Highland Pines Homes for Sale

Highland Pines Homes for Sale

Welcome to Highland Pines, a hidden gem nestled in the heart of North Sarasota, Florida. This charming subdivision offers an inviting blend of serene living and vibrant community spirit, making it the ideal place for families, retirees, and everyone in between. With its lush landscapes, friendly neighbors, and a strong sense of community, Highland Pines is more than just a place to live; it’s a place to thrive.

The homes for sale in Highland Pines boast a variety of styles and sizes, catering to diverse lifestyles and preferences. Whether you're searching for a cozy single-family home or a spacious property with room for entertaining, you’ll find a selection that fits your needs. Many of these residences feature modern amenities, open floor plans, and beautifully landscaped yards, providing the perfect backdrop for your Florida lifestyle.

Living in Highland Pines means you’re just moments away from the best that North Sarasota has to offer. Enjoy easy access to stunning beaches, lush parks, and a variety of shopping and dining options. The area is also known for its excellent schools and recreational facilities, making it a fantastic choice for families.

As you explore the homes for sale in Highland Pines, you'll discover a community that values connection, comfort, and convenience. Don’t miss your chance to be part of this thriving neighborhood—your dream home awaits in Highland Pines! Embrace the vibrant Florida lifestyle and make this wonderful community your own.

Newest Highland Pines Homes for Sale

$649,999
3 Beds ⋅ 3 Baths ⋅ C7528410 MLS
Beautifully maintained and move-in ready, this custom 3-bedroom, 2.5-bath home offers the perfect blend of comfort, privacy, and exceptional craftsmanship. Situated on a spacious ¼-acre lot with an additional included building lot, this property provides extra space and endless possibilities. Located in a non-flood zone with no HOA or deed restrictions, you'll enjoy the freedom to make the most of your property, with plenty of room to park your RV, boat, trailer, or other recreational vehicles without the typical community restrictions or fees. A 2-car garage with a new garage door and keypad is complemented by a detached, air-conditioned workshop/storage building with electricity, making it ideal for hobbies, projects, or additional storage. The fully fenced yard is perfect for pets, while the home is set approximately 250 feet from the road, creating a peaceful and private setting. Step inside to an inviting open floor plan designed for both everyday living and entertaining. The living room features a tray ceiling with accent lighting and a unique glow-in-the-dark constellation design, while custom Tuscan-inspired murals by renowned local artist Chris Long add warmth, charm, and one-of-a-kind character throughout the home. The beautifully appointed kitchen showcases granite countertops, custom wood cabinetry, a breakfast bar, new stainless-steel appliances, and abundant cabinet space. It flows seamlessly into the dining area and spacious great room, where a painted tray ceiling, illuminated display shelving, and a built-in china cabinet create an elegant gathering space for family and friends. French doors lead to your own private outdoor retreat featuring a solar-heated, screened pool, relaxing whirlpool spa, and a stunning hand-painted seascape mural that enhances the tropical ambiance. The lanai also provides direct access to the fenced backyard and includes two convenient doggie doors. The spacious primary suite offers two walk-in closets, a comfortable sitting area, and French doors opening directly to the pool. The luxurious en-suite bath features a new granite-topped dual vanity with vessel sinks, a whirlpool soaking tub, a walk-in shower with a built-in bench, and an etched glass window that provides natural light while maintaining privacy. A separate guest suite with its own private entrance includes a bedroom, sitting room, and full bath, making it ideal for guests, extended family, a home office, or even a potential income-producing rental. The suite also features its own Nest thermostat for personalized comfort. Additional features include plantation shutters, rich wood flooring, crown molding, tray ceilings with accent lighting, a spacious laundry room with a new washer and dryer, a deep utility sink, and abundant storage throughout. Recent updates include a new roof installed in 2022, a $70,000 paid-off solar panel system that keeps electric bills averaging approximately $40 per month, a new HVAC system installed in 2021, a water heater replaced in 2022, a new pool heater, a new garage door with keypad,portable generator, and new stainless steel kitchen appliances. Combining custom craftsmanship, artistic details, energy-efficient upgrades, and an exceptionally private setting, this one-of-a-kind property offers an incredible opportunity to enjoy the very best of Florida living. **PLEASE ENJOY THE 3D INTERACTIVE VIRTUAL TOUR ASSOCIATED WITH THIS LISTING**

652 N Elm Street, Englewood
$539,000
3 Beds ⋅ 2 Baths ⋅ A4696695 MLS
Welcome to Indian Beach Sapphire Shores, one of Sarasota's most distinctive and sought-after neighborhoods. Known for its eclectic architecture, artistic character, mature canopy roads, and picturesque bayfront parks, this is a community where neighbors stroll to sunsets, and every street tells a story. Just minutes from downtown Sarasota and The Ringling, and surrounded by bayfront parks and historic streetscapes, this move-in-ready 3-bedroom, 2-bathroom home offers a lifestyle that is uniquely Sarasota. Inside, a bright and functional floor plan features tile and hardwood flooring throughout, abundant natural light, and a well-appointed kitchen with stainless steel appliances and generous white cabinetry, creating an inviting space for everyday living. Step outside to enjoy a screened lanai overlooking the fenced backyard, offering plenty of space for entertaining, gardening, creating a play area, or adding a pool. Meticulously maintained and ready for its next owner, this home presents a rare opportunity to enjoy the lifestyle that has made Indian Beach Sapphire Shores one of Sarasota's most beloved neighborhoods, with easy everyday enjoyment supported by its features. Discover why so many residents fall in love with Indian Beach Sapphire Shores, and imagine yourself enjoying all it has to offer.

831 Highland Street, North Sarasota
$449,000
3 Beds ⋅ 2 Baths ⋅ B26026930 MLS ⋅ Highland Pines BLDG.
Nestled in the highly sought-after Highland Pines neighborhood, this charming cottage-style home sits on a spacious ¼-acre lot with no HOA and endless possibilities. Plenty of room to add a pool, expand the existing home, build a guest house, garage, studio apartment, or create your dream backyard oasis. Bring your boat, RV, commercial vehicles, and trailers with no HOA restrictions. Located in a quiet neighborhood with nice neighbors and country-style charm right in the middle of the city, this property offers incredible flexibility and investment potential. This home can function as a single-family residence, duplex-style setup, or income-producing property. The primary suite features its own private entrance and bathroom, creating the opportunity to rent the home as a 2-bedroom/1-bath Nestled in the highly sought-after Highland Pines neighborhood, this charming cottage-style home sits on a spacious ¼-acre lot with no HOA and endless possibilities. Plenty of room to add a pool, expand the existing home, build a guest house, garage, studio apartment, or create your dream backyard oasis. Bring your boat, RV, commercial vehicles, and trailers with no HOA restrictions. Located in a quiet neighborhood with nice neighbors and country-style charm right in the middle of the city, this property offers incredible flexibility and investment potential. This home can function as a single-family residence, duplex-style setup, or income-producing property. The primary suite features its own private entrance and bathroom, creating the opportunity to rent the home as a 2-bedroom/1-bath and separate 1-bedroom/1-bath setup, or as a full 3-bedroom/2-bath home. Lease immediately after purchasing with no rental restrictions, making this an amazing opportunity for investors, Airbnb potential, or multigenerational living. Inside, the home is bright and spacious with a great layout and flow, filled with natural light throughout. Features include tile flooring throughout, vaulted ceilings, shiplap tongue-and-groove wood ceilings with crown molding in the second bedroom, crown molding in the third bedroom, ceiling fans with lighting, and plenty of closet space. The primary suite offers French doors leading to the patio, while the second bedroom also has sliding glass doors to the outdoor space. Washer and dryer are conveniently located inside the home. CBS construction with a 2011 roof adds peace of mind. This property is truly a blank canvas waiting for its new owner to renovate and customize to their own taste and style. Incredible equity appreciation opportunity with neighboring comparable properties within a half-mile selling in the $1M+ range. Perfect for a buyer looking to renovate and flip, expand, or hold as a long-term investment. The fully fenced yard with lush landscaping offers plenty of room for pets, children, gardening, or entertaining. Located right off Northlake Boulevard near Military Trail, this prime location is close to Publix, shopping, restaurants, cafes, hospitals, and major highways, while being only a short drive to the beach, Palm Beach International Airport, and just minutes from PGA National Resort. Situated within an A-rated school district, this property offers location, flexibility, and opportunity all in one.

4905 Williams Road, Palm Beach Gardens
$274,400
3 Beds ⋅ 1 Baths ⋅ GC539765 MLS
Beautiful Blanding bungalow includes a spacious bonus room on a quiet street just east of the historic Duckpond neighborhood. This move-in ready home features gorgeous heart pine wood floors and lots of natural light that cascades through the south-facing front windows. Heart pine wood floors in the living, dining and bedrooms. The large family room includes a wood burning fireplace and east-facing sliding glass doors that step down into a lovely side yard, shaded by a mature live oak tree. The lot also features a magnolia tree, palm tree, crepe myrtles, a hearty hedge and established philodendron. There is a dedicated laundry area in the addition just next to the side door that provides easy access to the detached garage. All trees were professionally trimmed in 2026. The screened porch is shaded and private. Recent updates include a new shed roof in 2026, main roof in 2017, HVAC in 2022, tankless hot water heater, and fresh paint in 2026. Special house that has been thoughtfully and well-maintained over the years.

914 Ne 6th Avenue, Gainesville
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