Hillcrest Real Estate

Hillcrest Real Estate

Welcome to Hillcrest, an enchanting subdivision nestled in the heart of sunny Florida. This vibrant community is a hidden gem that combines the best of suburban living with the allure of nearby urban amenities. Hillcrest is known for its picturesque landscapes, friendly neighbors, and an array of amenities that cater to families, retirees, and everyone in between.

As you explore Hillcrest, you’ll find beautifully designed homes that reflect a variety of architectural styles, each with their own unique charm. Spacious yards and well-maintained gardens provide the perfect backdrop for outdoor gatherings, while tree-lined streets encourage leisurely strolls and community engagement. The subdivision boasts a strong sense of community, with regular events and activities that foster connections among residents.

Conveniently located, Hillcrest offers easy access to major highways, making commutes to nearby cities a breeze. Local shopping centers, restaurants, and recreational facilities are just a stone's throw away, ensuring that everything you need is within reach. For nature lovers, the area is sprinkled with parks and green spaces, perfect for picnics, jogging, or simply soaking up the Florida sunshine.

Families will appreciate the highly-rated schools in the vicinity, providing excellent educational opportunities for children of all ages. With its blend of comfort, convenience, and community spirit, Hillcrest truly embodies the ideal Florida lifestyle. Whether you’re looking for a place to raise a family, enjoy retirement, or simply embrace a new chapter, Hillcrest welcomes you home. Discover your dream home in this delightful subdivision today!

Newest Listings in Hillcrest

$389,000
Hillcrest SubDv. ⋅ 34787 Zip Code
No HOA! Build your new dream home on a prime vacant lot in an established Winter Garden community on E Fullers Cross Rd. This flat, clear 0.48-acre lot sits on a quiet, dead-end street in Hillcrest. Enjoy living minutes from DOWNTOWN WINTER GARDEN's charming historic district, Plant Street Market Place, and the Splash Pad. Launch your boat from the public ramp at nearby Newton Park to enjoy the natural beauty of Lake Apopka and the Dora Chain of Lakes. Septic system required. Custom home plans are available, or choose your floor plan and builder for a home up to 65 feet wide. 80% lot financing is available through a preferred lender. Build your new dream home on a quiet, dead-end street in a mature neighborhood in desirable Winter Garden, Florida.

1669 Markel Drive, Winter Garden
$699,999
4 Beds ⋅ 5 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: Gourmet Kitchen | Backs to Wetland | East Facing Lot. New Construction - December Completion! Welcome to the Bradley at 28579 Strolling Sprout Corner in Hillcrest! This thoughtfully designed single-story home offers plenty of natural light with an open concept design. The gourmet kitchen, dining area, and great room come together to create a bright and inviting space for everyday living and entertaining. A versatile study provides the perfect spot for a home office, hobby room, or quiet retreat. The private primary suite is tucked away from the secondary bedrooms and features a spacious bathroom, and a generous walk-in closet. Complete with a three-car garage, abundant storage, and seamless indoor-outdoor living, this home is designed to fit the way you live. 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, outdoor kitchen rough-in, and tray ceiling package. Photos are for representative purposes only. MLS#TB8546556

28579 Strolling Sprout Corner, San Antonio
$799,999
5 Beds ⋅ 5 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: High Ceilings | East Facing Patio | 1st Floor Primary Bedroom. New Construction - December Completion! Welcome to the Nantucket at 28578 Strolling Sprout Corner in Hillcrest! Step into this spacious two-story floor plan, thoughtfully designed for comfort, and flexibility. The bright gourmet kitchen, dining area, and great room create the perfect setting for everyday living and entertaining, while the extended lanai offers seamless indoor-outdoor enjoyment. A private primary suite on the main level provides a relaxing retreat, and the first-floor guest suite adds extra flexibility. Upstairs, three secondary bedrooms, a generous loft, and a dedicated tech space offer room to work, learn, and unwind. 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, wrought iron stair railing throughout, tray ceiling package, and outdoor kitchen rough-in. Photos are for representative purposes only. MLS#TB8546537

28578 Strolling Sprout Corner, San Antonio
$1,500,000
Hillcrest SubDv. ⋅ 34741 Zip Code
PRIME MEDICAL CORRIDOR LOCATION * Investment opportunity: 4,551 SF medical/professional office building on a corner lot one block off Hwy 192, positioned between two hospitals — Persan Professional Plaza, 323-327 W. Cypress St, Kissimmee, FL 34741. Zoned T4-O. Future Land Use: MU-V (Mixed-Use – Vine Street Overlay). Three addressable units (323, 325, 327 W. Cypress) under one roof, each separately metered for electric and water. The building offers approximately 26 individual rooms configured as exam rooms, private offices, and clinic space, plus 6 restrooms, a dedicated waiting room, and multiple reception/lobby areas — built out for medical use throughout its history. New roof (2026). 19 parking spaces including handicap. Building-mounted signage in place. Flexible leasing: available as a single unit, two combined units, or the entire building. Approximate unit sizes range from ±1,400 – 1,700 SF per individual unit up to the full 4,551 SF for all three combined (unit-by-unit square footage approximate) Unit configuration: 325 and 327 each have separate exterior entrances and share an interior connecting door, allowing them to be leased/operated together (±2,900 – 3,200 SF combined) or independently. 323 is a standalone unit, currently occupied on a month-to-month lease at a rate below current market — upside on renewal or re-lease. 325 and 327 are currently vacant, offering an owner-user opportunity or lease-up potential at market rents. The T4-O zoning conditionally permits office and medical/professional office use, and the MU-V future land use designation supports the property's continued use while offering long-term redevelopment potential under the City's Vine Street corridor revitalization plan (up to 6.0 FAR / 40 du per acre at the project level, subject to City approval). Ideal for medical, dental, or professional office use, an investor seeking value-add through lease-up and rent repositioning, or a healthcare group wanting a multi-suite footprint near two hospitals.

323 W Cypress Street, Kissimmee
$549,999
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
$489,999
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 - November 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
$629,999
6 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: Gourmet Kitchen | Loft | Spacious Kitchen | East Facing Lot. New Construction - November 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
$469,999
4 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: Flex Room | Covered Lanai | High Ceilings. New Construction - November 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
$429,999
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 - November 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
$564,999
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 - December 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
$519,999
4 Beds ⋅ 3 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: Covered Patio | Flex Room | Gourmet Kitchen. New Construction - November 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. 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 into a dining area and great room. Just beyond, the spacious covered lanai extends your living area outdoors and provides the perfect setting to relax. The private primary suite is tucked at the back of the home and includes a spacious walk-in closet and a luxurious bathroom. Two additional bedrooms share a nearby full bathroom, while a convenient laundry room and drop zone add everyday function to this beautifully 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. Enjoy nearby lagoons, parks, trails, shopping, and dining 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 bathroom 2, laundry room sink, and 8' interior doors. Photos are for representative purposes only. MLS#TB8520770

11783 Rally Range Way, San Antonio
$499,999
4 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: 1st Floor Primary Bedroom | Loft | West Facing Lot. New Construction - November 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, opening to the casual dining area and great room for easy entertaining. A pocket sliding glass door in the great room creates a seamless transition to the spacious covered lanai. Just off the foyer, a private study with French doors offers a quiet and flexible space. The primary suite is thoughtfully tucked on the main level with a well-appointed bathroom. Upstairs, a bright loft overlooks the main living space and is flanked by three additional bedrooms and two full baths. 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 cabinets and clear glass entry door. Photos are for representative purposes only. MLS#TB8520791

11400 Strong Stem Row, San Antonio
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