Hillcrest Real Estate

Hillcrest Real Estate

Welcome to Hillcrest, a charming and vibrant subdivision nestled in the heart of Florida, where southern hospitality meets modern living. This picturesque community offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and everyone in between.

Hillcrest is known for its beautifully landscaped streets, featuring a variety of well-maintained homes that embody the spirit of Florida living. Residents enjoy spacious yards, inviting porches, and a sense of community that fosters lasting friendships. The architecture ranges from classic styles to contemporary designs, ensuring that there’s a perfect home for every taste.

One of Hillcrest's standout features is its proximity to some of Florida’s finest amenities. Just a short drive away, you’ll find pristine beaches, lush parks, and vibrant shopping districts. Enjoy a day soaking up the sun on the sandy shores or explore the local boutiques and eateries that showcase the best of Florida’s culinary scene. For outdoor enthusiasts, the nearby parks offer walking trails, picnic areas, and recreational facilities that cater to an active lifestyle.

Families will appreciate the highly-rated schools in the area, providing excellent educational opportunities for children of all ages. Hillcrest also boasts a strong sense of community, with regular events and gatherings that bring neighbors together, fostering a welcoming atmosphere.

Whether you’re looking to settle down or find a vacation home, Hillcrest offers a unique blend of comfort, convenience, and charm. Discover your dream home in this enchanting Florida subdivision, where the beauty of nature meets the warmth of community living. Welcome to Hillcrest—your new beginning awaits!

Newest Listings in Hillcrest

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

5 Beds ⋅ 3 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code

Under Construction. What's Special: 1st Floor Guest Bedroom | 5th bedroom | Covered Lanai | West Facing Lot. New Construction - November Completion! Welcome to the Monterey at 12844 Treeline Ridge Avenue in Hillcrest! This spacious new home offers a thoughtfully designed layout. Just off the foyer, a private bedroom suite with a full bathroom provides the perfect space for guests or a home office. The open-concept main level features a gourmet kitchen with a large island, ample cabinet space, and walk-in pantry, flowing seamlessly into the dining area and expansive great room, with easy access to the covered lanai. Upstairs, the private primary suite includes a walk-in closet and well-appointed bath, while three additional secondary bedrooms, a shared full bath, laundry room, and versatile loft complete the space. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: tray ceiling package, shower in place of tub in bathroom 3, outdoor kitchen rough-in, and open rails at stairs. MLS#TB8525177

12844 Treeline Ridge Avenue, San Antonio

4 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code

Virtually Staged. Under Construction. What's Special: Gourmet Kitchen | Covered Lanai | No Stairs | West Facing Lot. New Construction - October Completion! Welcome to the Carlsbad at 12847 Treeline Ridge Avenue in Hillcrest! This thoughtfully designed new home offers a bright, open layout ideal for modern living. Just off the foyer, you’ll find three secondary bedrooms with a shared full bath, creating flexible space for guests or a home office. At the heart of the home, the gourmet kitchen features a large center island, ample cabinet space, and a walk-in pantry, seamlessly flowing into the dining area and spacious great room. The primary suite is tucked away for added privacy and includes a walk-in closet and well-appointed bath. Step outside to enjoy the covered lanai, perfect for relaxing or entertaining. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: tray ceiling package, shower in place of tub in bathroom 2, 8' interior doors, and outdoor kitchen rough-in. Virtually staged photos are for representative purposes only. MLS#TB8525149

12847 Treeline Ridge Avenue, San Antonio

6 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code

Under Construction. What's Special: Gourmet Kitchen | Loft | Spacious Kitchen | East Facing Lot. New Construction - December Completion! Welcome to the Tybee at 12852 Treeline Ridge Avenue in Hillcrest! The open gourmet kitchen, dining, and great room create a bright and connected space that is perfect for gathering, with a large island and butler pantry adding both function and charm. Oversized sliding glass door leads to a generous lanai, offering a seamless indoor-outdoor lifestyle filled with natural light. The private primary suite is thoughtfully tucked away with a spa inspired bath and nearby laundry for everyday ease. A flexible front bedroom and flex room provide space for guests, hobbies, or a home office, while upstairs features a spacious game room, open loft, and four additional bedrooms with convenient baths. Thoughtful storage, a 2-car garage, and welcoming entry complete this beautifully balanced design. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: 8' interior doors, luxury vinyl plank stair treads, metal spindles, tray ceiling package, pendant lights in kitchen and extra recessed lighting. MLS#TB8525135

12852 Treeline Ridge Avenue, San Antonio

4 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code

Under Construction. What's Special: Flex Room | Covered Lanai | High Ceilings. New Construction - October Completion! Welcome to the Santa Rosa at 11743 Soft Meadow Mews in Hillcrest! The open gourmet kitchen, dining room, and two-story great room create a bright and airy space that feels both welcoming and connected. Large windows and a seamless transition to the covered lanai bring in natural light and extend everyday living outdoors. The first-floor primary suite offers a private retreat with a well-appointed bath and convenient access to the laundry room. Upstairs, a generous loft overlooks the main living area and is surrounded by three secondary bedrooms and two full bathrooms, offering comfort and flexibility for guests or growing households. Thoughtful storage, a 2-car garage, and a charming front porch complete this warm and functional design. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: tray ceiling package, pocket sliding glass door out to the lanai, oak stair treads with spindles at the stairs, and kitchen pendant lights. Photos are for representative purposes only. MLS#TB8525084

11743 Soft Meadow Mews, San Antonio

4 Beds ⋅ 3 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code

Under Construction. What's Special: Covered Lanai | Convenient 1st Floor Living | East Facing Lot. New Construction - September Completion! Welcome to the Saint Vincent at 11751 Soft Meadow Mews in Hillcrest! This well-designed single-story home blends comfort, functionality, and style. An inviting front porch leads into a bright foyer that flows into an open dining area and great room, creating a spacious layout for daily living and entertaining. The central kitchen features a large island with seating, a walk-in pantry, and pendant lighting for added warmth. Tucked at the rear, the primary suite offers a private retreat with lanai access and a bath with dual vanities and a pocket door. Three secondary bedrooms sit along a separate hallway with a shared full bath, including one near the primary suite for flexibility. A covered lanai extends the living space outdoors. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: 8' interior doors, cushion close cabinet doors and cabinet drawers in the kitchen, and tray ceiling package. Photos are for representative purposes only. MLS#TB8520743

11751 Soft Meadow Mews, San Antonio

3 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code

Under Construction. What's Special: West Facing Lot | Flex Room | Gourmet Kitchen | 1st Floor Primary Bedroom. New Construction - September Completion! Welcome to the Montauk at 12859 Treeline Ridge Avenue in Hillcrest! This thoughtfully designed two-story home blends comfort, style, and functionality throughout. A welcoming foyer leads into a versatile flex space, ideal for a home office or sitting area. The main living area features a bright dining space that flows into a spacious great room overlooking the covered lanai, creating an inviting setting for everyday living and entertaining. The kitchen stands out with a large center island, abundant cabinetry, and a walk-in pantry, while LVP flooring spans the first floor for a cohesive look. Tucked away on the main level, the primary suite offers a private retreat with a well-appointed bath and generous closet space. Upstairs, a central game room is surrounded by three secondary bedrooms, including one with its own bath, plus a shared bath with dual sinks. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: 8' interior doors, pre-plumb for laundry sink, and tray ceiling package. Photos are for representative purposes only. MLS#TB8520688

12859 Treeline Ridge Avenue, San Antonio

4 Beds ⋅ 3 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code

Under Construction. What's Special: Covered Patio | Flex Room | Gourmet Kitchen. New Construction - September Completion! Welcome to the Longboat at 11783 Rally Range Way in Hillcrest! This thoughtfully designed home welcomes you with a bright foyer, a versatile flex room, and a private bedroom suite with its own full bath near the front of the home, offering flexibility for guests or everyday living. The gourmet kitchen features a large center island, a walk-in pantry, and a butler's pantry, creating abundant storage and prep space while flowing seamlessly into the dining area and great room. Just beyond, the spacious covered lanai extends your living area outdoors and provides the perfect setting to relax or gather with friends. Your private primary suite is tucked at the back of the home and includes a spacious walk-in closet and a luxurious bath highlighted by dual sinks and an oversized walk-in shower designed to feel like your own private spa retreat. Two additional bedrooms share a nearby full bath, while a convenient laundry room and drop zone add everyday function to this beautifully balanced home. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: tray ceiling package, shower in place of tub in bath 2, laundry room sink, and 8' interior doors. Photos are for representative purposes only. MLS#TB8520770

11783 Rally Range Way, San Antonio

4 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code

Under Construction. What's Special: Model Home | 1st Floor Primary Bedroom | Loft | West Facing Lot. New Construction - September Completion! Welcome to the Anastasia at 11400 Strong Stem Row in Hillcrest! This beautifully designed two-story home welcomes you with a charming foyer that flows effortlessly into a light-filled, open-concept living space. The gourmet kitchen anchors the home with generous counter space, opening to the casual dining area and great room for easy entertaining. A pocket glass sliding door in the great room creates a seamless transition to the spacious covered lanai, inviting relaxed indoor-outdoor living. Just off the foyer, a private study with French doors offers a quiet and flexible space for work or retreat. The primary suite is thoughtfully tucked on the main level with a serene layout, a well-appointed bath. Upstairs, a bright loft overlooks the main living space and is complemented by three additional bedrooms and two full baths, providing plenty of room for guests or everyday living. Every detail of this home is arranged to feel open, welcoming, and effortlessly comfortable while offering the space and versatility today’s lifestyle calls for. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: 8' interior doors, cushion close doors & drawers kitchen cabinet package and clear glass entry door. Photos are for representative purposes only. MLS#TB8520791

11400 Strong Stem Row, San Antonio

3 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 32114 Zip Code

Virtually Staged. Welcome to 540 Colfax Dr in Daytona Beach! This charming 3-bedroom, 2-bath home offers a bright and comfortable layout with plenty of natural light throughout. The bedrooms feature new flooring, and the home also offers new windows, an inside laundry room, and a new A/C installed in 2025. The roof is approximately 10 years old and still has useful life remaining. Enjoy Florida living from the screened and covered back porch, overlooking a spacious fenced backyard with plenty of room to relax, play, garden, or entertain. A concrete side patio provides the perfect spot for grilling, chilling, or creating an outdoor seating area. The lot is high and dry and not located in a flood zone, adding extra peace of mind. Conveniently located near shopping, dining, schools, major roadways, and just a short drive to Daytona Beach, this home is a great opportunity for homeowners or investors alike!

540 Colfax Drive, Daytona Beach

3 Beds ⋅ 1 Baths ⋅ Hillcrest SubDv. ⋅ 33916 Zip Code

Welcome to this beautifully updated home located in the heart of Fort Myers! This charming residence offers a blend of comfort, durability, and modern upgrades throughout. Step inside to find a renovated kitchen featuring updated cabinetry, countertops, and finishes, creating a bright and functional space perfect for everyday living and entertaining. The bathroom has also been fully updated, offering a clean, modern feel with refreshed fixtures and finishes. Significant improvements provide added peace of mind, including a newer roof installed after Hurricane Ian, ensuring long-term durability and value. The home is also equipped with hurricane impact windows, enhancing both safety and energy efficiency while reducing storm concerns. Situated on a spacious lot, the property offers ample outdoor space with room to relax, entertain, or expand. Located in an established Fort Myers neighborhood, you’ll enjoy convenient access to shopping, dining, schools, and major roadways. Whether you’re a first-time buyer, investor, or looking to downsize into a move-in-ready home, this property is a great opportunity in a growing area.

3741 Bell Street, Fort Myers

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