Windsor Cay Homes for Sale

5 Beds ⋅ 6 Baths ⋅ Windsor Cay SubDv. ⋅ 34714 Zip Code

Florida Contemporary, beautifully decorated vacation home located in the desirable Windsor Cay Resort. From the moment you enter, you are welcomed into an open-concept living, dining, and kitchen space with expansive views of the private pool through oversized sliding glass doors. The screened outdoor living area is oversized and thoughtfully designed, with convenient access to a nearby half bath—perfect for pool days without tracking through the home. Inside, the living room features a custom decorative accent wall with a 75-inch Samsung curved TV, built-in storage, and a cozy fireplace. The kitchen is fully equipped and ideally laid out for cooking and entertaining, complete with a generously sized pantry. The garage has been masterfully repurposed into a game room that is sure to provide hours of entertainment. The first floor also offers a spacious primary suite with sliding glass door access to the pool, along with a discreet yet easily accessible utility room. Upstairs, you’ll find a meticulously decorated media room featuring a built-in TV, surround sound, and an electric fireplace. The adjacent dry bar, complete with wine refrigerator and LED lighting, sets the stage for unforgettable movie nights. Each of the four bedrooms upstairs is privately situated at its own corner of the home and includes an en-suite bathroom. Windsor Cay is one of Central Florida’s premier short-term rental communities, offering a 24-hour staffed gated entrance and resort-style amenities including a zero-entry pool, water slides, lazy river, hot tub, poolside cabanas, fitness center, on-site dining, sundry marketplace, arcade, mini putt-putt golf, cornhole, sand volleyball court, and daily family activities. The owner spared no expense with upgrades and furnishings, making this property truly turnkey. As an active vacation rental, showings may require flexibility—but once you experience the home, you’ll quickly see it is well worth the wait. Ideally located near Central Florida’s world-famous attractions: approximately 14 miles to Walt Disney World® Resort and Disney Springs®, 18 miles to SeaWorld®, 22 miles to Universal Studios®, and 30 miles to Orlando International Airport. HOA covers community amenities, along with yard, irrigation and trash.

16205 Saint Kitts Circle, Clermont

$1,125,000

7 Beds ⋅ 6 Baths ⋅ Windsor Cay Resort SubDv. ⋅ 34714 Zip Code

Welcome to this exceptional, fully furnished 7-bedroom, 5.5-bathroom vacation home at Windsor Cay Resort, one of Central Florida’s premier short-term rental communities. Whether you're seeking a luxury vacation retreat, an income-producing investment property, or both, this turnkey residence delivers outstanding value and appeal. Thoughtfully designed to accommodate large families and groups, the spacious open-concept floor plan features expansive living and dining areas, a gourmet kitchen with modern finishes, and stylish furnishings throughout. The first-floor primary suite offers privacy and convenience, while six additional bedrooms and multiple bathrooms provide ample space for guests to relax in comfort. Entertainment and versatility abound with a dedicated game room and a spacious upstairs flex room, providing additional space for recreation, media, work, or relaxation. These thoughtfully designed areas enhance the home's appeal for both vacation guests and owners alike. Step outside to your own private resort-style oasis, complete with a sparkling screened-in pool, soothing spa, and fully equipped summer kitchen—perfect for entertaining and enjoying Florida’s year-round sunshine. Located within Windsor Cay Resort, guests enjoy access to world-class amenities and are just minutes from Orlando’s renowned theme parks, dining, shopping, and entertainment. With short-term rental approval already in place, this fully furnished home is ready to generate income from day one. Don't miss this rare opportunity to own a luxury vacation property in one of Central Florida’s most desirable resort communities.

16231 Trinidad Way, Clermont

$685,000

5 Beds ⋅ 5 Baths ⋅ Windsor Cay SubDv. ⋅ 34714 Zip Code

Beautiful furnished and decorated home at Windsor Cay Resort. With 5 bedrooms, 4 full bathrooms and 1 half bathroom, this property offers comfort, style and functionality in every detail. The master suite is located upstairs, ensuring privacy and convenience, while the other tastefully decorated bedrooms welcome the whole family or guests with charm and comfort. Upstairs, a wonderfully decorated loft in a home theater style offers the perfect space to relax and enjoy moments of entertainment with the whole family. The outdoor area is a true invitation to leisure: a private covered gourmet-style pool, with a balcony and outdoor barbecue – ideal for unforgettable moments with friends and family. The open-concept design integrates the kitchen, dining room and living room, promoting a modern and welcoming environment. The kitchen is equipped with stainless steel appliances, a large countertop and custom wooden cabinets. The laundry room is also equipped and ready for use. The Windsor Cay Resort offers a complete infrastructure, with a resort-style pool, gym, sports courts, barbecue areas and much more. Perfect for short-term rentals or for those who want to live as if they were on vacation all year round! Prime location, close to everything you need and just minutes from Disney parks. Don't miss this opportunity! Schedule your visit now and come see your new home or dream investment

1256 Blue Paradise Drive, Clermont

$1,050,000

8 Beds ⋅ 6 Baths ⋅ Windsor Cay Resort SubDv. ⋅ 34714 Zip Code

Exceptional fully furnished 8-bedroom, 6-bath luxury vacation home in the new gated Windsor Cay Resort, just minutes from Disney. Key Features include strong short-term rental potential, with confirmed 2025 net revenue (after cleaning and taxes) of $97,551, plus $35,000 in confirmed 2026 bookings. This turnkey property features an open-concept living area, gourmet kitchen, elegant king suites, and professionally themed bunk rooms. Guests enjoy a Minions-themed game room, loft with pool table, private theater, and a screened pool and spa with covered patio. Windsor Cay offers resort amenities including a clubhouse, lazy river, fitness center, and sports courts, making it a top guest draw and exceptional investment opportunity. Schedule your showing today.

16364 Saint Kitts Circle, Clermont

$799,000

6 Beds ⋅ 5 Baths ⋅ Windsor Cay SubDv. ⋅ 34714 Zip Code

Exceptional turnkey investment opportunity in one of Central Florida’s most desirable short-term rental and vacation home communities, Windsor Cay Resort. This stunning fully furnished 6-bedroom vacation home is ideal for investors seeking high rental income potential, strong occupancy rates, and excellent cash flow opportunity. Professionally designed with an incredible interior layout and stylish décor, this home offers spacious open-concept living areas, beautifully appointed bedrooms, and a layout that perfectly accommodates large families and vacation guests. Ideal for Airbnb, VRBO, and short-term rental use, this property is truly move-in ready and income-producing, with all furniture, décor, and contents included. Located near Walt Disney World, Universal Orlando, shopping, dining, golf, and major Central Florida attractions, this home is highly attractive to both domestic and international travelers year-round. Whether you are looking for a vacation rental investment, second home, or income-producing property, this exceptional residence offers everything today’s buyers are searching for: location, luxury, rental performance, and turnkey convenience.

1293 Emerald Row Street, Clermont

$958,900

7 Beds ⋅ 6 Baths ⋅ Windsor Cay Ph 1 SubDv. ⋅ 34714 Zip Code

Beautiful home located in a growing and highly desirable area of Clermont! This property offers a perfect combination of comfort, space, and functionality, ideal for investors. The home features spacious living areas filled with natural light, along with a well-designed kitchen offering ample cabinetry and great flow into the main living and dining spaces. The bedrooms are generously sized, providing comfort and flexibility, while the primary suite offers a private retreat with its own bathroom. Enjoy the outdoor space, perfect for relaxing or entertaining, with room to create your own backyard oasis. Conveniently located near shopping, dining, major highways, and top-rated schools, making daily living easy and accessible. A fantastic opportunity to own a home in one of Central Florida’s fastest-growing areas!

15952 Cape Coral Loop, Clermont

$919,000

7 Beds ⋅ 6 Baths ⋅ Windsor Cay Ph 1 SubDv. ⋅ 34714 Zip Code

Welcome to your new investment Home. This property offers comfort, functionality, and a great layout—perfect for those seeking quality living in Central Florida.The home features spacious and well-lit living areas, including a cozy living room and a modern kitchen with ample storage, seamlessly connected to the main living space. The bedrooms are generously sized, providing comfort and privacy, while the primary suite stands out with a relaxing atmosphere and a private bathroom. Enjoy a pleasant outdoor area, ideal for entertaining family and friends. Located in a community with resort-style amenities, including gated security, pool, fitness center, and recreational areas, with easy access to Disney Theme parks, major highways, shopping, dining, and Airport. A great opportunity for homeowners or investors alike!

16225 Saint Kitts Circle, Clermont

$1,449,999

10 Beds ⋅ 8 Baths ⋅ Windsor Cay Ph 1 SubDv. ⋅ 34714 Zip Code

This stunning 2024 Custom Clearwater Grand is a truly one-of-a-kind 10-bedroom luxury vacation home located within the highly sought-after Windsor Cay Resort, fully zoned for short-term rentals and designed to deliver an unforgettable guest experience with exceptional income-producing potential. What truly separates this property from the competition is its distinction as the only property in Windsor Cay currently carrying the Airbnb Luxe badge, placing it within Airbnb’s highly exclusive luxury collection and creating a significant competitive advantage within the Central Florida vacation rental market. Spanning approximately 4,382 sq ft across two stories, this customized and enlarged floor plan comfortably accommodates 28+ guests and features virtually every available builder upgrade. Throughout the home, guests are immersed in extraordinary custom themes and hand-painted murals created by artists behind Epic Universe, utilizing amusement park-grade materials, specialty lighting, and glow-in-the-dark effects to create an immersive resort-style experience unlike a traditional vacation rental. Positioned on a premium oversized 7,500 sq ft lot with no rear neighbors, the property offers enhanced privacy, open rear views, and direct views of the nightly Disney fireworks from the backyard—a rare and memorable feature for guests. The fully screened outdoor retreat is designed as a destination of its own, featuring a heated pool and spa with custom lighting, privacy screens, and an expansive AVATAR-themed entertainment area. Guests can enjoy a premium outdoor movie theater, volleyball, basketball hoop, foosball, Mega Connect 4, covered dining and lounge areas, outdoor TV, and optional BBQ setup. A dedicated, fully stocked popcorn bar completes the movie-night experience with a commercial-grade popcorn machine, flavor shakers, serving bowls, and supplies. Inside, two custom entertainment spaces further distinguish the home. The TRON-inspired arcade features a one-of-a-kind custom-built **360° rotating TRON Legacy replica virtual-reality racing simulator created exclusively for this property**, along with an arcade cabinet, Nintendo Switch, air hockey, and immersive neon lighting. Upstairs, the FANTASIA-themed loft offers a pool table, 65-inch Roku TV, massage chair, board games, and dedicated social-media wall. The property offers exceptional investment appeal with the potential to generate $150,000+ in gross annual rental income, supported by its large guest capacity, premium lot, extensive entertainment features, rare custom theming, and exclusive Airbnb Luxe designation. These characteristics position the home to compete among the premier short-term rental properties in the Central Florida vacation market while offering immediate income-producing potential. Windsor Cay Resort amenities include a resort-style clubhouse, lazy river, water slides, splash park, fitness center, arcade, sports courts, and mini-golf. Located approximately 8 miles from Walt Disney World and minutes from Universal Orlando, including Epic Universe, SeaWorld, Orlando International Airport, major highways, shopping, and dining, this exceptional property combines location, privacy, extraordinary custom design, luxury positioning, and strong income potential.

16016 Sandy Cliffs Drive, Clermont

$1,196,000

8 Beds ⋅ 6 Baths ⋅ Windsor Cay Ph 1 SubDv. ⋅ 34714 Zip Code

Exceptional 8-bedroom pool home located in the highly desirable Windsor Cay Resort community. This spacious, well-designed property offers an ideal combination of comfort, functionality, and strong short-term rental potential. The home features an impeccable open-concept living and dining area, perfect for entertaining and accommodating large groups. The floor plan is thoughtfully designed with generous living space throughout. The property includes a mix of traditional bedrooms and themed rooms, creating a unique and memorable experience for guests. The first floor offers two bedrooms, including a Harry Potter themed bedroom and a spacious primary bedroom suite. Upstairs features multiple themed bedrooms, including Princess, Toy Story, and Jurassic Park themed rooms, along with additional traditional bedrooms. The second floor also includes a loft area with a Super Mario theme, ideal for entertainment or gaming space. The private pool area provides the perfect outdoor space to relax and enjoy Florida living. Residents and guests enjoy access to Windsor Cay Resort’s clubhouse, featuring resort-style amenities designed to enhance the vacation experience and maximize rental appeal. Excellent opportunity for short-term rental investment or personal vacation use in one of Central Florida’s newest resort-style communities.

15969 Cape Coral Loop, Clermont

$885,000

7 Beds ⋅ 6 Baths ⋅ Windsor Cay SubDv. ⋅ 34714 Zip Code

BRAND-NEW FEEL • FULLY FURNISHED • TURN-KEY VACATION HOME in Windsor Cay Resort. Your chance to own a spacious 7-bed / 5.5-bath home built for unforgettable stays and a high-guest-demand resort, featuring a private screened-in pool and a layout that comfortably accommodates larger groups. Themed rooms for a special vacation in the Orlando parks. The lifestyle is the headline: you’re approximately a 4-minute walk to the Reef Club clubhouse, where guests enjoy a zero-entry resort pool, lazy river, water slides, splash pad, mini-golf, fitness center, and on-site dining—all inside a gated, vacation-focused community. Location seals it. Windsor Cay sits in one of the strongest vacation corridors near the parks, about 8.1 miles to Walt Disney World and within convenient reach of Universal Studios and other major Orlando attractions, making this an ideal second-home-and-income-property combination. Schedule your private showing and secure a fully furnished, like-new resort home that’s ready to perform from day one.

1261 Emerald Row Street, Clermont

$618,900

5 Beds ⋅ 5 Baths ⋅ Windsor Cay Ph 1 SubDv. ⋅ 34714 Zip Code

Stunning and fully furnished 5-bedroom townhome located in the highly desirable Windsor Cay Resort, just minutes from Disney! This beautifully decorated property features 2 suites, a spacious loft themed after Super Mario, plus two additional themed bedrooms inspired by Harry Potter and Toy Story — creating a truly unique and memorable experience. The biggest highlight of this home is its prime location directly in front of the clubhouse, offering unmatched convenience and a premium resort lifestyle. Windsor Cay boasts one of the best clubhouses in the area, with top-tier amenities for owners and guests. Perfect as a short-term rental investment, vacation home, or second residence. Turnkey, professionally decorated, and ready to generate income or enjoy immediately. A rare opportunity in one of Central Florida’s most sought-after resort communities!

1145 Blue Island Drive, Clermont

$628,000

5 Beds ⋅ 5 Baths ⋅ Windsor Cay Phase 1 SubDv. ⋅ 34714 Zip Code

PRICE REDUCTION | MOTIVATED SELLER | FULLY FURNISHED | 5 BEDROOMS | 4.5 BATHROOMS | PRIVATE POOL | THEMED DECOR | RESORT-STYLE COMMUNITY ATTENTION – ONE-OF-A-KIND FULLY FURNISHED THEMED TOWNHOME! This stunning two-story townhome in Clermont is truly one of a kind, featuring exceptional themed décor, high-end furnishings, and a beautifully designed interior. The motivated seller has reduced the price, creating an excellent opportunity for buyers looking for a fully furnished home that is truly move-in ready. Featuring 5 spacious bedrooms, all with built-in closets, this home offers exceptional space and comfort. With 4 full bathrooms and 1 half bathroom, it is thoughtfully designed to accommodate family and guests with ease. The open floor plan features a bright and expansive living room and dining area, creating the perfect setting for entertaining or everyday living. The beautiful kitchen is a true highlight, featuring solid wood cabinets, elegant stone countertops, and all appliances included, combining style, functionality, and quality. Step outside and enjoy your own private in-ground swimming pool with screen enclosure, perfect for relaxing, entertaining, and enjoying the Florida lifestyle year-round. The property is located in a desirable Clermont location with convenient access to major roads and is close to excellent schools, making it an attractive option for families and buyers seeking convenience and quality of life. The community offers an impressive Clubhouse with resort-style amenities, including a huge swimming pool, park, playground, tennis courts, and much more. Fully furnished, beautifully themed, spacious, and ideally located, this is a rare opportunity to own a truly unique townhome in Clermont. With a motivated seller and a reduced price, schedule your private showing today!

1236 Blue Island Drive, Clermont

Start Your Search

Prev
1
2
3
of 3
Next

Lake County › Clermont › Windsor Cay

Windsor Cay, Clermont

Windsor Cay is a 2020s neighborhood in south Clermont, in the 34714 zip code. Homes are stucco and block. Most homes fall between about 2,300 and 4,400 square feet under air, the median lot is about an eighth of an acre, and a two car garage is standard.

Homes here carry an HOA, billed monthly, typically around $600. Confirm the figure on a specific parcel before relying on it.

What the homes are

Built Essentially all built in the 2020s.
Construction Stucco and block. Shingle roofs are near universal.
Size Most homes fall between about 2,300 and 4,400 square feet under air.
Bedrooms Five bedrooms is the most common plan.
Garage A two car garage is standard.
Lot The median lot is about an eighth of an acre.
HOA Billed monthly, typically around $600. Confirm on a specific parcel before relying on it.

Where Windsor Cay is

Windsor Cay, centered at 28.362619, -81.688134. Drag to explore.

Drive times below are measured on the road network from the center of Windsor Cay, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving to	Time	Miles
Downtown Orlando	45 min	34.0
Walt Disney World	24 min	12.9
AdventHealth Waterman	58 min	36.1
Downtown Mount Dora	54 min	46.1

Public schools nearby

Sawgrass Bay Elementary School 9 min, 4.6 mi

Private schools nearby

Pinecrest Academy Four Corners 3 min, 0.9 mi
Lake Pointe Academy K-8 5 min, 1.3 mi
Husky Prep Academy Inc 9 min, 4.3 mi
BridgePrep Academy of Polk 10 min, 4.3 mi

Parks and recreation

Polo Park 9 min, 3.5 mi
Northeast Regional Park 8 min, 3.5 mi

Groceries and errands

Bravo Supermarket 4 min, 1.3 mi
Cagan Crossing Outdoor Market 4 min, 1.3 mi
British Pantry 4 min, 1.3 mi
Publix Super Market at Golden Eagle Village 6 min, 2.1 mi

Useful local links

Nearest is not the same as zoned. The schools above are the closest ones to Windsor Cay by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Lake County Public Schools before it matters to a decision.

Places and drive times from Google, checked 12 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Windsor Cay actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 51 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated October 2026.

What homes sold for in Windsor Cay

$790,870Median sale price

$259Median per square foot

0 daysMedian days to contract

51Homes sold in 12 months

Sale prices ran from $549,000 to $1,227,310, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

By size

Home size	Sales	Median price	Median $/sq ft	Median days
2,000 to 3,000 sq ft	24	$609,595	$268	1 day
3,000 sq ft and up	27	$1,053,900	$257	0 days

Larger homes usually show a lower price per square foot. That is normal and it is why a price per foot taken from the whole neighborhood should never be applied straight to one house.

Price cuts and time to contract

Median days to go under contract. Shorter is better.

Never reduced 46 sales, closed at 100% of asking0 days

Reduced at least once 5 sales, closed at 97.1% of the reduced price218 days

Sellers who held their number went under contract in a median 0 days. Sellers who had to reduce took 218 days and still closed at 97.1% of their already reduced price, after a typical cut of $50,000.

Seller concessions

86%Of sales included a seller credit

$10,000Typical credit when there was one

44 of 51Sales carrying a credit

A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.

How buyers paid

Private 35 sales69%

Conventional 13 sales25%

Cash 2 sales4%

Seller Financing 1 sale2%

Cash was 4% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Windsor Cay, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Windsor Cay in Clermont, Lake County, covering closed sales from 31 October 2025 through 26 October 2026, refreshed monthly and current as of October 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. 13 records were excluded as off-market transfers rather than open market sales. Data believed accurate but not guaranteed; listings and closings change daily.