake Maitland, part of the prestigious Winter Park Chain-of-Lakes, via a private community boat ramp. Ideally with convenient access to major roadways, this exceptional home offers easy commutes to downtown Winter Park, Orlando and area airports, a sophisticated retreat in one of Central Florida's desirable Maitland/Winter Park hidden gem neighborhoods!

123 Hollie Court, Maitland

$575,000

4 Beds ⋅ 3 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code

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

448 Plumhollow Lane, Maitland

$228,000

2 Beds ⋅ 2 Baths ⋅ Park Lake Villas Condo SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. **2024 ROOF, 2025 HVAC** FULLY RENOVATED TOP TO BOTTOM. Discover this stunning, newly renovated one story end unit boasting over 1,000 sq ft of modern living space. This spacious 2 bedroom, 2 bath condo features luxury vinyl plank flooring throughout, a stylish new kitchen with white shaker cabinets, quartz countertops, and stainless steel appliances, plus all new light fixtures and fresh interior and exterior paint. Both bathrooms have been tastefully updated, including a stand up shower with designer finishes. Additional upgrades include a newer water heater, 2024 exterior paint, new attic insulation and more. Enjoy outdoor living on the private fenced patio, perfect for relaxing or entertaining. With the HOA maintaining the exterior, roof, and landscaping, you’ll enjoy truly worry free living. Conveniently located just steps from the community pool and minutes from shopping, dining, the Maitland Farmers Market, SunRail, Park Avenue, Winter Park Village, and I4. Schedule your showing today!

1601 Grove Street Unit 552, Maitland

$1,920,000

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

Experience the ultimate in lake lifestyle living with this beautifully renovated four-bedroom, three-bath home located on the canal to Lake Maitland — one of the most desirable lakes on the Winter Park Chain-of-Lakes. Tucked away on a quiet cul-de-sac just one house from open water, this home offers the perfect blend of waterfront serenity and access to vibrant city amenities. Inside, the residence has been thoughtfully updated over the past six years, preserving its character while incorporating modern finishes. Refinished original hardwood floors flow through the main living areas, and the remodeled kitchen features quartz countertops, a glass backsplash, a Wolf gas cooktop, and opens to a bright, sunlit family room with three sets of French doors that lead to the pool, side deck, and expansive outdoor living areas. The spacious living room and a stylish media/den with a striking marble accent wall provide comfortable spaces to relax or entertain. The primary suite features French doors to the pool and a luxurious en-suite bath with a soaking tub, large glass shower, dual sinks, and a showstopping glass walk-in closet. Two additional bedrooms share a Jack-and-Jill bath, and a fourth bedroom with a full bath adds flexibility. Outdoor living takes center stage with a completely renovated pool featuring a HeatWave heating and cooling system and a sand-blasted marble deck. A generous covered lanai offers plenty of space to relax, grill, and entertain, and includes a 20x15-foot SunSetter motorized awning with LED lighting for shade and ambiance. Enjoy canal-front lounging on the WearDeck composite deck, or hop on your boat or Jet Ski from the covered boathouse with hoist lift and floating dock. Recent upgrades include a new Bosch A/C system (2024) with 10-year warranty and a new roof (2019) with transferrable warranty. Located minutes from Park Avenue in downtown Winter Park, this home also offers quick access to Maitland’s cultural corridor with its growing list of restaurants, Lake Lily Park, the Maitland Public Library, and the popular Lake Lily Farmers’ Market. This is a rare opportunity to enjoy the best of waterfront living in an unbeatable Central Florida location.

210 Shell Point W, Maitland

$1,200,000

4 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code

Stunning Estate Home in Maitland Club! Welcome home to this renovated, 4-bedroom, 3.5 bath pool home with 2-car garage. Offering 3,870 Sf of luxurious living space including formal living and dining rooms, a home office, family room, & more. Sophisticated updates have been recently completed, including a BRAND-NEW ROOF (2024), hexagon tile in the office and living room, accent wall with fireplace, and a modern kitchen that showcases high-end black appliances, contrasting cabinets and bright white Quartz countertops, brass hardware, and a herringbone backsplash. French doors off the living, family, and primary bedroom open to the covered lanai and provide pool views from every angle within the home. The first-floor primary bedrooms is generously sized and has a gorgeous en suite that's been updated with a new double-sink vanity, new lighting, new soaking tub, and new walk-in shower with elevated subway tiling. Upstairs are 3 additional bedrooms each with ample closet space and a hall bath. You'll enjoy spending time underneath the covered lanai and taking advantage of the beautiful pool during Florida's summer months. This home offers a quiet backyard wtih a brick wall for extra privacy. Located in Maitland Club residents of this community enjoy 24-hour guard gate access, quiet streets with sidewalks for walkability, and community tennis courts. Zoned for Lake Sybelia Elementary, Maitland Middle, and Edgewater High and within minutes of highly-rated private schools there are plenty of A-rated schools just around the corner. Showings are by appointment only, schedule yours today.

960 Brightwater Circle, Maitland

$1,089,000

4 Beds ⋅ 4 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Maitland Mediterranean home with lake access to Lake Maitland and the WP chain of lakes. This well maintained home has 4 bedrooms and 3.5 baths with over 3000 square feet of living area. Spacious gourmet kitchen with separate eat-in area. Stainless appliances, granite countertops with bar seating opening out to the family room. French doors lead out to a covered patio overlooking the private backyard complete with a relaxing spa. Butlers pantry equipped with a wine refrigerator leads to the formal dining room. First floor primary bedroom with a large bath complete with soaker tub, separate shower, and 2 separate vanities. Second floor consists of 3 bedrooms, 2 baths, and a large gathering room perfect for kids and entertaining. This fabulous location in a sought after neighborhood, great schools, and easy access to eating and shopping.

123 Tangelo Court, Maitland

$267,500

2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code

RARE and RENOVATED 2-BED / 2-BATH Condo in GATED SUNBAY CLUB! Fall in love with the secluded placement of this remodeled condominium with its own staircase leading to a dedicated entryway and double entry door. Upon entry, experience the immediate openness of the living space. Volume ceilings, two large transom windows, open floorplan adjoining the living room, dining room and kitchen make this the most functional floorplan in the entire community. DINING/LIVING: Remodel includes granite countertops, hardwood cabinetry with crown detailing, an under-mount sink, built-in trash receptacle and large window make this cooking area a joy for every meal’s preparation. A dining room large window creates an eating space where every meal will feel like a five-star experience. A wood burning fireplace flanked by built-in shelving, and a sliding door leading to your large private balcony sets a mood you’ll love settling into every evening. ENTIRE DWELLING: Owner’s suite shares access to the private balcony. Additional upgrades include two renovated bathrooms, upgraded storage in owner’s walk-in closet, gorgeous shower with glass door and glass block wall. The entire home has been freshly carpeted and painted in a neutral palette will perfectly compliment your own taste of décor and furnishing. Ample guest-bedroom with dual reach-in closet provides all the storage you’ll ever need! HVAC (2023), WATER HEATER (2017) provide peace of mind. 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. CONDO FEE INCLUDES: CABLE & HIGH-SPEED INTERNET (Spectrum). Fee also covers: Gated Entry, Exterior Maintenance (building/roof), Common-Areas, Landscaping/Irrigation, Lighting/Ponds Maintenance, Pool/Clubhouse Upkeep, Master Insurance Policy (buildings). Combined, these community services reduce your ownership costs tremendously!! LOCATION: Access within minutes World-Class “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 237, 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

$1,920,000

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

$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

$485,000

4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

ROOF|2017| HVAC |2021| Re-Piped 2021| This fully renovated 4-bedroom, 2-bathroom home in the heart of Maitland showcases modern design and thoughtful upgrades, offering a perfect blend of style, comfort, and functionality. The open-concept floor plan allows for an abundance of natural light, highlighting a chef’s kitchen that features a large farmhouse sink, panel matched dishwasher, a massive island with ample storage, hidden trash and microwave compartments, built-in outlets, and a seating area, making it an entertainer’s dream. Custom-built cabinets and shelving, along with French doors, add a touch of elegance, while a pocket door creates a private retreat for the secondary bedrooms and bathroom—ideal for multigenerational living or older children. The dining room is thoughtfully positioned near large picture windows and includes a built-in buffet, making hosting holidays or parties a breeze. Recent 2024 upgrades include fresh interior and exterior paint, a Mossy Oak vinyl privacy fence with irrigated privacy landscaping in the front and back that will grow into a lush natural barrier - your Maitland oasis. Breath easy with recently cleaned AC ducts plus a NEW UV filtration system to ensure superior air quality. The bathrooms have been updated with new toilets, and the home has been fully repiped with durable PEX piping for added peace of mind. The roof, re-roofed with a permitted project in 2017, has ample remaining life, and the HVAC system was permitted and installed in 2021. Avoid insurance hassles and high premiums by purchasing this upgraded, turn-key property. The outdoor space is equally impressive, featuring a spacious covered patio with a pergola that invites you to relax or entertain year-round. The expansive backyard offers endless possibilities, from gardening to play, and includes a convenient storage shed and a large playset, if desired. At nearly 1/4 acre, this oversized lot offers ample space for potential additions, a pool, or even the possibility of an accessory dwelling unit (ADU), subject to buyer verification and local zoning regulations. A two-car garage provides ample room for vehicles and storage, while the neighborhood’s sidewalks, scheduled for enhancement and additional installation in Spring 2025, further accentuate the community’s charm and walkability. Located just minutes from Central Florida’s top private schools, including Trinity Preparatory School, St. Mary Magdalen Catholic School, and Park Maitland School, this home is perfectly positioned for families seeking quality public or private education options. The English Estates community is renowned for its charming character and well-maintained homes, which retain their timeless appeal and offer architectural diversity. Residents enjoy a prime location close to shopping centers, restaurants, and major highways, making commutes to downtown Orlando or nearby Winter Park effortless. Outdoor enthusiasts will love the proximity to Kewannee Park, which offers walking and biking trails, playgrounds, a basketball court, and picnic areas. The quiet streets and friendly neighbors create an inviting environment for households of all types. This home presents a rare opportunity to enjoy a lifestyle of comfort and convenience without the hassle of costly, messy, or time-consuming renovations. Schedule your private showing today!

1509 Oxford Road, Maitland

$312,000

2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code

Totally updated gorgeous condo. Once inside you will see a designer inspired beautiful home! This light and bright home is ready to move into with too many upgrades to list. The Kitchen is a gourmet's delight featuring 42-inch cabinets, a center island, built in oven, built in cook top and stone counters. Don't worry when you entertain as this kitchen opens up to the dining and family room, making it perfect for entertaining. The family room features a vaulted ceiling, a wood burning fireplace, wood floors and plenty of light! The enclosed patio gives you even more space for entertaining and has a beautiful view of the fountain and water. The guest bedroom (currently being used as a den) Is large and spacious featuring a large closet as well. The adjoining guest bath is totally updated in beautiful neutral colors. The primary bedroom is just off from the family room and is large and spacious. Once you enter into the primary ensuite you will feel as though you have walked into a spa. Double vanities and the Shower has got to be seen to be believed Imagine a large walk-in shower with a skylight? You may never want to leave the peace and tranquility of this ensuite bath. A very large walk-in closet will give you plenty of space. Sun Bay club located in the heart of Maitland and has got to be one of the best kept secrets in Maitland. The HOA fee includes all the exterior maintenance, roof, common areas, pool, cable as well as high speed internet and wi-fi. Conveniently located near Maitland Center, I-4, the 414 and is close to medical, shopping, restaurants and much more. Make your appointment today to see this gorgeous home!

1000 Winderley Place Unit 241, Maitland

$309,000

2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo Unit 01 SubDv. ⋅ 32751 Zip Code

Seller Accepting Backups... Absolutely STUNNING! This spacious 2nd/Top floor 2 BR, 2 BA condo offers 1,275SF of Luxuriously Updated space. Walk through the Double Door entry to find a light flooded living space with gorgeous new 24” Ceramic Tile and Recessed Dimmable LED Lighting throughout. Additional updates include a new opened up Kitchen with 42" Raised Panel Wood Cabinets, Quartz Countertops & Backsplash, Stainless Steel Appliances, Center Island and Closet Pantry. Next to the Kitchen is the Dining Area and Living Room featuring a newly faced Wood Burning Fireplace, Wet Bar with Fridge & Lighted Mirror, Vaulted Ceiling accented by a bank of windows for natural lighting and a Private Covered & Screened Balcony with a storage room. Off the Living Room is a set of Natural Wood Double Doors leading to the large Primary Bedroom which features a Luxurious En-Suite Bath and Walk-In Closet with built-in organizers. The updated bath offers a new vanity, beautiful modern mirror (with dimmable lighting options, a defogger & Bluetooth connectivity) and a Stylish Curved Shower. The second bedroom is split from the Primary, has a Private Covered & Screened Balcony and direct access to the Hall Bath which has also been beautifully updated. The Inside Laundry is conveniently located in the Hall alongside the 2018 A/C. Sun Bay is Maitland’s best kept secret as a Secluded Gated Waterfront Community. Amenities include BRAND NEW TILE ROOF and GUTTERS, CABLE TV AND INTERNET INCLUDED in the fees, a Lakefront Pool & Spa, Community Boat Ramp, Tennis Courts, Car Wash Spot and Dog Park. Sun Bay is located on Lake Destiny, Close to Maitland Office Park, I-4, 414 Maitland Exchange, RDV Sportsplex, Hospitals, Shopping and so much more! Reach Out today to set up a private showing.

1000 Winderley Place Unit 221, Maitland

$750,000

3 Beds ⋅ 2 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code

Discover the charm of 1781 Sunnyside Drive, nestled in a hidden gem of Maitland, right on the border with Winter Park. This home’s prime location offers an unparalleled lifestyle, perfect for those who appreciate the best of Central Florida living. Imagine living just a half-mile from the iconic Enzian Theater, where you can catch indie films and enjoy unique dining experiences. For the golf enthusiasts, the Winter Park 9 Hole Course is just 1.25 miles away, offering a picturesque and challenging game. Park Avenue, with its award-winning restaurants and boutique shops, is also only 1.25 miles from your doorstep. Daily conveniences are at your fingertips with Whole Foods Market just 0.75 miles away, and the newly reimagined Winter Park Village, a hub of shopping and dining, just a mile from home. Enjoy leisurely strolls through some of the most beautiful neighborhoods in Central Florida, with the option to walk to Park Avenue and indulge in its vibrant atmosphere. Families will appreciate the zoning for A-rated schools, including Dommerich Elementary, Maitland Middle, and Winter Park High, ensuring a top-tier education for your children. This turn-key home has seen numerous upgrades over the past eight years, making it move-in ready. The open floor plan kitchen with cathedral ceilings in the living areas creates a spacious and airy ambiance. Engineered wood floors run throughout the home, adding elegance and durability. The primary suite bathroom was recently renovated in September 2023, offering a luxurious retreat. The efficient floor plan includes well-sized guest bedrooms, ensuring comfort for everyone. Step outside to your own tropical paradise, meticulously maintained and perfect for entertaining. The fire pit area is ideal for gatherings with friends and family, while the modern horizontal Malibu-style fence adds a touch of sophistication. The yard features a private well, keeping the lawn green and luscious year-round. The pavered three-car driveway and walkways provide ample parking and enhance the home’s curb appeal. Additionally, the home was replumbed in 2016, and both the interior and exterior were freshly painted in May 2024. Furthermore, the home boasts a BRAND NEW roof, ensuring peace of mind and added value. Whether you are downsizing or looking for your first home, 1781 Sunnyside Drive is a wonderful opportunity to enjoy a beautifully maintained, upgraded property in an unbeatable location. Don’t miss the chance to make this exceptional home yours!

1781 Sunnyside Drive, Maitland

$1,400,000

5 Beds ⋅ 5 Baths ⋅ Stonehill SubDv. ⋅ 32751 Zip Code

MOVE-IN READY/NEW TILE ROOF. Luxurious custom built 5-bedroom, 4.5 bathroom home with oversized 3-car garage on large corner lot in the highly desirable Stonehill subdivision. The home and pool have been renovated by the current owners with high-end finishes throughout, including quartz countertops, wood and tile flooring, glass shower/tub enclosures, designer light fixtures and ceiling fans, LED ceiling lights, and more. The large kitchen, with Thermador appliances (including a gas cooktop), and a sizeable walk-in pantry, has an open floor plan that is great for hosting parties and special events. The master bedroom is on the first floor with direct access to the saltwater, heated pool and spa. The master bathroom includes two walk-in closets, two separate sinks, a freestanding soaking tub, and a separate glass enclosed shower. The large covered rear porch with built-in BBQ grill and sink is perfect for entertaining by the pool. The first floor office with glass French doors provides a convenient place to work at home. There are two bonus rooms that can be used for an additional bedroom, gym, game room, media room, yoga room, etc. The 10' ceilings on the first floor provide a spacious and airy feel with an abundance of natural light. Two separate fireplaces provide a cozy ambience in the living room and the family room. Fenced in yard with new exterior landscape lighting and pavers. Just minutes from a vast array of shopping and dining options located at Winter Park's famed Park Avenue, Winter Park Village, and Maitland City Center. The Maitland Sunrail station, Maitland Center office park, Genesis Health Club, and I-4 are only a short distance from the home. Lake Lily Park, Minnehaha Park, and Maitland Community Park are within walking/biking distance.

122 Stone Hill Drive, Maitland

$500,000

3 Beds ⋅ 2 Baths ⋅ Park Lake Shores SubDv. ⋅ 32751 Zip Code

Must remodel this 1939 home that was moved from Park Avenue many years ago but now rests in Maitland bordering Winter Park. This home is a piece of history with character but in need of some TLC. Beautifully arched high ceiling along with a fireplace in the formal living room. The Florida room is surrounded by glass sliding doors that open to a wooden patio with French doors, countless windows, gracious screened front porch and additional awning covered porches surrounding the home and huge master bedroom. don't miss this opportunity as large developers have purchased most all properties surrounding this listing. use your imagination to make this house a home.

113 Gem Lake Drive, Maitland

$1,400,000

4 Beds ⋅ 3 Baths ⋅ Druid Hills SubDv. ⋅ 32751 Zip Code

Do not miss the opportunity to own this lovely 4 bedroom, 3 bath, half acre pool home nestled along one of the most beautiful streets in Central Florida, with its hilly and winding road, canopy of oak trees and serene lakes. In 2000 the owners took the home down to the studs, completely renovated and enlarged it, and designed it to feel like an Italian Villa. The foyer has beautiful travertine flooring and a grand staircase with a wrought iron banister and inlaid with custom Italian tile. The spacious sunken living room features hardwood floors, tall ceilings, custom built-in cabinet and a dual wood burning fireplace which opens to the dining room. The gourmet kitchen was remodeled in 2016 by S&W Kitchens and is a chef’s dream. It is equipped with custom cabinetry with all the lower cabinets having pull out drawers, double Viking ovens, warming drawer, farm sink, vegetable sink, spacious cooking Island with a 6 burner Dacor cooktop, breakfast bar, loads of counter space, a cozy breakfast nook, and a custom wine cellar with new refrigeration. The kitchen showcases French doors leading out to the pool area and a large window over the sink with views of the pool and backyard. A cozy den, laundry room, media/playroom, bedroom & bath round out the first floor. The 2nd floor features 2 more secondary bedrooms, office with a built- in desk, spacious hall bath and an exquisite Primary Suite. The Primary Suite is a true oasis showcasing a stunning hand painted ceiling, plus wood beams which were imported from a barn. Enjoy morning coffee without leaving your room with the convenient coffee bar while staying warm next to the gas fireplace. The luxury primary bath features a spacious jacuzzi tub, walk in shower, bidet, dual sinks, and gas fireplace. A private balcony awaits you just beyond the bathroom where you can enjoy morning coffee or evening wine while listening to and watching all that nature has to offer. A winding staircase takes you to the downstairs patio where a fabulous (new) sauna awaits. You will love entertaining family and friends in the incredible backyard. The heated saltwater pool and spa are perfect for your backyard barbecues. The pool itself is 17x35 showcasing fountains and a spacious brick paved patio. Enjoy your very own outdoor gas pizza oven along with a wood fire grill and refrigerator. Bring the kids and dogs to the fabulous “massive” backyard with majestic oak trees, lush landscaping, and outdoor lighting. Enjoy the convenience of two entrances to the property. The driveway & oversized two car garage enter through a private gate from Oranole Rd, while the front yard on Druid features a brick paved circular driveway. Additional features and updates include a Whole House Generator, New(2yrs)Anderson Windows Throughout, Interior Completely Painted (January 2024), Central Vacuum, Copper Gutters, New Hot Water Heater (2023), 100 Gallon Propane Tank (owned), 3 HVAC Systems (2006, 2012 & 2021), Tile Roof, and Reclaimed Water for Irrigation. Conveniently located with easy access to I-4, Downtown Orlando, Maitland City Center, Lake Lily, and Winter Park.

1411 Druid Road, Maitland

$2,875,000

5 Beds ⋅ 6 Baths ⋅ Backus & Gunion Add SubDv. ⋅ 32751 Zip Code

Stunning boat/ski lakefront home w 5,697sf on 1.5+- upland acres. 5 bed 4.5 bath w detached 1,100sf guest house over 3 car garage. Minutes from downtown Winter Park/Park Ave upscale shopping & dining. 10-minute drive to downtown Orlando. Features: gourmet kitchen, pool/spa, summer kitchen, expansive storage, lakefront views. The open concept kitchen is a true chef's delight featuring every accoutrement your heart would desire. A state-of-the-art refrigerator and freezer, double ovens, Ice maker, 2 wine/beverage fridges with a gourmet cook top, massive granite island and walk in pantry. This lovely kitchen is adjacent to the large family room and bonus room that each look out on to beautiful lake Sybelia. The downstairs flooring is a warm wide planked wood while the entrance and hall includes stunning large travertine tiles. The downstairs primary bedroom provides a private retreat of tranquility with breathtaking lake views as well as a large primary bathroom and walk in closet. You’ll find four substantial sized bedrooms and 2.5 baths upstairs with a bonus gamer room, study area and upstairs 2nd laundry room. The large front yard and lake views aren’t the only outdoor highlights the expansive property has to offer. You’ll enjoy entertaining and grilling in the large, covered summer kitchen or enjoy swimming in the beautiful crystal blue pool. It’s a gardeners delight with three large garden boxes and huge storage shed. There is also a large courtyard, half-court basketball court in addition to the shady large, grassed back yard. It’s truly a family home with tons of wonderful, usable and thoughtfully designed spaces with something for everyone to enjoy. Even your cars will be delighted with the oversized three car garage with extra space for a home gym as well. Come discover what living in Maitland is all about. This private and secluded street is a true gem as it offers privacy and an escape from bustling Orlando, yet minutes away from fine dining, top rated schools, parks and boutique shopping. This special home will provide the backdrop for many wonderful family memories to come. Schedule your private tour today and you’ll quickly see just what the epitome of luxury family living in gorgeous Maitland is all about.

1011 N Lake Sybelia Drive, Maitland

$850,000

4 Beds ⋅ 3 Baths ⋅ Delroy Park SubDv. ⋅ 32751 Zip Code

Sold data only.

220 E Trotters Drive, Maitland

$825,000

4 Beds ⋅ 3 Baths ⋅ Oakleigh SubDv. ⋅ 32751 Zip Code

*** INCREDIBLE OPPORTUNITY ALERT! *** Here is an amazing chance to own and live in one of Maitland's most desirable and exclusive neighborhoods!! You have an opportunity to create your own dream home as this beauty just needs your personal preferences and creativity to update and make this house a home for you! The good news is the major items have already been updated. Home was re-plumbed with PVC in 2008, architectural shingle roof in 2016, AC replaced in 2014, electrical panel just recently replaced as well !!!! The swimming pool was just resurfaced and all the pavers were just installed in December 2023!! The inside will need your personal touch, but this house has great bones!! Primary bedroom is 16x13...kitchen is 15x13...family room 23x15...living room 21x13...and florida room is 35x11. There are endless possibilities!!! Take the family for a stroll to any of the 3 parks located just outside the neighborhood. Want to find great restaurants and shopping? Downtown Winter Park is 5 minutes away! Add to that some of the most sought schools in Orange county and you have an opportunity of a life time!

40 Oakleigh Drive, Maitland

$190,000

2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

This 2 Bed 2 Bath 1st floor Condo in Carrington Park is an excellent choice for those seeking a comfortable and well-located home. This condo has been freshly painted and BRAND NEW STAINLESS STEEL kitchen appliances have been installed. There are tile floors throughout and a large living/dining area that leads to a screened in patio for your enjoyment. The community offers a pool, fitness center, playground and courtyard. It is just steps from a shopping mall and conveniently located near the corner of Howell Branch and 436, with an easy commute to UCF, Valencia and Full Sail. This condo is a must see, schedule your showing today!

2333 Coawood Court Unit 103, Maitland

$695,000

4 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 1 Rep SubDv. ⋅ 32751 Zip Code

Welcome to 2627 Falmouth Rd, where contemporary elegance meets lakeside serenity. Prepare to be captivated by this stunning modern lake home, fully renovated to impeccable perfection. Boasting 4 bedrooms and 2 baths spread over 1900 square feet, this lake house offers more than just space; it offers a lifestyle. From the moment you arrive, the curb appeal and luscious landscaping set the tone for what awaits within. The stunning interior showcases an open-concept floor plan flooded with ample natural lighting. The beautiful design scheme creates an ambiance of modern sophistication that seamlessly melds with the tranquil outdoor views. The heart of this home is undoubtedly the dream kitchen. Adorned with custom cabinetry featuring soft-close features, a custom hood range, and brushed brass hardware, it’s a culinary enthusiast’s haven. The centerpiece—a custom hand-stained island with an eat-in counter space—is detailed with black veined quartz, porcelain farm sink, and microwave drawer, a masterpiece of design and functionality. An extended pantry room ensures all your storage needs are met, keeping your kitchen uncluttered and organized. The main living area presents a spacious living room and dining room combination, perfect for hosting gatherings or simply enjoying the serenity of the surroundings with direct views of the water. Retreat to the gorgeous master suite, which provides access to the outside for those moments when you want to bask in the gentle lakeside breeze. The master bath is a work of art in itself, featuring a dual sink vanity accented with brushed brass hardware and design elements that create a harmonious blend of luxury and comfort. Outside, the allure continues with luxurious resort-like oasis that exudes zen. Imagine unwinding on your private lakeside retreat, soaking in the beauty of the water and nature that surrounds you. The prime location offers convenience at your doorstep, with mere minutes to downtown Winter Park, downtown Orlando, and the airport. Immerse yourself in the tranquility, luxury, and convenience that this modern lake home offers. Schedule your appointment to come by today!

2627 Falmouth Road, Maitland

$750,000

4 Beds ⋅ 2 Baths ⋅ Delroy Park SubDv. ⋅ 32751 Zip Code

LOCATION AND LIFESTYLE- Presenting this lovely 4 bedroom 2 bath residence situated on an expansive corner lot, this home exemplifies a perfect blend of contemporary elegance and functional design. The meticulously landscaped front lawn boasts fresh new sod, creating an inviting entrance to the property. Step inside to discover a thoughtfully updated kitchen adorned with top-tier Fisher Paykel appliances, including a sleek induction stove, catering to culinary enthusiasts' desires. The kitchen's allure is enhanced by the presence of custom cabinets, ensuring ample storage space for culinary essentials and beyond. The seamless integration of quartz countertops and a matching window sill exudes modern sophistication, perfectly complemented by the exquisite handmade zellige tile backsplash. The culinary experience is further elevated by the kitchen window, which gracefully slides open, creating a seamless transition to the outdoor patio, ideal for alfresco dining and gatherings. Elevating the convenience factor, a set of new washer and dryer units provide efficiency and practicality to daily chores. The residence's aesthetic transformation includes the installation of new flooring, doors, and windows, culminating in a refreshing ambiance throughout. The expansive laundry room impresses with its size and functionality, housing three spacious closets that enhance organizational possibilities. The updated bath area is a haven of relaxation, boasting a new soaking tub and modern fixtures. French doors extend an invitation to the patio, enabling a seamless connection between indoor and outdoor living. Adorning the living space is a commanding bay window, infusing the interior with natural light and offering a scenic view of the surrounding landscape. A wood-burning fireplace serves as a cozy focal point, creating a warm and inviting atmosphere. Retreat to the master bedroom, where French doors provide a direct link to the patio and pool area, culminating in a private sanctuary for relaxation and leisure. The back yard is a tranquil oasis, offering an abundance of space for entertainment, complete with a safety gate encompassing the pool area for added security. Recent enhancements extend beyond the interior, as the property showcases fresh paint both inside and out, enhancing the visual appeal and overall presentation. The location of this residence is unparalleled, conveniently nestled within walking distance of Azalea Garden, Covered Bridge Park, Lake Minnehaha Park, and downtown Maitland, ensuring a wealth of recreational and leisurely pursuits. In summary, this 4-bedroom, 2-bath home is a testament to timeless refinement and modern convenience, boasting meticulously curated features and an enviable location, making it a truly exceptional offering in the housing market.

930 Adios Avenue, Maitland

$272,000

3 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Welcome home to this move-in ready condo in the resort-style waterfront gated community of Sun Bay Club! This bright and spacious 3 bedroom and 2 bathrooms condo has a split floor plan that provides and ideal living space. Double entry doors lead to high vaulted ceilings with tons of natural light. The living room features a wood-burning fireplace to make the short Florida winters as cozy as they get, and a wet bar to entertain guests for hours. Sliding doors lead to the spacious balcony with beautiful pond and fountain views. The kitchen includes like-new appliances and a laundry closet with washer and dryer. The master bedroom features a sliding door with access to the balcony, large walk-in closet and a walk-in recently renovated travertine tile shower with its own window. The second bedroom has a privacy hall and access to yet another balcony with stunning pond and fountain views. It offers an extra hallway with two large buit-in closets. Another privacy hallway leads to the third bedroom with built-in closet. A big jack and jill bathroom connects both bedrooms and offers dual sink vanities, a sky light and combo tub/shower with screen. The resort-like gated community of Sun Bay Club offers its residents with a private boat ramp, lakeside pool deck and spa, tennis courts, water views and water features throughout the community. Additionally, HOA fee includes internet and cable. Don't miss this chance! Furniture is negotiable.

1000 Winderley Place Unit 229, Maitland

32751 Zip Code Real Estate & Homes with Awning(s)

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