Refine Search
Map
Sort by
$2,700,000
4 Beds ⋅ 5 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code
Perfectly nestled on the north side of Windsong on a premium Lake Berry water view, corner lot… This stunning Mizner Mediterranean estate has exquisite architectural detail and quality throughout in this one-owner, well maintained, custom-built residence. The home exudes grace & elegance with an open flexible floor plan including soaring ceilings and light flooding in from every direction. An exceptionally constructed and artfully designed home in every way. Well-manicured gardens adorn the exterior, while the brick paver circular drive meanders down the rear property line to a secluded, generous 3-car garage and motor court. Inside, you are welcomed with an elegant entry foyer opening to a “flex use” lakeview room (library, den, billiards rm, etc…), a private 1st level guest suite, and the stately great room that boasts 2 stories of windows & French doors, 2-sided masonry gas fireplace and an abundance of natural light leading out to a sunset/sunrise terrace. This space blends seamlessly with the formal dining and kitchen areas, creating an exceptional environment for entertainment. Continuing to the kitchen, this culinary haven is complete with ample cabinet space, a center island, gas cooktop, double ovens, Sub Zero refrigerator, butler’s pantry along with a casual, separate dining area... Upstairs - retreat to the spacious primary bedroom suite with seating area, lavish bath & dressing area along with generous wardrobe with island… The 3rd & 4th bedroom suites are also upstairs sharing a loft-lounge area… Outdoor living includes an oversized, almost 20,000 sf, premium Windsong lot with lush landscaping, mature tree canopy along with lakeview terrace and private lanai including summer kitchen… With proximity to hospitals, schools, golf courses, and the eclectic dining and shopping of Park Avenue, this immaculate one-owner home embodies luxury living at its finest with endless interior design possibilities and couldn’t begin to be reproduced today (land & home construction) anywhere near this offering price… NOTE: Pool designs available for review upon request - owner preferred not having one. Building plans show 6,390sf living area (7,483sf under roof)

526 Genius Drive, Winter Park
$550,000
2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code
Nestled in between the Winter Park Chain of Lakes and Park Avenue, this stunning condominium offers the perfect blend of elegance and convenience, making it an ideal dwelling place to call home. Dating back to the 1970s, The Cloisters Condominiums has consistently been a sought-after address for those seeking the pinnacle of Winter Park living. Boasting two bedrooms, one full bath, and spanning over 900 square feet of living space, this top floor condo provides ample room for comfortable living. Upon entering, a charming foyer effortlessly connects each room, leading you to a well-appointed kitchen featuring stainless steel appliances, granite countertops, and an abundance of cabinet and counter space. The living area extends an open invitation with an oversized screened balcony, offering a tranquil retreat with scenic views. The Cloisters offers a range of amenities, including a heated pool surrounded by meticulously maintained grounds, a clubhouse, a boat dock with six slips providing access to Lake Osceola, and a putting green. Conveniently located just a short stroll from Park Avenue, enjoy living walking distance from numerous dining and shopping options. Whether you prefer exploring Hannibal Square, or embarking on a boat ride along the Winter Park Chain of Lakes, this is Winter Park living at its finest.

102 S Interlachen Avenue Unit 510, Winter Park
$2,000,000
3 Beds ⋅ 4 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code
Stunning and Sophisticated. Highly desirable Genius Drive on the North Shore of Windsong. Home will be sure to impress! Detailed architectural design and open floor plan. Gorgeous wood moldings, custom cabinetry and gas fireplace. New windows throughout home. (FAS) New roof 2023. Whole house generator (2023). Over 500 square feet added with addition- back of the home, pantry, laundry room, dog shower, kitchen renovation featuring Nuvolato granite island and Negresco granite in laundry room (2019). 10 ft. ceilings and 8 ft. doors. Refinished oak floors by Walk on Wood, remodeled powder room with designer wallpaper, new sink vanity and toilet. Showcase kitchen! Breakfast nook with vaulted ceiling detail and ceiling height picture windows. Top end Subzero and Wolf appliances, double Wolf ovens. Butler’s pantry includes hidden microwave, full freezer, wine fridge. New laundry includes walk in second pantry and extra fridge. Primary retreat on first floor, tall ceilings, his and hers closets by Closets by Design. Dual sinks, soaking tub and shower in master bathroom. Stackable, new sliders from family room overlooks tranquil back yard. Landscaping is private and natural. Staked stone flower beds and still plenty of yard for kids or pets. Lightscape landscape lighting. Marble tile creates expansive entertaining area. Remote retractable screens on new outdoor porch. (2023) Two quiet bedrooms and two bathrooms located upstairs. Fourth bedroom was turned into workshop and could easily be converted back to a bedroom or work out area. Additional bonus featuring built-in desks and storage. Gas tankless hot water heater, gas stove top, fireplace and stub for gas grill in back yard. 2 car garage with additional parking, 2 ACs plus additional unit in bonus room. Located in one of Winter Park’s most sought-after neighborhoods, Windsong offers its residents Chain of Lake Access, community pools, splash park, pontoon boat, paddleboards. Top rated schools and minutes to Park Avenue shopping and dining.

559 Genius Drive, Winter Park
$679,000
2 Beds ⋅ 3 Baths ⋅ Villa Del Seis Condo SubDv. ⋅ 32789 Zip Code
Introducing Villa del Seis: a collection of six meticulously crafted condominiums in the heart of Winter Park. This two-bedroom gem offers access to the picturesque Lake Virginia with a community dock. Nestled at the end of the building, this end unit welcomes an abundance of natural light, highlighting its charm. A wood-burning fireplace graces the living room, creating a cozy ambiance. French doors open to a rear porch and garden, merging indoor and outdoor living seamlessly. The dining room and living area are perfectly proportioned for comfort. An attached one-car garage and guest parking enhance convenience. The master retreat on the second floor boasts an en-suite bath and a walk-in closet. The second bedroom is equally impressive with its own en-suite bath. A powder bath downstairs adds a touch of practicality. The soaring vaulted ceiling in the living room accentuates the sense of spaciousness. New flooring throughout the home adds a fresh touch, while the remodeled kitchen, designer light fixtures, and custom built-in shelving in the dining room elevate the aesthetic. At the front entry, a window seat built-in invites relaxation. Situated near the famed Park Avenue shops and dining, this residence provides the epitome of downtown Winter Park living. Experience the perfect blend of modern comfort and classic elegance in this exceptional offering. Contact us now to secure your place in Villa del Seis and make Winter Park your new home.

674 Osceola Avenue Unit 674, Winter Park
$212,000
1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code
Come see this absolute hidden beauty on spring-fed Lake Killarney in Winter Park 32789. This charming 1 bedroom 1 bath 645 sft condo sits on the second floor of a two-story complex conveniently located just off I-4 yet tucked away in a quiet, tree-lined, serene environment. Low HOA fees and a strong HOA board keep the community of Lakeside Manor one of Winter Parks best-kept secrets. Clubhouse with lakefront pool. Onsite boat launch, boat slips, and dockage. Reserved parking. Onsite laundry. Boat to Hillstone and Trader Joes! Unit can be sold completely turnkey furnished, as seen in photos, or without furniture. Easy to view!

2500 Lee Road Unit 233, Winter Park
$1,162,500
3 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code
Spectacular lakefront condominium in downtown Winter Park. Steps to Park Avenue's quaint shops, restaurants and manicured parks! Very rare do these units so close to the lake come on the market. Completely renovated, this magnificent condominium home features 3 Br, 2 Baths. Very spacious living room, with impressive wood-burning fireplace gorgeous views of Lake Osceola with double sliders. Lakefront Master Suite includes an oversized walk-in closet. Large double porch overlooks the lake and is perfect for year-round outdoor entertaining. The Cloisters offers a heated pool, exercise room with saunas, entertainment room with kitchen, putting green, covered parking, visitor parking, boat dock, private boat slip and on-site management with 24 hour video surveillance.

106 S Interlachen Avenue Unit 518B, Winter Park
$235,000
2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code
Reduced over $20,000. Make an appointment today! Owner is interested in holding a mortgage with a balloon payment or a Lease Purchase to close beginning of 2024. Owners not interested in Cash offer or financing Contract to close in 2023. Call Jan for more details. Updated 2BR 2 Bath !st Floor Unit in Lakefront Community. Spacious Rooms/Great Layout. Great Winter Park Value! Community Heated Pool. Community Lakefront Deck. Lake Access to beautiful Lake Killarney. Walk to Shopping, Movies, Restaurants. Close to Park Avenue! Easy Access to 1-4.

1500 Gay Road Unit 21B, Winter Park
$2,200,000
4 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code
Elegant Tuscany Mediterranean-style on gorgeous, quiet tree-lined Olde Winter Park brick street. A masterful design with wonderful floor plan offering so much flexibility in today’s lifestyle to enjoy day-to-day living along with more formal aspects for entertaining inside and out. Downstairs living areas include a beautiful, updated chef’s island kitchen with separate breakfast room open to the spacious gathering room with vaulted ceilings along with a formal dining and living room with fireplace and walls of windows and French doors, secluded den and home office and owner’s retreat, plus a separated private guest cabana as well. A unique find! Upstairs living includes a generous bonus and flex area lounge along with balcony and two more full guest suites with en-suite bath. The outdoor living includes multiple porches and courtyards and a tropical oasis with pool and spa, plus beautiful fenced backyard along with a detached three-car garage.

1570 Lakehurst Avenue, Winter Park
$199,000
1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code
Welcome to 2500 Lee Rd. #111. This gem of a condo community is truly is a hidden luxury. 10min from downtown Orlando, 6min from Park Avenue. 2min from I-4. Just prime location! The unit is 645sqft, 1 bedroom 1 bathroom and freshly renovated and ready for the next homeowner. Electrical Panel updated 2023. This is not an investor flip because the HOA has an approval process for all buyers and the homes in the community are not allowed to become rentals until 2yrs of homeownership. You can rest knowing that majority of the neighbors in the community are actually homeowners and not renters. Parking is limited and most units have only one designated parking spot. Well fate shall have it, this home has two assigned parking spots! The community is surrounded by large healthy oak trees providing lush relaxing landscape. Going to the main attraction of the community; the community has its very own boat access to Lake Killarney. The 239 acre spring-fed lake is a perfect body of water to fish, ski, paddle board, bird watch, etc. Quite a few amazing restaurants sit on the lake as well. The boat slips and dock have been upgraded in recent years. There is water supply to the slips so you can wash the boats. The HOA is $204.74 per month, no additional or reoccurring HOA fees, condo fees, special assessments imposed on the homeowners. Boat slips are available for rent at $30/month and there is a ramp and boat parking available for 24 hours. The pool does have a private deck above the building where you can lounge around or have a party and watch the sunset. Don't miss out on this gem, come see it today. Video and 3D tour available.

2500 Lee Road Unit 111, Winter Park
$670,000
2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code
This exquisite top-level, corner unit condominium boasts 2 bedrooms and 2 bathrooms, located in downtown Winter Park. The unit's open floor plan provides a seamless flow between spaces, and a screened-in patio with no upstairs neighbors. Enjoy the luxuries of new cork flooring, high-end kitchen features/appliances, and thoughtful storage solutions. The property is located on the picturesque Lake Osceola and is walking distance to Park Avenue and Winter Park Country Club. Take advantage of the community pool, miniature golf area, and private dock, all ideal for soaking up the stunning Florida weather.

100 S Interlachen Avenue Unit 506E, Winter Park
$?
2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code
GREAT TOWN HOME WITH PRIVATE REAR SCREED PORCH. BOTH BEDROOMS ARE UPSTAIRS WITH EN SUITE BATHROOMS AND WALK IN CLOSETS. MASTER BEDROOM HAS A VERY LARGE BALCONY. WOOD BURNING FIREPLACE IN THE GREAT ROOM, OPEN KITCHEN FLOOR PLAN, SCREENED PORCH WITH OUTDOOR STORAGE CLOSET. DINING ROOM OFF FRONT FOYER, LARGE LAUNDRY ROOM AND SEPARATE HALF BATH. CENTRAL HEATING AND AIR WERE INSTALLED MARCH 2011. ONLY 45 UNITS IN THIS VERY WELL FUNDED COMPLEX. ONLY TOWN HOME AVAILABLE. LAST ONE SOLD FOR OVER $200,000. RARELY DO THIS UNITS COME AVAILABLE. WALK TO WINTER PARK VILLAGE, THAT IS HOME TO PUBLIX, MITCHELLS SEAFOOD, BRIO, PF CHANG'S, CHEESECAKE FACTORY, AND REGAL 20 SCREEN MOVIE THEATER. STARBUCKS IS ONLY STEPS AWAY FROM YOUR FRONT DOOR. COMPLEX SITS ON LAKE KILLARNEY, BRING YOUR BOAT AND ENJOY THIS MASSIVE CLEAN LAKE.

130 Killarney Bay Court Unit 5-3, Winter Park