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$290,000
3 Beds 2 Baths Lake Faith Villas Condo SubDv. 32751 Zip Code
This impeccable first-floor corner unit features an abundance of natural lighting that creates a warm and inviting atmosphere throughout. Upon entry, you are welcomed by a spacious living room that offers picturesque views of a beautiful courtyard, perfect for relaxing evenings. The adjacent dining room, situated conveniently next to the kitchen, boasts elegance and comfort. This meticulously maintained property showcases numerous upscale amenities, including a ***NEW AC UNIT INSTALLED June 10, 2025***, granite countertops in the kitchen, a large volume single-basin kitchen sink, modern appliances, as well as recessed lighting in the kitchen, dining, living areas, and owner suite. The interior is adorned with contemporary light fixtures and modern color palettes, creating a stylish and serene ambiance. Step outside to enjoy the serene surroundings from the screen-enclosed front patio or the rear lanai overlooking a peaceful garden courtyard. Residents also have access to a range of community amenities, including a swimming pool, clubhouse, and a scenic lake to enhance the overall living experience. Conveniently situated in the desirable West Lake Faith community near the intersection of Maitland Boulevard and Maitland Avenue, with easy access to I-4 and 1792, this property provides a prime location near various shops, restaurants, and hospitals. This beautifully maintained condo is perfectly suited for a range of lifestyles. Don't miss the opportunity to make this exceptional property your own!

305 West Lake Faith Drive Unit 139, 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

$515,000
2 Beds 2 Baths Moorings On Lake Maitland Condo SubDv. 32751 Zip Code
Here's your chance to own an amazing penthouse condo in the sought after community, "The Moorings on Lake Maitland". Stunning high-end updates to this corner unit with vaulted ceilings and breath taking lake views include, wood floors, custom moldings and millwork, plantation shutters, completely updated kitchen (which has been redesigned to expand into the living space), solid wood cabinetry, Australian quartzite counters, mosaic backsplash, GE Profile SS appliances and an eat-in nook. The glassed-in lanai adds even more to the living space with gorgeous views of the early morning sunrise and evening moonrise over Lake Maitland, part the Winter Park Chain of Lakes. Split bedroom plan provides maximum privacy. Primary suite which opens to the lanai has fully updated bath, dual sinks, step-in shower and a spacious walk-in closet. Fully equipped laundry room, and updated spacious guest bath. So many wonderful details including lots of storage in the custom designed closets throughout and a storage room just outside the unit on the landing, within close proximity to the elevator. New AC in 2021, Reroof 2021, Structural Weatherproofing 2022, Assigned Covered Parking Space, Pool, Spa & Club House Updates. ALL THIS & walkabililty to countless restaurants and shopping!! Schedule a showing now! This one won't last!

204 Quayside Circle Unit 601, Maitland

$765,000
4 Beds 2 Baths Dommerich Estates 3rd Add SubDv. 32751 Zip Code
Welcome to your serene sanctuary nestled in the highly sought-after Dommerich neighborhood! This stunning house offers the perfect blend of comfort and elegance, boasting a large open-air plan that is ideal for both relaxation and entertainment. As you step inside, you will be greeted by an abundance of natural light that flows effortlessly through the spacious living areas, creating a warm and inviting atmosphere. The heart of this home is the gourmet kitchen, complete with modern appliances and ample counter space, perfect for culinary enthusiasts and family gatherings alike. Step outside to your own private paradise! The expansive backyard is a true highlight, featuring a beautifully landscaped space that is perfect for summer barbecues, family gatherings, or simply enjoying the tranquility of nature. Imagine sipping your morning coffee on the charming porch while taking in the scenic views. For those who love the outdoors, this property offers exclusive lake access, allowing you to enjoy fishing, kayaking, and water skiing. Embrace the lifestyle of lakeside living while being just a stone's throw away from the vibrant community activities that is Dommerich

1770 Chinook 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

$390,000
3 Beds 3 Baths Enclave/Maitland A-F SubDv. 32751 Zip Code
This is a well-located townhome in the gated community of Montacino. The unit has been refreshed with new paint throughout, along with new luxury vinyl on the second floor. The downstairs works well for entertaining with an open floor plan featuring Living, Kitchen & Dining areas. There is a nice-size covered rear porch just off the kitchen that faces a shady and treed green space to be enjoyed. There is also an upstairs rear balcony off of the primary bedroom that is sure to impress. The laundry is smartly located upstairs, along with a second bathroom, as well as the second and third bedrooms. This unit offers a short walk to the nicely planned pool area as well as enjoyable strolls on the sidewalk along Lake Charity.

1277 Blessing Street, 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

$218,000
2 Beds 2 Baths Visconti East SubDv. 32751 Zip Code
Price improvement - Location, Location, Location! Located in the heart of Maitland close to offices and everything. Gated community of Visconti East, beautiful Townhouse with 2 Bedroom, 2 Bathroom PLUS Office on main second floor with 2 Bedrooms on 3rd floor AND 2 CAR GARAGE. Outside AC unit installed new. Wood floors on main floor and carpet in both Bedrooms, with ceiling fans in each room, kitchen updated with Granite counter tops, stainless appliances. Spacious Master Bedroom, and Second Bedroom walk-in closet with garden tub and shower. Roof is being replaced by the HOA. Regularly maintained, ready to move-in, in Excellent Condition. Seller offering $4500 towards buyer's closing cost. Call now.

1810 Shadow View Circle Unit 1810, 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

$420,000
3 Beds 3 Baths Maitland Village SubDv. 32751 Zip Code
Charming Mediterranean-Style Townhouse in Gated Community located in Maitland Village. This beautiful 2-story townhouse featuring 3 bedrooms, 2/1 bathrooms with 2 car private garage. This home showcases classic Mediterranean architecture with elegant roof tiles with an inviting curb appeal. The kitchen offers an open plan with granite counter tops and stainless steal appliances, The sliding glass doors takes you to a great view of the pond and the fountain. Enjoy access to premium community amenities, including a pool and BB area for entertaining, family and guess creating memories for special occasions and holidays. Ideally situated near major roads and popular shopping centers, only few minutes from Downtown Orlando; this home offers both convenience and comfort. Don’t miss this opportunity to live in a vibrant and well-connected neighborhood!.

1942 Michael Tiago Circle, 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

$221,647
2 Beds 3 Baths Park Lake Twnhs SubDv. 32751 Zip Code
Luxurious Lakefront Living ! Hurry to see this stunning 2 bed 2 1/2 bath townhouse. Beautiful Oak kitchen, stainless appliances, brand new dishwasher, huge pantry, nice fans and lighting lots of designer touches. Laundry room has front load washer/dryer and tons of storage and work area. Half bath in hallway and linen closet. Livingroom has beautiful lake view. Parquet flooring entire first floor Front porch sitting area with views. Upstairs 2 master suites each with private bath, ample closet(s) space. Brand new carpet upstairs. Lots of built ins. Interconnected smoke alarms, and emergency lighting instantly on if power goes out. New R-30 attic insulation blown in. Big patio area outside laundry room or from sliders in dining room. I car garage. Plenty of guest parking right outside your gate. Big community pool with washrooms. Pet friendly neighborhood. Close to all kinds of shopping and dining options. Minutes to Winter Park Village, Park Avenue, Downtown Maitland, Lake Lily Park, drugstores, gas stations, I-4 access minutes away.

802 Park Lake Circle Unit 2, Maitland

$253,000
3 Beds 3 Baths Park Lake Twnhs Ph 02 SubDv. 32751 Zip Code
Stunning, lakefront 3 bedroom/3 bath condo in Maitland, zoned for sought after Dommerich Elementary and Maitland Middle Schools! This updated residence offers a gorgeous lake view from a large picture window in the living room and the upstairs balcony off the primary suite. There is a private dock right out your front door to load your kayak or paddleboard into gorgeous Lake Gem. Upstairs are two primary suites with plenty of closet space and lots of natural light. The downstairs bedroom is ideal for a home office or guest room with private bath. One car garage and lovely patio area. Lots of updates including new HVAC, electrical panel, updated bathrooms, wood laminate flooring, new light fixtures, new refrigerator, and freshly painted exterior. Neighborhood includes a beautiful community pool and gorgeous landscaping and trees. Amazing location near Park Ave and Maitland City Center for shopping and restaurants. Close access to I-4 and the Sunrail station!

1152 Grove Street, 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

$197,000
2 Beds 1 Baths Lake Maitland Terrace Apts SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. RARE opportunity to live in the Premier Lake Maitland Terrace Condo Community. Even more RARE is that it is REMODELED END unit with plenty of natural light and it is on the bottom FIRST level, main FLOOR! No Stairs, easy access to your new home. Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is also connected to the Winter Park Chain of Lakes. Plenty of fishing, fun and relaxing to be had on the community dock, shuffleboard and putting green! So many amenities nestled amongst the towering shade trees and mature landscaping. The Mid Century Modern architecture is about as timeless of a look that you can find and fits the Maitland/Winter Park lifestyle you have always been looking for. You couldn't ask for a better location at just minutes from downtown Winter Park, Park Ave, SunRail station and all the restaurants surrounding the 17/92 Maitland/Winter Park Corridor. All Units recently had metal roof replacement and were just freshly painted as well. It's move in ready with New Flooring, bathroom update, HVAC all new since 2021 and the kitchen was just renovated with quartz countertops and all BRAND NEW APPLIANCES. This unit has not been available for 30 years, so don't waste any time getting your offer in and missing out on the next 30 years to enjoy for yourself!

1140 S Orlando Avenue Unit E-1, Maitland

$700,000
4 Beds 3 Baths Dommerich Estates SubDv. 32751 Zip Code
Welcome to this beautifully updated Maitland home in the coveted Dommerich Estates neighborhood. This home is the best value in Maitland with an assumable 2.75 Percent interest rate available! The spacious 4 Bedroom, 3 Bathroom layout features a hard-to-find split floor plan plus an abundance of storage and space that is rare in mid-century homes. The oversized half-acre homesite provides ample room to safely store your boat and RV or even explore the possibilities of adding a guest house / accessory dwelling unit (ADU) by the sparkling pool. Step inside the front of this home to discover a light-filled living room with stunning picture windows that flood the space in natural sunlight. The bright and airy feel continues as views of the backyard oasis are visible from both the living and dining rooms. A large Florida Room along the back of the home offers additional living space, ideal as a home office or just a relaxing retreat. Updates in the kitchen include granite countertops and stainless steel appliances, making it a chef’s dream. Just off the kitchen is a spacious indoor laundry room, complete with a butler's pantry and extra storage. Fresh paint and new flooring make the bedrooms truly move-in ready! Located in the heart of Maitland, you’re just minutes away from Maitland Community Park, Maitland City Centre, and the celebrated shopping, dining, and cultural attractions of Winter Park. Utilities are reliable with underground electrical lines completed by Duke and city sewer service already in place. Through the voluntary HOA, residents have access to the Winter Park Chain of Lakes from the community park and boat ramp on Lake Minnehaha. Zoned schools include Winter Park High as well as Dommerich Elementary and Maitland Middle, both of which are minutes from the home via walking sidewalks or bike lanes. This amazing home is eligible for an assumable mortgage with a 2.75 interest rate for qualified buyers! Don’t miss the opportunity to make this extraordinary Dommerich property yours!

1641 E Horatio Avenue, Maitland

$979,000
4 Beds 3 Baths Dommerich Woods SubDv. 32751 Zip Code
Welcome to this stunning move-in ready pool home in the highly sought after Dommerich neighborhood, known for its top-rated schools and wonderful community. Nestled on an over-sized corner lot in a quiet cul-de-sac, this beautifully maintained home boasts 4 bedrooms, 2 full bathrooms, plus a convenient half bath. The lush landscaping professionally designed by a certified Landscape Designer, exudes gorgeous curb appeal and surrounds the backyard pool and heated spa, creating a private oasis. A separate screened-in porch is connected by pavers providing another quiet retreat. Step inside to find a light-filled interior with elegant finishes and plenty of room to entertain. The heart of the home is the expansive chef's kitchen with modern appliances featuring a double oven, 2 gorgeous islands with plenty of barstool seating, room for a full dining table, plus an abundance of storage and pantry space. There are 2 large separate living rooms with gorgeous wood flooring and a full bedroom on the first floor, which also makes a perfect office. Upstairs is the huge Primary bedroom and walk-in closet with its completely renovated (2023) en-suite bathroom with quartz countertops, a lovely step-in shower and another closet for additional storage. There are 2 more beautiful bedrooms with good sized closets, another full bright bathroom with double sinks, and a huge laundry room. This worry free home makes getting insurance a breeze with a brand new A/C (2024) complete new roof installation, Hardie Board siding, and an in-ground pool and spa (all in 2015), plus a full home security system with pool security alarms on all of the downstairs doors. This perfectly located home allows for walking to Maitland Community Park, riding bikes to the A-rated public schools, and driving minutes to downtown Maitland with its restaurants, shops and grocery stores. Don't miss your chance to live in this fabulous home and join this welcoming community. Schedule your private showing today!

1621 Chippewa Trail, 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

$390,000
2 Beds 2 Baths Maitland Harbour Apts SubDv. 32751 Zip Code
This charming move in ready furnished (furniture valued at approx. $7,500) first-floor unit is situated in the highly desirable Maitland Harbour condominium complex, nestled in the heart of Maitland. This intimate and picturesque community is ideally located on Lake Maitland and offers access to the entire Winter Park Chain of Lakes. Recently fully remodeled, the unit features stylish décor, abundant natural light, and stunning views of the community pool and Lake Maitland. Every detail, from the fixtures to the window treatments, has been thoughtfully chosen to make this a truly move-in-ready home. The complex is beautifully landscaped with lush tropical foliage and oak trees, complemented by a refreshing lake breeze. Enjoy afternoons on the lake, where you can indulge in water skiing, fishing, kayaking. The unit also benefits from a new roof, a completed milestone inspection, and an up-to-date reserve study. Conveniently located, this property is adjacent to Fort Maitland Park, across from Lake Lily, and just a short distance from downtown Maitland, where you can enjoy the weekend farmers market. It is also minutes from Rollins College, the University of Central Florida, Full Sail University, and the vibrant historic district of Winter Park, known for its fine dining and boutique shopping along Park Avenue.

1000 S Orlando Avenue Unit 4, Maitland

$245,000
2 Beds 2 Baths Lake Maitland Terrace Apts SubDv. 32751 Zip Code
Welcome to this charming first-floor 2-bedroom, 1.5-bathroom condominium located in the highly desirable Lake Maitland Terrace community. This inviting home features a living room and dining room adorned with elegant wood-look tile, creating a warm and stylish ambiance. Lake Maitland Terrace offers an array of top-notch amenities designed to enhance your lifestyle. Enjoy a refreshing swim in the lakeside pool, or relax in the clubhouse, which boasts a renovated kitchen and a screened porch with stunning views of Lake Maitland. Outdoor enthusiasts will appreciate the private dock, perfect for paddle boarding, and canoeing, with easy access to the Chain of Lakes. Additional community features include laundry facilities, putting greens, shuffleboard courts, assigned storage units, indoor bicycle storage, and a car wash station. The new metal roof, installed in 2023, provides added peace of mind. The community is professionally managed with an on-site manager and maintenance team, ensuring a well-maintained environment. The HOA covers essential services such as water, sewer, grounds maintenance, and valet garbage collection. For added convenience, mail is delivered directly to your door. Boat slips occasionally become available for residents at an additional cost. This condo is ideally situated near Maitland’s finest restaurants, shopping, and dining options. It is also just a short drive to downtown Orlando and Winter Park's Park Avenue. The location offers easy access to I-4, making commutes a breeze. Enjoy the convenience of walking to the Enzian Theater and Lake Lily, and being just a 5-minute drive from Winter Park’s vibrant downtown area. Experience the perfect blend of comfort, convenience, and community living in this delightful Lake Maitland Terrace condominium. Don't miss the opportunity to make this your new home.

1140 S Orlando Avenue Unit F-3, Maitland