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$1,350,000
5 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 34787 Zip Code
A truly rare find in beautiful Downtown Winter Garden's highly coveted Golf Cart District, with NO HOA this exceptional 5-bedroom, 3.5-bath residence offers a once-in-a-lifetime opportunity to own a home where luxury, character, and location come together beautifully. Thoughtfully renovated from top to bottom, this one-of-a kind property combines timeless craftsmanship with modern elegance and resort-style outdoor living. Every inch of this home has been meticulously updated with high-end finished , including a stunning chef's kitchen featuring quartz countertops, a large center island, custom cabinetry with panel-ready appliances, double ovens, a wine refrigerator, a walk-in pantry, and gorgeous copper accents including a double farmhouse sink, matching range hood, pot filler, and faucet. The inviting living spaces showcase custom craftsman trim, elegant wainscoting, oversized baseboards, shiplap ceilings, a beautiful fireplace with a custom stone entertainment wall, a built-in library, designer lighting, and travertine flooring in the kitchen and bathrooms. Step outside into your own private backyard oasis where you'll find a heated, newly resurfaced pool and above-ground spa, a spacious paver pool deck, screened lanai, pergola with a fire pit, raised garden beds, and professionally designed landscaping surrounded by mature hedges, picket fencing, majestic oak trees, crepe myrtles, gardenias, and rose bushes, creating exceptional beauty and privacy. The expansive property also features a detached workshop, and an extra-long spacious driveway with abundant parking for all your toys!!This home offers peace of mind with countless recent upgrades, including a NEW ROOF with metal porch roofing, two NEW HVAC systems a NEW HOTWATER HEATER, NEW POOL PUMP, Ecobee smart thermostats, digital entry, a new pool bath, Centricon termite protection, and in-wall pest control tubing. Perfectly located just a short golf cart ride from Winter Garden's award-winning restaurants, charming boutiques, the famous Farmers Market, and the West Orange Trail, this is more than just a home—it's a lifestyle. Homes of this caliber, with this level of craftsmanship, outdoor amenities, and an unbeatable Downtown Winter Garden location, and NO HOA rarely come to market. Schedule your private showing today to experience everything this extraordinary property offers. If you are lucky enought to purchase this home you are not just getting a home, you're getting a rare opportunity in one of Central Florida's most desirable communities.

1324 Vic Kay Court, Winter Garden
$322,500
3 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 34234 Zip Code
Back on market through no fault of seller/property—buyer financing fell through. Inspection was completed. Looking for a fully remodeled home just minutes from Downtown Sarasota and some of the most beautiful beaches in the country? Look no further! This stunning 3-bedroom, 2-bathroom home offers 1,286 sq ft of stylish and modern living space, situated in a prime location with no rental restrictions – making it a fantastic investment property or a perfect winter getaway. Recent 2025 Renovations Include: -Fresh interior and exterior paint -New kitchen with quartz countertops and brand-new appliances -Remodeled bathrooms featuring elegant porcelain tile -All-new interior & exterior doors -Luxury vinyl plank flooring throughout -Updated plumbing and electrical fixtures -New light fixtures, outlets, and switches -HVAC system serviced with new grilles installed -New backyard fencing for added privacy Whether you're looking for a turnkey home, a vacation retreat, or a high-demand rental, this property checks every box. Located in a thriving area just a short drive to Lido Beach, Siesta Key, St. Armands Circle, shopping, dining, arts, and culture — this home blends lifestyle, comfort, and opportunity. Highlights: -No HOA or deed restrictions -Short-term & long-term rental friendly -Minutes to Downtown Sarasota & beaches -Move-in ready with high-end finishes Schedule your private showing today and make this beautiful Sarasota home yours before it's gone!

1368 21st Street, Sarasota
$315,000
3 Beds ⋅ 1 Baths ⋅ Hillcrest SubDv. ⋅ 34234 Zip Code
A proven Airbnb performer in Sarasota’s city limits, this fully furnished and turnkey cottage offers an immediate investment opportunity with a successful short term rental history. Located in the historic Central-Cocoanut District, the property has demonstrated strong occupancy and guest satisfaction, making it ideal for investors seeking a ready-to-go income property or a flexible personal retreat. Built in 1939, the home blends classic Old Florida character with thoughtful updates that have stood the test of time. An enclosed front porch welcomes you inside to original wood floors, a charming fireplace, and inviting living spaces that reflect the home’s heritage. The kitchen features timeless white cabinetry, granite countertops, stainless steel appliances, and a decorative tile backsplash. Established upgrades to the plumbing, electrical, water heater, and AC support both comfort and reliability. A spacious family room at the rear of the home opens directly to a large outdoor living area, extending the home’s entertaining potential. The fully fenced yard offers abundant space with multiple seating areas, patio zones, shade sails, and mature trees. With room for a pool, boat storage, or recreational gear—and no deed restrictions—the property offers exceptional versatility. Being within Sarasota city limits allows for short term rental use, amplifying its investment value. And with its proximity to downtown Sarasota, waterfront parks, Lido Beach, St. Armands, and SRQ Airport, the location delivers both convenience and appeal. Whether you envision continuing its successful rental operation, enjoying it as a seasonal escape, or embracing it as a full-time residence, this classic Sarasota cottage is ready for its next chapter. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

1374 20th Street, Sarasota
$250,000
4 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 32114 Zip Code
Owner financing available! Welcome to this fully renovated home in one of Daytona Beach's most convenient locations. Thoughtfully redesigned from top to bottom, this home offers four bedrooms, including a private mother-in-law suite, providing flexible living space for family, guests, or multi-generational living. Extensive upgrades include a completely remodeled kitchen featuring new cabinetry, countertops, and lighting, along with fully renovated bathrooms throughout. Additional improvements include new flooring, fresh interior and exterior paint, updated electrical and plumbing, a new AC system, water heater, and more. A durable metal roof and a fully fenced yard add both value and peace of mind. Ideally situated in the heart of Daytona Beach, this home is just minutes from the Daytona International Speedway, Daytona One shopping and dining, Tanger Outlets, and the Volusia Mall. Halifax Medical Center is only 0.7 miles away, and the world-famous Daytona Beach is a 10-minute drive!

1144 Hillcrest Drive, Daytona Beach
$243,000
3 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 32114 Zip Code
This Home can be purchased with NO MONEY DOWN Motivated Seller with a Price Drop – Don't Miss Out!!! Price reduced to $249,999 — below appraised value. This beautifully updated single-family home features 3 spacious bedrooms and 2 full bathrooms, offering modern comfort and style throughout. Enjoy peace of mind with a brand-new roof (September 2025), all-new appliances, and high-end finishes in every corner. Located just minutes from Daytona International Speedway, top medical facilities, popular restaurants, and the beach—this home offers the perfect blend of convenience and lifestyle. Whether you’re a first-time buyer or looking to upgrade, this move-in-ready home checks all the boxes! No HOA and plenty of space in the patio to park a boat, RV, or sheds. List of Improvements: (2025) New roof New electrical panel & complete re-wiring New plumbing sewer pipe & water lines New water heater New A/C system with ducts and vents Within 1.5 miles from Daytona International Airport, and just 1 mile from Daytona State College and Halifax Health Medical Center.

1158 Hampton Road, Daytona Beach
$50,000
Hillcrest SubDv. ⋅ 34234 Zip Code
Good opportunity in a great location. The original structure was recently demolished in Feb 2026 creating an amazing opportunity for the person who can see the amazing potential in this lot. Public records show the lot is 49' X 110'. There used to be a 2-bedroom 1 bath home on the property and the water and electric have been capped off. This is a great location with proximity to downtown Sarasota. Your next project starts here! MULTIPLE OFFERS SITUATION. HIGHEST AND BEST OFFERS DUE BY 5pm ON MON MARCH 30TH.

1430 21st Street, Sarasota