Hillcrest Real Estate

Welcome to Hillcrest, a charming subdivision nestled in the beautiful state of Florida. Located in the heart of the Sunshine State, Hillcrest offers residents the perfect blend of convenience and tranquility.

Situated in FL, Hillcrest is known for its picturesque surroundings, well-maintained properties, and a strong sense of community. The neighborhood boasts a variety of housing options, from cozy single-family homes to spacious townhouses, making it an ideal place for families, young professionals, and retirees alike.

Residents of Hillcrest enjoy easy access to a range of amenities, including parks, shopping centers, restaurants, and top-rated schools. With its lush green spaces and tree-lined streets, Hillcrest provides a peaceful retreat from the hustle and bustle of city life while still being just a short drive away from major urban centers.

Whether you're looking to settle down and raise a family or simply seeking a peaceful place to call home, Hillcrest has something for everyone. Come and discover the beauty and tranquility of Hillcrest – where modern living meets small-town charm.

Newest Listings in Hillcrest

$1,390,000

5 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 34787 Zip Code ⋅ O6427278 MLS ⋅ Active Status

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

$429,900

1 Beds ⋅ 1 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ 260017800 MLS ⋅ ACTIVE Status ⋅ New Court Square BLDG.

Completely Renovated Corner Condo in the Heart of Hillcrest! Welcome to this beautifully remodeled upper-level residence offering modern style, abundant natural light, and an unbeatable central location. This move-in ready home features an open-concept floor plan with brand-new luxury vinyl plank flooring, fresh designer finishes, recessed lighting, and a spacious living area that flows seamlessly into the dining space and private balcony. The stunning kitchen has been completely updated with sleek quartz countertops, crisp white shaker cabinetry, stainless steel appliances, modern black fixtures, and ample storage—perfect for everyday living and entertaining. The spacious bedroom offers generous closet space and abundant natural light, while the fully remodeled bathroom showcases a contemporary vanity, illuminated mirror, and beautifully updated tub and shower. Step outside to your private balcony and enjoy neighborhood views with swaying palm trees, creating the perfect place to relax with your morning coffee or unwind at the end of the day. Ideally located just minutes from Hillcrest, University Heights, Mission Hills, Balboa Park, Downtown San Diego, and countless restaurants, coffee shops, nightlife, and shopping, this home offers the ultimate walkable urban lifestyle. Whether you're a first-time buyer, investor, or looking for the perfect low-maintenance home, this stylish condo is a rare opportunity to own a turnkey property in one of San Diego's most desirable neighborhoods.

4180 Cleveland Ave, Mission Hills

$765,000

2 Beds ⋅ 3 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ 260016806 MLS ⋅ ACTIVE Status ⋅ Arbor Village BLDG.

Top-floor Hillcrest residence with two split primary bedrooms, in unit full size laundry, two full size garage parking spaces and central AC. Where a serene lifestyle awaits in a secluded setting on a tree-lined street in Hillcrest. This two-story end unit offers unparalleled privacy, sharing only one wall, and boasts dual primary en-suites, both with expansive closets. The inviting floor plan is highlighted by large grid dual-pane windows and high ceilings on both levels. Constant breeze and sunlight shine through the spacious living room and dining area, and a newly renovated kitchen complete with quartz countertops, a chic backsplash, custom cabinetry, and stainless steel appliances. Through the French doors of the private balcony, enjoy picturesque views of the neighborhood with LVP flooring, and gas fireplace. Located within a secure gated community that offers convenient access to boutique restaurants, shopping, medical centers, nearby freeway access, Mission Valley, Balboa Park, and the vibrant areas of North Park, Downtown, and Little Italy.

4204 3rd, Unit 7, Mission Hills

$789,000

2 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ 260016354 MLS ⋅ ACTIVE Status ⋅ Burgundy House BLDG.

Gorgeous beautifully remodeled 2-bedroom, 2-bath condo in the heart of Bankers Hill and Hillcrest. Featuring a bright, open floor plan, this stylish home has been thoughtfully updated with a stunning new kitchen, beautifully renovated bathrooms, and elegant white oak flooring throughout. The open floorpan between the kitchen, dining, and living areas creates an inviting space perfect for both everyday living and entertaining. Enjoy two private balconies, including one off the primary suite and another adjacent to the kitchen, providing the perfect spots to relax and enjoy the San Diego lifestyle. Additional highlights include two assigned parking spaces in a secure underground garage, elevator access, and a prime location just moments from Balboa Park, top-rated restaurants, shopping, and nightlife. This move-in-ready home offers the perfect blend of modern design, comfort, and convenience in one of San Diego's most desirable neighborhoods.

1263 Robinson, Unit 13, Mission Hills

$567,454

5 Beds ⋅ 3 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code ⋅ TB8525177 MLS ⋅ Active Status

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

$499,999

4 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code ⋅ TB8525149 MLS ⋅ Active Status

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

$649,869

6 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code ⋅ TB8525135 MLS ⋅ Active Status

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

$473,696

4 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code ⋅ TB8525084 MLS ⋅ Active Status

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

$1,019,000

2 Beds ⋅ 1 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ 260015816 MLS ⋅ ACTIVE Status ⋅ Cable Building Lofts BLDG.

Own a piece of San Diego history in the iconic Cable Building Lofts-originally a 1950s industrial structure that once served as a Pacific Bell telephone switching station & converted into residential lofts in 1998 as one of Southern California’s pioneering reuse projects. This recently renovated top-floor corner unit showcases true loft character with 12-foot ceilings, exposed red brick walls, stained concrete floors & expansive windows that flood the space with natural light. The modern kitchen features sleek cabinetry, stunning quartz countertops, a large island with seating for four & high-quality stainless steel appliances-perfect for both everyday living & entertaining. The open concept living area is spacious & inviting, while the private primary bedroom is fully enclosed with walls and a door for added comfort. While currently presenting as a one bedroom, a dedicated home office area offers oversized desk space with the flexibility to be converted into a second bedroom (approx. 11’x11’). Google Fiber (hi-speed internet) included in HOA fees! A cozy balcony w/ easterly exposure overlooks the vibrant community of Hillcrest. Additional highlights include two parking spaces—an exceptional find in Hillcrest—HOA-approved EV charger capability, a large private secured storage area & built-in storage cabinets conveniently located in front of the parking space. Ideally situated in the heart of Hillcrest, you’re just moments from shopping, dining, nightlife, major freeways, medical centers, downtown San Diego, and Balboa Park.

3940 7th Ave Unit 215, Mission Hills

$442,241

4 Beds ⋅ 3 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code ⋅ TB8520743 MLS ⋅ Active Status

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

$586,834

3 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code ⋅ TB8520688 MLS ⋅ Active Status

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

$549,164

4 Beds ⋅ 3 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code ⋅ TB8520770 MLS ⋅ Active Status

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

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