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$899,000
4 Beds ⋅ 3 Baths ⋅ Maitland Isle SubDv. ⋅ 32751 Zip Code
This beautifully updated residence, nestled on a desirable corner lot in the tranquil Maitland Isle Subdivision, offers nearly 2,900 square feet of refined living with four bedrooms and two and a half baths. The home enjoys private lake access to Lake Maitland on the Winter Park Chain of Lakes, combining natural beauty with everyday convenience. Designed with a split, open floor plan filled with abundant natural light, it showcases a completely renovated kitchen (2020) featuring a large island with granite countertops, wood cabinetry and stainless steel appliances. Upstairs, the spacious primary suite is a private retreat with its own balcony overlooking the pool and backyard, while the lushly landscaped grounds include mango, avocado and tangerine trees, creating a serene tropical escape. Recent updates elevate this home’s appeal, including new carpet (2025), a pool cleaner (2025), one A/C unit (2025), plantation shutters (2025), dishwasher (2025), new windows (2024), a car charger installation (2024), washing machine (2024) and attic insulation (2022). Additional enhancements include renovated baths, luxury vinyl plank flooring, updated exterior doors, outdoor fencing and energy-efficient solar panels (2018) that provide approximately $250 per month in electricity savings. The roof, pool equipment, and more have also been thoughtfully upgraded for peace of mind. Perfectly positioned within an excellent school district—Lake Sybelia Elementary, Maitland Middle and Winter Park High—this home is close to Maitland City Center, Park Avenue, and local dining, parks and recreation. Combining comfort, modern updates and an exceptional location, this Maitland Isle property is an outstanding opportunity in one of the area’s most sought-after neighborhoods.

121 Mariner Way, Maitland
$352,500
3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 32751 Zip Code
+++ AMAZING REHAB OPPORTUNITY IN MAITLAND WITH DEEDED LAKE ACCESS +++ HERE IS A GREAT CHANCE TO OWN IN BEAUTIFUL MAITLAND ON A STREET WITH ONLY 9 HOUSES, NO HOA, AND A BOAT RAMP (FOR RESIDENTS ONLY) ONTO 58 ACRE LAKE SEMINARY! PRICED WITH NEEDED RENOVATIONS IN MIND, THIS SOLID BLOCK HOME IS WAITING TO BE RETURNED TO PRISTINE CONDITION. MANY OF THE HOMES ON THIS STREET HAVE BEEN COMPLETELY RENOVATED. THIS HOME HAS 3 BEDROOM AND 2 FULL BATHS. THE KITCHEN AND UTILITY ROOM ARE LARGE AND ALL BEDROOMS ARE GOOD SIZE. THE LARGE FAMILY ROOM BOASTS A BRICK WOOD BURNING FIREPLACE. THE BACKYARD HAS A BEAUTIFUL IN-GROUND GUNITE AND CONCRETE POOL WITH THE ORIGINAL BRICK PAVER PATIO! HOME IS LOCATED MINUTES TO DOWNTOWN WINTER PARK AND I-4 RAMP.

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

604 Minnehaha Lane, Maitland
$569,000
3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code
***PRIVATE COMMUNITY BOAT RAMP with Access to the Maitland & Winter Park CHAIN-OF-LAKES!*** Don’t miss this opportunity to own this beautifully renovated 3-bedroom, 2-bath home in highly desirable DOMMERICH ESTATES. Enjoy the waterfront lifestyle just steps away from your front door offering a private community boat ramp, fishing pier, picnic tables, built-in grills, social events and endless sunset views from the shoreline of Lake Minneola. Just outside the community amenities you are sure to enjoy and explore the multiple resident parks with canopied tree walking/biking trails, playgrounds, tennis courts, lush gardens and so much more. As you step into the foyer, you’re welcomed by a bright, open-concept floor plan with a tranquil ambiance. Expansive NEW WINDOWS and SLIDING GLASS DOORS throughout the main living areas flood the home with natural light and offer stunning panoramic views. Seamless indoor/outdoor living is made easy with direct access to the private patio from both the dining room and Florida room—perfect for entertaining family and friends. The bedroom quarters are tucked away down a private hallway off the living room. Newly renovated bathroom features timeless white subway tile, a quartz countertop vanity, and an oversized storage closet of the hallway. The owner’s suite, located at the end of the hall, offers a peaceful retreat with a walk-in closet and private patio access through sliding glass doors—creating your own personal oasis. ***UPGRADES INCLUDE: New Roof & Gutters 2025, Water Heater 2025, Interior & Exterior Paint 2025, Updated Landscaping 2025, Windows & Doors 2025, Newly Renovated Kitchen with New Appliances, Underground Public Utilities and so much more!*** Come experience the active lifestyle and charm of one of Maitland’s most sought-after neighborhoods!

555 Arapaho Trail, 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
$2,650,000
5 Beds ⋅ 5 Baths ⋅ Dommerich Estates 2nd Add SubDv. ⋅ 32751 Zip Code
Stunning waterfront residence on Lake Minnehaha, part of the celebrated Winter Park Chain of Lakes! This spacious 5-bedroom, 4.5-bath home is designed for luxurious lakefront living and effortless entertaining. The gourmet kitchen is a chef’s dream, featuring a Thermador 6-burner gas range, GE Monogram side-by-side refrigerator and freezer, Bosch dishwasher, wine refrigerator, and a separate prep area with additional GE oven and dishwasher. The expansive first-floor primary suite offers lake views, a spa-style bath with custom cabinetry, an oversized shower, and a dedicated shoe closet. An additional first-floor bedroom with a private ensuite bath is ideal for guests or in-laws. Upstairs, you’ll find three additional bedrooms, two full baths, and a private office with serene views. Enjoy Florida living year-round with a resort-style outdoor space that includes a covered lanai, sparkling pool and spa, fire pit, and a covered boat dock. Bring your ski boat and jet skis — your backyard is a waterfront playground. Plantation shutters throughout add a classic touch to the interior. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High. Rare opportunity to live on the water in one of Central Florida’s most sought-after communities!

591 Dommerich Drive, Maitland
$6,650,000
4 Beds ⋅ 6 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code
Sold data entry.

119 Whitecaps Circle, Maitland
$1,220,000
6 Beds ⋅ 4 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code
Rare opportunity to own a beautifully maintained pool home in Dommerich Estates with lake access to Lake Minnehaha and the Winter Park Chain of Lakes. This spacious and versatile 6 bedrooms, 4 bathrooms home features a split floor plan, a two-car garage, and a generous bonus room, making it ideal for families of all sizes. The interior offers an inviting layout, including a large primary suite with dual walk-in closets, a soaking tub, double vanity, separate shower, and an attached study that adjoins another bedroom—perfect for a nursery or home office. The open-concept living room flows seamlessly into a gourmet kitchen, creating an ideal space for entertaining. Additional highlights include a gas fireplace, wood floors, crown molding, a wine cellar for the enthusiast, and thoughtful bedroom arrangements including a Jack and Jill bath and another ensuite. The home also features a convenient laundry room with direct access to the pool deck, as well as an upstairs bonus room with ample storage. Above the garage, you’ll find a secondary primary ensuite with a walk-in closet—ideal for guests, in-laws, or older children seeking privacy. Situated on an oversized, fenced lot, the backyard is a tranquil retreat with a saltwater pool, pavered lanai, fire pit, outdoor shower, and space for a dog run or additional storage for a boat, golf cart, or other recreational vehicles. There's also extra parking available next to the driveway. Located in the highly sought-after Dommerich Elementary and Winter Park High school zone, and with no HOA, this home offers comfort, convenience, and community in one of Maitland’s most established neighborhoods.

1653 Cheyenne Trail, Maitland
$3,950,000
5 Beds ⋅ 5 Baths ⋅ Maitland Shores SubDv. ⋅ 32751 Zip Code
Exquisite contemporary waterfront retreat in Maitland. Experience modern luxury and serene waterfront living in this breathtaking five-bedroom, 5.5-bath canal-front home, newly built in 2024. Positioned on a quiet dead-end street in Maitland, this architectural masterpiece offers an unparalleled lifestyle on the Winter Park Chain of Lakes. Enter through the stunning 10-foot glass pivot door into a soaring foyer where a floating wood and glass staircase sets a dramatic tone. The expansive great room boasts a two-story ceiling and a wall of glass doors that seamlessly blend indoor and outdoor living. Go outside to your private oasis featuring a covered lanai with remote-controlled screens, a summer kitchen, gas fireplace, resort-style pool and spa, putting green, and a covered boat dock with a lift and jet ski platform, all overlooking tranquil Howell Branch Creek with direct access to Lake Maitland. The heart of the home is the chef-inspired kitchen, complete with dual oversized islands, sleek high-gloss custom cabinetry, integrated refrigerator and freezer columns, a wine refrigerator, built-in coffee maker, and a striking hood vent above a six-burner gas range. Adjacent is a stylish dining room framed by a floor-to-ceiling glass wall offering captivating water views. The main-level primary suite is a sanctuary with a private sitting area, dual walk-in closets, and a spa-style marble wet room with combined soaking tub and rainfall shower. A home office with lush front yard views, an elegant guest suite, a full bath, and the first of two laundry rooms complete the first floor. Take the elevator or statement staircase to the second level, where you'll find two additional bedrooms with en suites and walk-in closets, a fifth bedroom, a full bath, a second laundry room, and a 24-by-14-foot game room with wet bar, ideal for entertaining. Additional highlights include a three-car side-entry garage, an outdoor shower, a storage room, and verdant landscaping adorned with majestic cypress and oak trees draped in Spanish moss. Just minutes from the boutiques and fine dining of Winter Park’s Park Avenue, with easy access to major highways, hospitals, and both international and executive airports. This is Florida luxury redefined, private, peaceful and perfectly appointed.

33 Eastwind Lane, Maitland
$830,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 3rd Add SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Step into this stunning, fully renovated 4-bed, 2.5-bath Dommerich Estates gem (2,431 sq ft) just steps from top-rated Dommerich Elementary and Maitland Middle—nearest home not on a main road and includes lake access. Everything is updated: roof, electrical, exterior/interior paint, lighting, fencing, irrigation, pool screening and pump, and a resealed pool deck and garage. Inside you are greeted with marble tile, refinished hardwood, polished terrazzo, designer lighting, sleek new hardware, and custom touches throughout. The chef’s kitchen wows with quartz counters, soft-close solid wood cabinetry, and brand-new Samsung appliances. Spa-worthy baths include a show-stopping marble primary suite with dual vanities and an oversized walk-in shower. Two expansive living areas feature built-ins, French doors, and a cozy brick fireplace. With indoor laundry, bonus storage, a 2-car garage, and walkability to schools, parks, and shops, this home blends luxury, location, and lifestyle—all in one unforgettable package.

1850 Shawnee Trail, Maitland
$3,500,000
Adams Grove SubDv. ⋅ 32751 Zip Code
An exclusive opportunity to own a lakefront parcel on the shimmering shores of Lake Maitland, part of the sought-after Winter Park Chain of Lakes. Encompassing approximately 1.45 acres, this estate site boasts over 100 waterfront feet, offering unmatched views, serenity, and potential for a truly custom dream home. Positioned on the northern banks of Lake Maitland in the heart of Adams Grove, this estate site is a rare jewel. Enjoy proximity to downtown Winter Park's Park Avenue, renowned for its boutiques, galleries, fine dining and cultural experiences. With direct frontage on Lake Maitland, your future home can enjoy luxury boating, sunset cruises, paddle boarding and kayaking. The tranquil waters create a captivating backdrop for everyday living and grand entertaining as well as postcard-worthy sunsets. This expansive lot invites architectural brilliance, design your custom sanctuary that reflects your personal lifestyle and aesthetic. Whether you're seeking an extraordinary primary residence or a signature second home, 1770 East Adams Drive presents a rare blend of privacy, elegance and natural splendor in one of Central Florida's desirable settings.

1770 E Adams Drive, Maitland
$8,925,000
5 Beds ⋅ 8 Baths ⋅ Adams Grove SubDv. ⋅ 32751 Zip Code
Villa Serenata, a lakefront legacy on Lake Maitland. Behind private iron gates along the storied shores of Lake Maitland, Villa Serenata presents a rare opportunity to own a distinguished Mediterranean estate on the renowned Winter Park Chain of Lakes. On approximately two acres of meticulously curated grounds, this extraordinary residence feels less like a home and more like a private resort, crafted for those who appreciate timeless architecture, thoughtful design and elevated lakefront living. A sweeping circular driveway welcomes you beneath a canopy of soaring royal palms and majestic live oaks, immediately setting the tone for what lies beyond. As the automated gate opens, the property reveals itself as a serene sanctuary where elegance and privacy coexist in harmony. The 6,634-square-foot main residence showcases interiors by acclaimed designer Ted Maines, unfolding across two levels of refined sophistication. The Mizner-inspired living room commands attention with dramatic 24-foot wood-beamed ceilings and twin walls of arched French doors, one framing sweeping views of Lake Maitland’s shimmering waters, the other opening to a sun-dappled courtyard where mornings naturally begin with coffee and quiet reflection. The upper level is devoted entirely to the primary suite, creating a private retreat complete with a heatless gas fireplace, spa-caliber bath with soaking tub and steam shower, a bespoke dressing room with custom built-ins, and a rooftop terrace with glass railings offering remarkable lake views. Three additional bedroom suites, each with an en-suite bath and generous walk-in closet, provide comfort and privacy for family and guests alike. At the heart of the home, the chef’s kitchen is equipped with Sub-Zero and Wolf appliances, custom cabinetry, and an expansive prep island designed to transition seamlessly from intimate family meals to catered gatherings of 50. The formal dining room features a dramatic curved wall of windows, turning every meal into a lakefront experience, while the richly paneled library and office offer a quiet space for focused work or relaxed reading. Complementing the main residence is a thoughtfully designed guest compound totaling 1,540 square feet. A private media pavilion delivers a state-of-the-art theater and listening room for film enthusiasts and audiophiles, while the one-bedroom guest apartment above provides a fully appointed living space with kitchen, living area and private entry, ideal for extended family, visiting guests or live-in staff. Outdoor living is equally exceptional. Resort-style travertine surrounds the pool amid lush tropical landscaping, creating a tranquil setting for sun-filled afternoons. A covered lanai with full summer kitchen flows effortlessly from the family room, while an expansive open-air terrace extends from the great room, an inviting backdrop for sunset cocktails overlooking the lake. Villa Serenata is more than a residence, it is a legacy estate, offering privacy, architectural distinction, and a lifestyle centered on one of Winter Park’s treasured waterfront settings.

1640 E Adams Drive, Maitland
$2,535,000
5 Beds ⋅ 4 Baths ⋅ Sybelia Shores Second Add SubDv. ⋅ 32751 Zip Code
Completed New Construction 2024 | Lakefront Luxury | Below Appraised Value: This extraordinary custom lakefront residence was built by Dave Konkol & is elevated on a 0.56-acre corner lot w/ approximately 112’ of lake frontage. Featuring a crisp stucco exterior, impact windows & remote-operated screened porches, the home is surrounded by professionally designed native landscaping & butterfly gardens which set the stage for a lifestyle defined by natural beauty, enduring materials, timeless design & everyday comfort. Once inside, the open floor plan showcases wide-plank, white oak engineered wood flooring & is filled w/ natural light from the large format windows that frame views of the backyard pool & serene Lake Sybelia out front. A formal dining space connects to a wet bar & opens to a functional yet casually elegant kitchen. Quartz countertops, custom soft-close cabinetry with pull-outs & a full suite of premium appliances lend functionality & refinement to the kitchen. A large walk-in pantry & adjacent drop zone add quality of life to the beautifully tailored design. The main-level primary suite is a sanctuary w/ lake views, remote-controlled blackout shades, decorative wood ceiling beams, a customized walk-in closet & a spa-like bathroom featuring Frank Lloyd Wright Brizo plumbing fixtures, a long vanity stained to match the fixtures, dual sinks, an oversized glass-enclosed shower with 21” rainhead, soaking tub & private water closet. A guest bedroom w/ adjacent full bath also functions as a pool and powder bath. The large laundry room w/ quartz countertops, GE Profile front-loading washer and dryer & a Laundry Jet Swift pneumatic laundry chute—connected to the primary suite & upstairs bedrooms and complete the main floor. Upstairs, two additional bedrooms with wide water views include customized closets & designer baths. The cozy loft and Bonus spaces flex easily for work, wellness, or play. Other interior features include built-in speakers, custom millwork, motorized blinds & smart-home wiring to enhance comfort and livability. Seamless indoor-outdoor transitions define the rear living experience, where a deep covered lanai includes recessed lighting, fans, speakers & motorized screens opening to a 7’ deep, heated, saltwater pool w/ sunshelf, outdoor shower & direct access to a full bathroom. The fenced backyard offers ample space for play, relaxation & a dog run. A custom dock w/ composite decking & covered boat lift sits on Lake Sybelia—offering year-round opportunities for boating, paddle-boarding, swimming & fishing on waters with no public access. Efficiency abounds thanks to a PES Solar system featuring 58 REC panels, four Enphase battery backups & real-time energy monitoring. Additional features include Trane HVAC systems, a commercial-grade water heater w/ recirculating pump & a new irrigation system w/ pump fed by lake water. The three-car garage includes modern paneled doors w/ openers and extra storage. Now unexpectedly available due to a change in the owners’ plans, this is a rare opportunity to purchase an almost-new custom home—combining advanced systems with timeless design—in one of Maitland’s most beloved neighborhoods, just minutes from Lake Lily Park, downtown Maitland, major thoroughfares and Winter Park’s shops and restaurants.

705 N Lake Sybelia Drive, Maitland
$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
$323,000
3 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code
RARE and RENOVATED 3-BED / 2-BATH FIRST FLOOR Condo in GATED SUNBAY CLUB! Convenient and easy access from parking directly in front of the dedicated entryway and double entry door. Upon entry, experience the immediate openness of the living space. Living and Dining Area flank your path to the 2025 RENOVATED KITCHEN with eating nook with separate pantry and interior laundry closets. <br><br> KITCHEN/LIVING/DINING: Remodel includes SLEEK WOOD CABINETRY, GRANITE countertops, matching STAINLESS LG APPLIANCE package, an under-mount sink with high neck chrome faucet and balcony access are luxury features that make this cooking area a joy for every meal’s preparation. A NEW sheik dining room CHANDLIER hangs above an eating space and the mirrored wall doubles the feel of the room. The wood burning fireplace topped with opposing mirrors, and a sliding door leading to your large private balcony sets a mood you’ll love settling into every evening. <br><br> ENTIRE DWELLING: LUXURY VINYL PLANK flooring runs throughout the condo making cleaning and maintenance a breeze. Owner’s suite shares access to the private balcony overlooking the POND with FOUNTAIN. Primary bath features upgraded DUAL SINK VANITY topped with granite and a shower with retro glass block wall. WHITE PLANTATION SHUTTERS adorn every window and sliding door for privacy and elegance. The home has been FRESHLY PAINTED in a calming palette will perfectly compliment your own taste of décor and furnishing. Ample guest-bedrooms flank a JACK’N’JILL guest bathroom with DUAL REACH-IN CLOSETS providing all the storage you’ll ever need! HVAC (2021) with UV LIGHT will provide peace of mind. <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. 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!!<br><br> 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 140, Maitland
$1,820,000
4 Beds ⋅ 3 Baths ⋅ Delroy Park SubDv. ⋅ 32751 Zip Code
Stunning Lakefront Pool Home on the Winter Park Chain of Lakes Welcome to your private oasis on the highly sought-after Winter Park Chain of Lakes. This beautifully updated home is nestled on a full acre along the tranquil shores of Lake Nina, ideally located between Lake Maitland and Lake Minnehaha. Nearly every room in the home offers panoramic lake views and spectacular sunsets, creating a peaceful and luxurious waterfront lifestyle. The light-filled interior features four bedrooms, two and one-half baths, a formal living room, a cozy breakfast room, and a spacious family room that opens into a separate game or playroom complete with a wet bar—perfect for entertaining. The recently updated kitchen is both elegant and functional, with a large granite island, farmhouse sink, classic subway tile backsplash, a gas range, and an LG stainless steel refrigerator. The master suite is a serene retreat with a tastefully remodeled bathroom that boasts marble countertops, dual sinks, and an impressive wet room that combines a soaking tub and walk-in shower. Throughout the home, you'll find rich hardwood and slate flooring, plantation shutters, insulated casement windows, and cathedral ceilings. Practical upgrades include a new HVAC system and roof installed in 2016, along with a tankless water heater. Step outside to enjoy the stunning backyard, complete with a resort-style pool area and two expansive decks—one just off the kitchen and another directly on the lake. The lush landscape includes four mature fruit trees: avocado, mango, lemon, and lime, adding to the tropical charm. For those who love the water, the refurbished boathouse and dock deck are ready for all your boating and waterfront activities. This home is a rare opportunity to live on the Winter Park Chain of Lakes with all the modern amenities and timeless style you could hope for. Located in a quiet, welcoming neighborhood, yet just minutes from downtown Winter Park’s boutique shops, top-rated restaurants, and highly regarded schools. Bonus: Be sure to ask about the owners’ expansion plans—an exceptional chance to personalize and enhance this already stunning lakefront gem.

251 W Trotters Drive, Maitland
$12,500,000
6 Beds ⋅ 10 Baths ⋅ Lake Maitland Manor SubDv. ⋅ 32751 Zip Code
Welcome to Maison du Lac – a breathtaking lakefront estate that epitomizes unrivaled luxury, timeless elegance, and an extraordinary lifestyle. Situated on an expansive 2.7-acre lot along the prestigious Winter Park Chain of Lakes, this extraordinary residence showcases over 120 feet of pristine lakefront with sweeping panoramic views of the longest stretch of Lake Maitland. Blending classic Mediterranean architecture with state-of-the-art modern enhancements, Maison du Lac is a stunning fusion of enduring charm and contemporary sophistication. Originally constructed with timeless materials – including stucco exteriors and expansive windows – the home has been meticulously transformed into an 11,668-square-foot architectural masterpiece. Clean lines and open-concept living harmonize with rich textures and refined details, resulting in an environment that is both stately and smart. Upon entering through the grand 14-foot custom iron door, you are greeted by soaring dual staircases and exquisite finishes in marble, granite, and intricate moldings that reflect the home’s bespoke craftsmanship. A showstopping, $250,000 crystal chandelier—custom-designed and operable at the touch of a button—crowns the expansive great room, setting a dazzling tone for the professionally curated interiors. A private elevator adds convenience and accessibility across all levels of the home. The fully reimagined kitchen is a culinary showpiece, featuring top-of-the-line Wolf appliances, gleaming Cambria countertops, a large walk-in pantry, and expansive prep space ideal for entertaining at any scale. Whether hosting a lavish dinner or a relaxed brunch, the kitchen delivers both impeccable style and everyday functionality. The private master wing is an indulgent retreat, complete with a cozy fireplace, executive office, sauna, fitness room, and dual custom walk-in closets. Five additional en-suite bedrooms are thoughtfully positioned for maximum privacy, offering luxurious accommodations for family and guests. With seven full bathrooms and three half baths, the residence is ideally equipped for both refined daily living and grand-scale entertaining. For effortless indoor-outdoor living, multiple entertainment spaces flow seamlessly onto a sprawling lakefront patio. The outdoor summer kitchen, complete with a powered screen enclosure, provides the perfect setting for alfresco dining while enjoying sunset views over the water. A brand-new dock with a boat lift invites leisurely days spent boating, fishing, or simply relaxing on the lake. Outside, the estate continues to impress. Two serene fishponds with fountains create a tranquil sense of arrival, while the fully fenced and gated grounds ensure ultimate privacy. The residence is equipped with a full-home LUTRON smart system, offering intuitive control of lighting, ambiance, and automation. Additional features include a six-car garage, a resort-style swimming pool, newly updated landscaping, and custom exterior lighting. Maison du Lac is more than a home, it’s a lifestyle of distinction, privacy, and effortless sophistication. This is the lakefront living at its finest.

570 Manor Road, Maitland
$3,385,000
4 Beds ⋅ 5 Baths ⋅ Ravndals Rep SubDv. ⋅ 32751 Zip Code
Tucked away at the end of a quiet cul-de-sac, this serene lakefront retreat is sited on a lush 1.21-acre lot w/ 187 feet of shoreline on tranquil Lake Nina—part of the Winter Park Chain of Lakes—this 4-bedroom, 4.5-bathroom, 4,997-square-foot estate blends Santa Barbara-style charm w/ modern sophistication in one of Central Florida’s most desirable settings. A meandering drive leads you to a semi-circular paver driveway that welcomes you home. A deep, covered front porch provides a gracious entry, setting the tone for the calm, understated elegance found throughout. Once inside, nearly floor-to-ceiling windows span the entire rear elevation, offering breathtaking lake views from every angle & filling the home w/ natural light. To the right of the foyer, a cozy formal living room w/ a wood-burning fireplace invites quiet conversations or evening relaxation. To the left, the spacious dining room features a built-in buffet designed to preserve unobstructed views of the water. Just beyond, the newly renovated kitchen is a standout including a La Cornue French gas range, Monogram appliances, a concrete farmhouse sink, wide-plank oak flooring, luxury lighting & striking marble counters. A hidden scullery/laundry area offers practical overflow, connecting the kitchen to the oversized, air-conditioned 2-car, side-facing garage w/ built-in storage & a dedicated gym or flex room. Moving through the heart of the home, a large family room awaits—framed by soaring ceilings with cedar beam accents & outfitted w/ automated shades for comfort & privacy. The primary suite occupies its own wing & features a gas fireplace, dual walk-in closets, a spa-style bath, & 2 separate flex rooms currently used as an office & art studio. On the opposite side of the home, a tucked-away powder bath conveniently serves both guests & the pool area, while an additional en-suite bedroom downstairs offers privacy for guests or multi-generational living. Upstairs, two more bedrooms w/ en suite baths flank a generous loft w/ amazing lake views. Step outside & the setting is nothing short of spectacular. The resort-style backyard was designed for entertaining & unwinding alike, w/ multiple fire pits, a sparkling pool & raised spa & an outdoor kitchen complete with grill, pizza oven, built-in space for Green Egg, sink & refrigerator. The expansive lawn gently slopes toward the lake, leading to a rare, fully outfitted dock w/ a covered boathouse, lift, dual jet ski slips & utilities for water & electric—perfect for sunset cocktails or launching into the larger chain of lakes. Architectural details throughout the home include Mexican tile, natural wood & stone finishes, vaulted ceilings, metal accents, & custom lighting—thoughtfully layered to create a warm & inviting atmosphere. Major improvements include a home repipe (2020), updated electrical (2019), 3 new HVAC systems (2022), new garage doors (2021), & recently installed paver hardscape designed to accommodate ample parking for family & guests. In a sought-after Maitland lakefront enclave, this home pairs top schools w/ rare privacy & convenience. Lake Nina provides a quiet, scenic backdrop, yet a short, easily navigable canal offers direct access to the expansive waters of Lake Maitland & the greater Winter Park Chain—making it as ideal for tranquil mornings as it is for adventurous afternoons on the water. More than a home, this property is a lifestyle, a legacy & a front-row seat to the best of lakefront living.

645 Manor Road, 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. <br><br> 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. <br><br> 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. <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. 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!!<br><br> 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
$387,000
2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code
Sunny and bright 5th floor condo in the coveted Moorings on Lake Maitland is now available! With lake views from both the living room and breezy lanai, this condo is a wonderful opportunity for those seeking the relaxing Florida lifestyle. This 2 bedroom, 2 bath condo has an inviting master suite with an elegant, recently remodeled en suite bath featuring a walk in rain shower and custom vanity. Wood floors and a roomy walk in closet completes the suite. A secondary bedroom also has its own updated bath for plenty of privacy for your guests. A spacious and welcoming great room has a view of Lake Maitland from the tree tops. Open to the kitchen, the great room has plenty of room for both a living and dining room. One of the best features of this condo is the expansive lanai to sit and read, entertain or simply relax. Additional recent additions and updates include sunny new windows, a new stove and microwave. The association recently installed a new roof as well in 2023. The washer and dryer are conveniently tucked in the unit. This condo also includes a large storage closet in the hall across from the unit for all the extras! The Moorings is one of the favorite condo developments in the area with beautiful landscaped grounds and direct access to Lake Maitland with 150 feet of waterfront, an easy access walking path, a large dock and boat slips. A recently renovated, community pool adds to the luxury of Florida living. The Moorings is directly across from Lake Lily and a quick walk to many delicious Maitland restaurants. Stroll over to Lake Lily for the Maitland Art Festival, the Maitland library and Sundays at the Farmer’s Market. In addition, Winter Park is just 10 minutes away with golfing, shopping and dining on Park Ave. Some furniture is available for purchase as well. Cats only on upper floors. Move in ready for a quick close! This peaceful, private and serene condo is just what you are looking for! Please schedule your appointment today!

206 Quayside Circle Unit 504, Maitland
$3,193,000
5 Beds ⋅ 5 Baths ⋅ Northshore Estates SubDv. ⋅ 32751 Zip Code
Welcome to this charming stately lakefront estate, a true gem straight from the pages of Southern Living—just minutes from Winter Park and the finest dining in Maitland, all on the serene shores of Lake Sybelia. From the moment you arrive, the large, inviting porch with it's charming swing beckons you into a home flooded with natural light and warm wood floors and a thoughtfully designed layout. The heart of this home is the expansive kitchen, seamlessly flowing into the family room and offering French doors that lead to a picturesque backyard. The downstairs primary suite provides a luxurious retreat, featuring large walk-in closets and a beautifully remodeled bathroom with a soaking tub and dual vanities. A private guest suite is conveniently located off the family room, offering its own entrance and separation from the rest of the home. Upstairs, you'll discover three generously-sized secondary bedrooms, a dedicated theater room, a private study, and a spacious bonus room complete with custom built-ins—perfect for play, work, or relaxation. Move right in as this home has not only been freshly repainted but all bathrooms have been remodeled and refreshed. Step outside to your personal private oasis, with no rear neighbors, where a newly remodeled pool with a sun shelf, stunning decking, and fire bowls set the perfect ambiance for both relaxation and entertaining. The lush side yard enhances the home's charm, while the boat dock provides the perfect spot to watch breathtaking sunsets or enjoy water sports on Lake Sybelia. This exceptional property offers the perfect blend of comfort, style, and lakeside living. Don’t miss the opportunity to make it your own!

571 N Lake Sybelia Drive, Maitland
$2,850,000
5 Beds ⋅ 4 Baths ⋅ Long Branch Sub SubDv. ⋅ 32751 Zip Code
PRICE IMPROVEMENT!! New Construction with Winter Park Chain of Lakes Access!! You'll be stunned by this gorgeous coastal style home on a private canal that leads to Lake Maitland. This magnificent residence features 5 bedrooms, a bonus room, pool with a relaxing spa and brand new covered boat dock. Your journey begins in the grand two-story foyer featuring elegant lighting choices which are sure to impress. On the left is your study or flex space which can be used as a an additional bedroom as well. As you step into the generous and open grand room to your left is the elegant wine room. The open kitchen is a chef's dream featuring GE Cafe appliances , including a 36" freestanding range as well an Advantium oven and convection wall oven. Elegant slim shaker cabinetry and a large gathering island for entertaining complete this wonderful space. Off the kitchen is a scullery and laundry area with additional dishwasher and refrigerator for preparing grand holiday spreads. The dining room features an additional bar area with beverage refrigeration and overlooks the pool and canal so you can enjoy the views as you share a meal. Summers by the pool will be filled with grilling on the porch as you enjoy the lanai and days on the famed chain of lakes to beat the heat. The primary suite is off the living area and includes a sizable custom closet with everything you could need along with a spa-like bathroom to enjoy a relaxing evening before bed. Upstairs are the additional bedrooms which are generously sized for all of your occupants needs including a large bonus room. There's also a second laundry up to for extra convenience! This wonderful home also included a 12 x 30 Boat dock and sling style lift as well as landscape lighting. Energy savings will be yours with LED Lighting, tankless hot water heaters and spray foam insulation. You also have top rated schools and access to all the shopping, dining and entertainment this wonderful neighborhood offers. This beautiful home is completed and ready to move in- so make an appointment today to view this stunning new home and make it yours.

640 Old Horatio Avenue, Maitland
$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
$315,000
2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code
Welcome to Maitland Harbour, a hidden gem where timeless Mid-Century Modern design meets the serenity of lakefront living. Designed by renowned architect Manfred Lopatka, a protégé of Frank Lloyd Wright, this boutique condominium was built in 1964 and embodies the unique Central Florida Mid-Century Modern architectural style. Inspired by a cruise ship, its design features wraparound balconies, sleek lines, and a seamless connection between nature and community. This ground-floor, two-bedroom, two-bath condo offers a rare opportunity to experience tranquil waterfront living with stunning views of Lake Maitland and the heated lakeside pool. Inside, beautiful hardwood flooring flows throughout, enhancing the warmth and character of this inviting home. The open kitchen seamlessly connects to the living area, creating a bright and welcoming atmosphere, while the screened rear porch invites you to unwind and soak in the breathtaking sunrises, moonrises, and swaying palms. Step outside your door to enjoy lakefront amenities, including boat docks, fishing piers, and picnic areas. Watch kayakers glide across the water, feed the turtles from the dock, or host a cookout by the pool with serene lake views as your backdrop. Mail and packages are delivered directly to your unit, adding to the convenience of this well-maintained community. Beyond the beauty of its setting, Maitland Harbour offers an unbeatable location. Walk across the street to Lake Lily Parkfor peaceful strolls, art festivals, fireworks, and the Sunday farmers market. Stroll to local restaurants or the Enzian Theater, home of the Florida Film Festival, and enjoy an evening at Eden Bar under the stars. With easy access to Winter Park, I-4, shopping, and dining, this condo is more than just a home—it’s a lifestyle of elegance, history, and waterfront charm. Community Features: ? Heated lakefront pool ? Boat dock & slips for residents ? Fishing pier & kayak access ? Community room ? Internet + basic cable + water + trash included ? 1 assigned covered carport space Experience the magic of lakefront living in a Mid-Century Modern treasure—schedule your private showing today!

1000 S Orlando Avenue Unit 5, 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
$2,800,000
Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code
Once-in-a-lifetime opportunity to own over 1.5 acres with .5 acre high and dry with approximately 110 ft waterfront on the Whitecaps Circle peninsula on the north shore of Lake Maitland! The property has southern exposure enjoying sunrise, sunsets and view of Dog Island. The lot includes front entrance gate, east side masonry wall, seawall, boathouse and dock, and all are all sold as-is. Adjacent property on 127 Whitecaps Circle is also for sale. Purchasing both properties would give the new owner a very unique and stunning peninsula on Lake Maitland on the famed Winter Park Chain of Lakes! Having water frontage on three sides provides complete panoramic views. The new owner could renovate the current home or build their dream home! See MLS# O620214

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

451 Northwind Road, Maitland