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

$730,000

2 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ 260022421 MLS ⋅ ACTIVE Status ⋅ 3644 Third Ave Hoa BLDG.

Ideally situated in a quiet residential pocket of Hillcrest that is just a couple blocks from the great restaurants, coffee shops and bars along 5th Ave and Washington St as well as Balboa Park and Maple Canyon. The interior of the home features voluminous high ceilings and has undergone a complete remodel including new flooring, paint and lighting throughout. The kitchen is brand new with slim shaker oak cabinets, Calacatta gold quartz counters, Italian ceramic backsplash and new stainless steel appliances. The fireplace surround has been modernized with a smooth and sandy micro cement finish and the bathrooms have been refreshed with new vanities, lighting and mirrors. The bedrooms feature custom wood paneling to add unique character. To top it off, the condo also comes with a garage and an additional assigned parking space.

3644 3rd Ave Unit 5, Mission Hills

$5,950,000

4 Beds ⋅ 3 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ 260022299 MLS ⋅ COMING SOON Status

A rare opportunity to own a fully renovated turn-of-the-century residence in the heart of San Diego’s prestigious Bankers Hill, where timeless architectural character meets an extensive and thoughtful modernization. Set on an exceptional 9,785-square-foot double corner lot, the historic home features soaring 10-foot ceilings, three fireplaces, and beautifully restored period details throughout. The residence underwent an extensive two-year renovation completed in consultation with the City of San Diego Historical Resources Department, preserving its architectural integrity while bringing its systems and amenities into the modern era. Improvements include a 400-amp electrical upgrade with the original knob-and-tube wiring completely removed, new permitted electrical throughout, upgraded sewer and drain lines, PEX water supply lines, extensive insulation, two new high-efficiency HVAC systems, copper gutters and roof flashing, and a new composition roof with a 50-year warranty. At the heart of the home is a beautifully expanded kitchen appointed with Bertazzoni appliances, an impressive 11-by-5-foot island, farm and prep sinks, a dedicated beverage refrigerator, and a walk-in pantry with its own sink. A built-in speaker system extends throughout the kitchen, dining and living rooms, primary suite, and bath, while a security system, cameras, WiFi-enabled irrigation, and an electronic driveway gate add modern convenience. Original double- and single-hung sash windows have been carefully restored, along with period hardware, doors, moldings, baseboards, and architectural details. Outside, the expansive double corner lot offers remarkable privacy and presence, complemented by solid wrought-iron fencing, a detached two-car garage with a new concrete foundation and epoxy-coated floor, and additional parking for approximately six vehicles. Minutes from Balboa Park, the Quince Street Pedestrian Bridge, Downtown San Diego, Little Italy, the waterfront, and San Diego International Airport, this is a distinctive opportunity to experience the grandeur, scale, and craftsmanship of a stately historic residence complemented by the comfort and infrastructure of a comprehensive modern renovation.

212 Quince St, Mission Hills

$409,900

1 Beds ⋅ 1 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ 260022282 MLS ⋅ ACTIVE Status ⋅ New Court Square BLDG.

Completely Renovated Corner Condo in the Heart of Hillcrest! SELLER OFFERING RATE BUY DOWN CONCESSIONS. 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 and walkable neighborhoods.

4180 Cleveland Ave Unit 10, Mission Hills

$535,000

1 Beds ⋅ 1 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ 260022213 MLS ⋅ ACTIVE Status ⋅ Uptown District BLDG.

Resort-style urban living in the highly sought-after Uptown District of vibrant Hillcrest! This ground-level, first-floor condo offers easy access with secure gated entry, subterranean parking, and elevator convenience. Inside, find a light-filled interior featuring modern vinyl plank flooring, an updated bath, newer in-unit stackable laundry, and a brand-new HVAC heat pump system. French doors from both the living room and bedroom open to private decks overlooking the community’s tranquil Rose Garden. Experience resort-style urban living at its finest in the highly sought-after Uptown District of vibrant Hillcrest! This stunning first-floor condo offers seamless ground-level access from a secure, gated entrance, subterranean parking, and elevator convenience. Step inside to discover a bright, natural light-filled interior enhanced by gorgeous vinyl plank flooring, an updated bath, the ultimate convenience of newer in-unit stackable laundry, and a brand-new HVAC heat pump system for year-round comfort. Sunlight pours through elegant French doors that open from both the living room and bedroom onto peaceful private decks, treating you to picturesque, tranquil views of the community's serene Rose Garden. Enjoy this extremely quiet setting in the midst of all Hillcrest has to offer, paired with resort-caliber amenities including a heated pool, relaxing spa, fully equipped gym, and beautifully manicured grounds complete with outdoor BBQ facilities and seating—perfect for al fresco dining under the sun. With an extraordinary 94 Walk Score, you are just steps away from Trader Joe’s, Ralphs, renowned coffee spots, fine dining, and lively local nightlife. Combined with swift freeway access and close to Downtown San Diego, Balboa Park, and the airport, this turnkey residence delivers an unrivaled blend of retreat-like tranquility and central city access.

1250 Cleveland Ave Unit C-115, Mission Hills

$699,999

4 Beds ⋅ 5 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code ⋅ TB8546556 MLS ⋅ Active Status

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 ⋅ TB8546537 MLS ⋅ Active Status

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

$1,550,000

3 Beds ⋅ 1 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ 260021367 MLS ⋅ ACTIVE Status

4042 First Avenue presents an urban infill development opportunity in San Diego’s Hillcrest neighborhood. The approximately 5,198-square-foot lot is improved with an existing single-family residence generating approximately $3,000 per month in rental income, providing potential income during the planning process. The property is zoned RM-3-9 and is identified within the Complete Communities Housing Solutions Tier 2 area, Sustainable Development Area and Transit Priority Area. The site offers convenient access to neighborhood dining, shopping, medical facilities, Balboa Park, Downtown San Diego and regional transportation corridors. Development potential, density, FAR, height, parking requirements and eligibility for incentive programs are subject to confirmation by the buyer with the City of San Diego and applicable consultants. Do not disturb the occupant. Drive by only.

4042 1st Ave, Mission Hills

$469,900

1 Beds ⋅ 1 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ 260020726 MLS ⋅ ACTIVE Status ⋅ Robi BLDG.

Fully renovated single level living with a well planned layout, wood look luxury vinyl flooring, white shaker cabinets, quarts countertops, full height tile backsplash, and contemporary lighting throughout. Fully equipped with stainless steel appliances, in unit laundry, AC, assigned parking, and a private storage space. Complemented by community amenities that include a modern lobby, lush courtyard, clubhouse, and a resort style pool with outdoor gathering spaces. With Hillcrest’s vibrant streets just outside your door, everything you need is close, comfortable, and easy to access.

1030 Robinson Ave Unit 309, Mission Hills

$519,000

2 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ 260020549 MLS ⋅ ACTIVE Status ⋅ Rssex BLDG.

This inviting 2-bedroom, 2-bathroom condo is ideally situated in a secure gated community. Enjoy a highly walkable location close to shopping, dining, entertainment, and everyday conveniences. With a comfortable layout and an unbeatable location, this condo offers the perfect blend of convenience, comfort, and peace of mind.

1756 Essex, Unit 206, Mission Hills

$619,900

2 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ 260020445 MLS ⋅ ACTIVE Status ⋅ Robi BLDG.

Thoughtfully designed for effortless Hillcrest living. This single-level, 2bd/2ba at ROBI features a flexible layout with generously sized rooms and a comfortable, modern feel. Wood-look luxury vinyl flooring, granite countertops, a full-height tile backsplash, and white cabinetry create a polished interior. The primary suite includes dual mirrored closets and a walk-in shower. Additional features include stainless steel appliances, in-unit laundry, air conditioning, parking, and private storage. Residents also enjoy access to the community courtyard, pool, and clubhouse, all within walking distance of Hillcrest’s favorite restaurants, shops, and neighborhood destinations.

1030 Robinson Ave Unit 312, Mission Hills

$1,500,000

Hillcrest SubDv. ⋅ 34741 Zip Code ⋅ S5155353 MLS ⋅ Active Status

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

$1,249,000

4 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 92103 Zip Code ⋅ PW26176915 MLS ⋅ ACTIVE Status

Discover a truly unique opportunity with this charming historic Craftsman property, centrally located and offeringtwo separate residences, each featuring2 bedrooms and 1 bathroom. Both homes enjoy their ownprivate garage, washer and dryer hookups, and generous private yard space, creating a wonderful sense of independence and privacy. Surrounded by mature trees and lush landscaping, the property offers a peaceful, secluded atmosphere that helps minimize outdoor noise and provides each residence with its own quiet outdoor retreat. Full of character and Craftsman charm, this property offers incredible versatility. Whether you're looking tolive in one home and rent the other, accommodate extended family, or add a distinctive property to your investment portfolio, the possibilities are exciting. Two homes, private garages, spacious yards, mature trees, and plenty of characterall on one unique property.A special opportunity you wont want to miss! Discover a truly unique opportunity with this charming historic Craftsman property, centrally located and offeringtwo separate residences, each featuring2 bedrooms and 1 bathroom. Both homes enjoy their ownprivate garage, washer and dryer hookups, and generous private yard space, creating a wonderful sense of independence and privacy. Surrounded by mature trees and lush landscaping, the property offers a peaceful, secluded atmosphere that helps minimize outdoor noise and provides each residence with its own quiet outdoor retreat. Full of character and Craftsman charm, this property offers incredible versatility. Whether you're looking tolive in one home and rent the other, accommodate extended family, or add a distinctive property to your investment portfolio, the possibilities are exciting. Two homes, private garages, spacious yards, mature trees, and plenty of characterall on one unique property.A special opportunity you wont want to miss!

3975-77 8th Ave, Mission Hills

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