Refine Search
Map
Sort by
$175,000
1 Beds ⋅ 1 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code
Lakefront Community! Enjoy Glorious Sunsets, Cocktails on the Deck and the Peace of Water and the Amazing Joy of Nature! All this near the heart of Winter Park and walking distance to all kinds of Shopping! One of few 1 Bedrooms and an Upstairs End Unit! Enjoy Spacious Room Sizes for easy Furniture Placement, Compact Kitchen, Bright Master Bedroom with additional Built-in Closets, Vanity and Mirrored Closets and updated Bath, accessible for Guests and close to Master! Updated Windows! Private Balcony! Owner is providing a One-Year Home Warranty and a $3,000 Flooring Credit. Make this affordable Unit your own!

1500 Gay Road Unit 4D, Winter Park
$1,475,000
5 Beds ⋅ 5 Baths ⋅ Palma Vista SubDv. ⋅ 32835 Zip Code
Set behind the gates of MetroWest Golf Community, this French Eclectic residence makes a statement from the curb — graceful proportions, timeless stonework, and a genuine slate roof that distinguishes it from anything else in the corridor. As you step inside the iron-and-glass doors, you will be captivated by the grandeur of the living room, dining room, and foyer, adorned with magnificent Swarovski chandeliers, creating a truly luxurious ambiance. 5 bedrooms and 3 full / 2 half baths unfold across 4,859 square feet of thoughtfully designed living space, where high ceilings, rich finishes, and a soaring wall of windows fill the home with natural light and create an effortless sense of arrival. Rich hardwood floors, coffered ceilings, and arched architectural details run throughout. The island kitchen with granite and custom cabinetry flows to a family room with fireplace, complemented by a formal dining room, dedicated office, and spacious bonus/media room. The expansive owner's suite is a true retreat — sitting area, three-sided fireplace, and spa-style bath. Outside, a covered lanai with full built-in summer kitchen overlooks the open-air pool and raised spa on an extended deck. Minutes to MetroWest Golf Club, Valencia College, Restaurant Row, and major routes to downtown Orlando, the parks, and Orlando International Airport. Schedule your private showing today.

2204 Cairns Court, Orlando
$5,600,000
5 Beds ⋅ 6 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code
This elegant transitional French Provincial residence was the feature home in the Orlando Museum of Art's 2022 "mystery home tour" and is located on a large, elevated corner lot in a quiet and secluded area in the Via’s of Winter Park. This residence has been significantly enhanced inside and out by the current owner. The home features 5,200 square feet of living space and 800+ square feet of outdoor space with 5 bedrooms, 5 bathrooms ensuite, 1 half bathroom, 3 car garage, pool, patio and professionally landscaped yard and lighting. Upon entry, you are welcomed through the exquisite foyer where you instantly notice the craftsmanship and expert care that went into the custom carpentry and crown molding details throughout. To the left of the foyer is an elegant and intimate parlor with grass cloth wallpaper, a gas vented fireplace and built-in bookshelves. To the right of the foyer is the formal dining room with beautiful hand painted wallpaper and an adjacent butler’s pantry. Past the foyer you are led to a spacious and grand formal living room with 6 new French iron doors that flow out to a covered brick porch and picturesque back yard & pool. Designed with entertainment in mind, the adjoining chef’s kitchen includes newly painted custom cabinetry, a Sub-Zero/Wolf appliance package, a grand center island and a walk-in pantry. Built in desk and casual dining area all open to the adjoining beamed ceiling family room with gas vented fireplace and additional French doors that lead to street side patio with new awnings. First floor master retreat overlooks the pool & yard and features 14-foot wood beam vaulted ceilings. The oversized master bath with double custom lacquered vanities made in Palm Beach, mosaic marble shower and a Waterworks free standing tub, brushed brass fixtures, and walk in closet. The second-floor features nine-foot ceilings with four bedrooms (one which was converted to a beautiful women’s dressing room) and four ensuite bathrooms, covered balcony adjoining two bedrooms, two built in desks and bookshelves for office/study time and large media room with big screen tv and wet-bar. There are also two laundry rooms, one upstairs and one downstairs. Attic space inside the home and inside the garage. Recent upgrades include slate roof/swooped decorative copper roof with chimney caps, complete chimney rebuild, nine iron French doors, white oak tongue and grove hardwood floors, renovated master bath and two ensuite baths, two new HVAC home units and a new garage mini-split air conditioner. This home offers boat access to the Winter Park chain of lakes and is within short distance of the Winter Park Racquet Club. It’s also a bike ride away and a short drive to the Interlachen Country Club and Park Avenue shopping and dining district. The property is zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. One or more rooms virtually staged

2228 Azalea Place, Winter Park
$244,900
2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code
New Price/Seller Motivated! WINTER PARK LOCATION ALERT with AMAZING WALKABILITY to SO MANY shopping and dining options! Across from the newly renovated WP Shopping Village that includes top-rated restaurants, a movie theater, boutiques, grocery store and more! This 2bedroom/2 bathroom attractive second-story unit offers an updated kitchen and bathrooms with solid countertops. All solid flooring throughout - tile and laminate for easy care...no carpet. Enjoy the dining space that opens to the large great room and balcony where you'll love sitting in the evenings to relax. SPACIOUS BEDROOMS - Primary bedroom has an attached full bathroom and bedroom 2 has a LARGE walk-in closet. The 2nd Full Bathroom is accessed via a common hallway. The Chateaux Du Luc LAKEFRONT COMMUNITY offers FABULOUS AMENITIES that include an oversized heated pool, clubhouse, community deck, BBQ grill, 2 on-site saunas, updated on-site laundry facilities, and a resident-only boat ramp on skiable Lake Killarney. There's even storage for your Kayak or paddleboard! Roof 2025. Reach out today for your personal showing!!

1500 Gay Road Unit 3C, Winter Park
$542,000
3 Beds ⋅ 2 Baths ⋅ Sweetwater Country Club SubDv. ⋅ 32712 Zip Code
Welcome to Les Chateaux: a unique collection of elegant French/Mediterranean style golf villas perched on the serene fairway of Sweetwater Golf & Country Club. This beautiful villa backs up to the third hole putting green, perfect for enjoying the golf course views and expansive space. It even has an extra garage for your golf cart, in addition to its already ample two car garage. Come inside and explore the fun & functional flow of this lovely 3 bedroom home with many special features: smartly decorated entry foyer, large eat-in kitchen, walk-in pantry, inside laundry room with ironing board cupboard, plantation shutters throughout, open concept dining room/living room with a wood burning fireplace (piped for gas, if desired) and multiple French doors that open up to the gorgeous Florida room (also under heat & air). This home is made for entertaining with it’s unique wrap around corner bar complete with brass foot rails and bar fridge. Brand new beautiful barrel tile roof this year! Other mentionables: deluxe GE Refrigerator less than 2 years old; Bosch dishwasher; washer/dryer stays, PLUS a second full size fridge in the garage; AC replaced in 2021. Les Chateaux is a tasteful enclave of 20 tile roof villas nestled in the desirable & expansive neighborhood of Sweetwater Country Club. The Sweetwater area is flush with winding streets, mature trees, lush landscaping, and multiple trails & parks. Residents have legal access to Lake Brantley, a beautiful 287 acre freshwater spring-fed lake teaming with fish and other wildlife. Lake activities include fishing, swimming, sailing, water-skiing, jet-skiing, wake-boarding, etc. Lake access is via a community beach, dock, and boat ramp. Other recreational facilities include tennis, basketball, pickleball, beach volleyball and a clubhouse for gatherings. After your fun filled day, wind down at the newly renovated Sweetwater Country Club restaurant and bar: The Tuscan Lounge & Grill, or another neighborhood favorite: Wekiva Island. Wekiva State Park is just across the street, downtown Orlando only 10 miles away, theme parks 20-30 miles away, and gulf or ocean beaches just a short trip to the east & west. Please note there are two HOA fees: Les Chateaux @ 322/month that covers ground maintenance, landscaping, common areas, etc PLUS INTERNET & CABLE services! Then there is a master HOA for Sweetwater Country Club that is $420 twice a year ($840 per year or essentially $70/month) and includes all the community amenities listed above. So, TOTAL HOA expense for both associations COMBINED is $392/month which includes INTERNET & CABLE: a bargain in today’s world and a lot of bang for the buck!

2406 Sweetwater Country Club Drive, Apopka
$249,900
2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code
MAJOR PRICE ADJUSTMENT! Fantastic Winter Park Location on Lake Killarney. This 2 Bedroom 2 Bath Upstairs Unit has Lake and Pool Views. Spacious Living Spaces and Generously-sized Bedrooms. Unique Updated Kitchen has Sub Zero Refrigerator, Bosch Dishwasher, Solid Surface Counters, unbelievable amount of Storage with Corner Cabinets, Drawers, pull-out Shelving and 3 Tiers of Lighting! Updates include: Water Heater in 2023, Range 2019, Refrigerator in 2020, A/C in 2020, Double-Pane Windows and Sliding Door in 2016, Updated Electric Panel, Replaced Ductwork and added Attic Insulation. Master Bath has Double-Sink Vanity. Guest Bath has newer Vanity and Retiled Shower with replaced Shower Pan. Unit recently Replumbed. Plantation Shutters, recently Repainted and Carpeted. Short Walk to Shopping, Restaurants, Theaters, and minutes to Park Avenue with it's Village Style Shopping, Central Park with Bandstand, Spring and Fall Art Festivals, Farmer's Market and Downtown Train Station. Drive into the Community, catch a view of the Lake, watch a Sunset on the Deck and you will know "you're Home"! OWNER WILL CONSIDER REPLACING CARPET IN LIVING AREA WITH LUXURY VINYL FLOORING WITH ACCEPTABLE CONTRACT!

1500 Gay Road Unit 17D, Winter Park
$1,225,000
5 Beds ⋅ 7 Baths ⋅ Canopy Oaks Ph 1 SubDv. ⋅ 34787 Zip Code
Within the gated community of Canopy Oaks in Winter Garden, Parade of Homes award-winning Delray model by renowned builder A.R. Bailey Homes combines timeless architecture with curated upgrades rarely found in today’s market. Within an intimate enclave of only 49 homesites, this meticulously maintained home offers over 4,000 square feet of flexible multigenerational living, entertaining spaces and seamless indoor-outdoor Florida living. Ideally just minutes from Historic Downtown Winter Garden, Winter Garden Village, Orlando Health, the Roper YMCA, shopping, dining, recreation and major roadways including Florida’s Turnpike, SR 429, SR 408 and Interstate 4. A paver driveway, concrete tile roof, stone-accented exterior, wood-look garage doors, three-car garage and grand solid wood double-entry doors create a striking first impression. Inside, 10-foot ceilings in the great room, architectural details, abundant natural light, elegant finishes, and wood-look porcelain tile flooring throughout the first floor create a sophisticated yet welcoming atmosphere. The chef’s kitchen serves as the heart of the home, designed for everyday living and entertaining. Highlights include a natural gas cooktop with exterior vent, built-in wall oven, upgraded appliances, pot filler, oversized center island, 42-inch cabinetry with crown molding, under-cabinet lighting, designer tile backsplash and an expansive walk-in pantry overlooking the coffered-ceiling great room. A gated wine cellar adds a distinctive feature rarely found at this price point. The luxurious first-floor primary suite was designed as a spa-inspired retreat, featuring a beautifully appointed primary bath with premium finishes, dual vanities, an oversized walk-in shower, freestanding soaking tub and a spacious walk-in closet. A separate first-floor en-suite bedroom provides flexibility for guests, extended family, multigenerational living or a private home office. Upstairs, a second primary suite is complemented by two additional en-suite bedrooms, a spacious loft, guest powder bath and covered balcony, providing privacy and versatility for family and guests. Designed to embrace Florida’s indoor-outdoor lifestyle, dramatic corner-opening glass doors and expansive stacking sliders open to the covered lanai with a motorized retractable screen, creating effortless entertaining year-round. The backyard, accented by a stucco privacy wall, offers ample space for a custom pool, outdoor kitchen and additional outdoor living areas. The three-car garage provides generous space for vehicles, golf carts, storage and recreational equipment. Additional highlights include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, mudroom, reading nook and generous storage throughout. Residents of Canopy Oaks enjoy scenic recreational trails, a community playground and an exceptional Winter Garden location near shopping, dining, healthcare, recreation and everyday conveniences. Offering five en-suite bedrooms, seven baths, dual primary suites, a spa-inspired first-floor primary suite, wood-look porcelain tile throughout the first floor, a three-car garage, natural gas, award-winning design and an exceptional location within Canopy Oaks, this beautifully maintained residence presents an outstanding opportunity to experience refined Winter Garden living. Also available for lease (MLS #O6416527).

706 Canopy Estates Drive, Winter Garden
$258,000
2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code
LAKEFRONT COMMUNITY WITH SPECTACULAR SUNSETS OVER BEAUTIFUL LAKE KILLARNEY. LOCATED IN THE CHARMING AND ELLEGANT NEIGHBORHOOD OF WINTER PARK, IN A FULLY REVITALIZED AREA. CONVENIENT TO I-4, PARK AVENUE, FARMER'S MARKETS, TRADER JOE'S, AS WELL AS A MOVIE THEATER, BOUTIQUE SHOPS, RENOWNED RESTAURANTS AND A NATIONALLY RATED ART FESTIVAL - ALL WITHIN A SHORT WALKING DISTANCE. BRIGHT SUN-FILLED 2 BEDROOM, 2 BATH USTAIRS UNIT WITH AN OPEN FLOOR PLAN AND PRIVATE BALCONY. THE PRIMARY BEDROOM IS A SUITE, AND THE SECOND BEDROOM FEATURES A SPACIOUS WALK-IN CLOSET. SOFT, WARM COLORS, TILE AND LUXURY VINYL FLOORS, RAISED KITCHEN CEILING AND GRANITE COUNTER ENHANCE THE SPACE. BRAND NEW WATER HEATER 6/2026! LARGE ROOMS MAKE IT EASY TO ARRANGE FURNITURE. ENJOY BOATING, SKIING AND WILDLIFE OF LAKE LIVING. COMMUNITY DECK, BOAT RAMP, HEATED POOL AND SAUNAS. MAKE AN APPOINTMENT TODAY TO SEE WINTER PARK'S BEST KEP SECRET!

1500 Gay Road Unit 20D, Winter Park
$4,575,000
5 Beds ⋅ 7 Baths ⋅ Lake Nona Estates 10 SubDv. ⋅ 32827 Zip Code
Virtually Staged. Pre-Construction. To be built. Being expertly built by Goehring & Morgan in the coveted Cromwell expansion of Parcel 10 at Lake Nona Golf & Country Club, this new custom residence blends timeless architecture with high-end design and a modern indoor–outdoor lifestyle. Its premier location offers exceptional access to the Club’s amenity base, the USTA National Campus and Lake Nona’s Town Center, while its thoughtfully crafted layout pairs refined curb appeal with contemporary livability and serene pond views. The home offers five bedrooms, five full and two half baths, plus an outdoor shower. A welcoming foyer leads into the great room, glass-enclosed wine feature, gourmet kitchen and scullery, all oriented to expansive outdoor living. The main level showcases an exceptional owner’s suite featuring a two-sided fireplace, an intimate private lounge with wet bar, and two oversized walk-in closets, along with a spacious, spa-inspired bath. A dedicated courtyard enhances privacy and extends the retreat-like atmosphere of the suite. Also on the first floor are a versatile office/second bedroom with ensuite bath, a powder bath, a large main-level laundry room, and generous storage throughout. Upstairs, a central loft connects three additional bedroom suites, each with walk-in closet and full bath, along with an additional laundry room for convenience. Sliding doors open to a covered lanai with summer kitchen, pool, spa and dedicated pool bath, creating a true indoor–outdoor sanctuary ideal for year-round living. Completing the residence are a three-car garage plus a separate one-car garage with room for a full vehicle or golf cart, offering exceptional flexibility for parking, storage and recreational living within the gates of Lake Nona Golf & Country Club.

11091 Cromwell Road, Orlando
$1,749,000
4 Beds ⋅ 4 Baths ⋅ Lake Nona Estates SubDv. ⋅ 32827 Zip Code
Virtually Staged. With four bedrooms and four full bathrooms, this single-story home offers a peaceful retreat within close proximity to Lake Nona Golf & Country Club’s outstanding member amenities. Expertly renovated with elevated materials, a new roof and more than 600 square feet of additional living space, this French Provincial style home features an open floor plan and a contemporary interior flooded with natural light. The great room offers large floor-to-ceiling windows and French doors overlooking the brand-new sunroom, to be completed with stacked sliding doors, allowing for seamless interior to exterior flow. Anchored by a newly expanded chef’s kitchen, the dining and living spaces complete the main area of the home. Surrounding the great room are four en suite bedrooms, with newly remodeled bathrooms, including the primary suite which features a new walk-in closet and spa-like bathroom retreat with an oversized, glass-enclosed shower and private water closet. The home site offers an opportunity to create a custom outdoor living experience in the private, fenced backyard. Additional features include: • Interior laundry station • Two-car garage with EV charging, overhead storage and an air-conditioned closet

10457 Cromwell Grove Terrace, Orlando