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1240 Hillview Drive, Sarasota
$14,950,000
4 Beds ⋅ 4 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood paneled library, formal dining with 12-foot ceilings, and a wet bar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand-new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.

1240 Hillview Drive, Sarasota

4250 King Richard Lane, Sarasota
$618,000
3 Beds ⋅ 2 Baths ⋅ 34232 Zip Code
A Waterfront Sanctuary with a Bohemian Soul. Homes like this don’t come along twice. Set on 145 feet of lake frontage in Sarasota’s established Nottingham neighborhood, 4250 King Richard Lane is a true one-of-one retreat. Its owners spared no expense remaking it, and every space reflects that. A mahogany front door opens to a travertine foyer and a vaulted great room. A sage shiplap wall frames a linear fireplace wrapped in travertine and topped with a rustic pecky cypress mantel and floating shelves. A travertine sunroom lined with glass windows looks out over the water, showcasing the sunrises and sunsets that glimmer over this natural oasis filled with wildlife and raw nature. Expansive outdoor living spaces reflect the intentions of enjoying every inch of the natural outdoors. The kitchen is the showpiece, set beneath a black coffered ceiling with brass-toned accents and framed by a timber beam and stacked-stone walls. It features: sage cabinetry and veined stone counters, a handcrafted glossy tile backsplash and chevron-wood shelving to display, your favorite spices or pottery, boutique style black stainless appliances, an oversized island with the range, under-counter beverage coolers, and a custom herringbone-wrapped banquette perfect for open concept entertainment. Both bathrooms are spa-inspired retreats. The primary has a walk-in shower with frameless glass, large-format stone-look walls, a rainfall head, and a river-rock floor, plus dual vessel sinks. The guest bath has a blue marble-look slab shower with a flagstone niche and a sliding glass door. Outside is a private resort nestled in tranquil waters outlining the surrounding greenery. A cedar pergola shades a paver lounge with an infrared sauna. Exotic-wood decks, a boardwalk, and a dock follow the new rock seawall, past a stone water feature, bamboo screening, and planters bursting with color. The fenced lawn opens to a paver walkway and fire pit framed by palms and sea grape, an ideal spot to end the day as the sun sets over the lake. Peace of mind comes standard: a new standing seam metal roof and gutters with long term warranty, hurricane windows and shutters, security monitoring system and irrigation, a new electrical panel with a Level 2 EV charger, polyaspartic coating on the garage, driveway, and walkways with a 15-year transferable warranty. This old Florida home tastefully elevated to integrate modern elegance offers three bedrooms, two baths, and about 1,700 sq ft, minutes from downtown, the beaches, and UTC. Furnishings are negotiable, including the sauna with a turnkey option available upon request. Come experience it in person and feel the energetic vibrancy of this au natural abode. This one may change your life.

4250 King Richard Lane, Sarasota

4091 Center Pointe Place Unit 40A, Sarasota
$265,000
2 Beds ⋅ 2 Baths ⋅ Courtyard Villas SubDv. ⋅ 34233 Zip Code
Your ideal opportunity to spend the 2027 season in sunny Sarasota awaits. This lovely home is being offered turnkey furnished, making your transition to Florida living effortless. Simply bring your suitcases, unpack and start enjoying the sunshine! You'll be just a short distance from one of two community pools, with the added benefit of low monthly maintenance fees that may even be reduced next year. Embrace the Florida lifestyle with wonderful outdoor living spaces, including a fully screened front entry and a spacious 25-by-17-foot screened paver patio. An additional garden area featuring artificial turf and built-in drainage creates the ideal private retreat for your furry friends! Inside, this charming home is tastefully appointed with coastal-inspired décor and furnishings, complemented by attractive vinyl-plank flooring throughout. The vaulted ceiling and textured walls in the living area create a bright, airy and inviting atmosphere. The primary suite features an en-suite bath and a queen-size bed with an adjustable upper-body feature for added comfort. The guest bedroom offers a rarely used, three-year-old double bed, ready to welcome family and friends. Enjoy added peace of mind with hurricane-resistant windows and sliding glass doors, all installed just three years ago. The roof, replaced in 2020, is the association's responsibility. Additional updates and mechanical details include a 2014 water heater and a 2013 air-conditioning system. Location, lifestyle and convenience, this home has it all. Ideally near the world-famous, powdery quartz-sand beaches of Siesta Key and just a short distance from the vibrant dining, shopping, arts and cultural attractions of downtown Sarasota. Your Sarasota seasonal escape is waiting, come enjoy the sunshine and start living the Florida dream.

4091 Center Pointe Place Unit 40A, Sarasota

2089 Arlington Street, Sarasota
$2,650,000
4 Beds ⋅ 6 Baths ⋅ La Linda Terrace SubDv. ⋅ 34239 Zip Code
Brand-new construction and move-in ready! This custom contemporary residence offers 4,231 square feet of thoughtfully designed living space on a large corner lot outside a flood zone. Constructed of concrete block on both levels, the home combines modern architecture with a warm, comfortable feel and an exceptional level of craftsmanship throughout. Inside, soaring 22-foot ceilings, walls of custom glass, and abundant natural light create a dramatic yet inviting main living area. The Italian-designed kitchen features custom cabinetry, Sub-Zero appliances, luxury built-ins, a natural stone island with seating, and a concealed secondary kitchen ideal for entertaining and catered events. The first-floor primary suite is privately positioned and includes a spa-like bath. Three additional ensuite bedrooms are generously sized, each with a private balcony, while an office offers the flexibility to serve as a fifth bedroom. A custom glass-enclosed wine room and an upstairs media lounge overlooking the main living space add both function and architectural interest. Oversized sliding doors open the interior to a resort-style outdoor setting with a custom pool and spa, covered terrace, enhanced landscaping, and architectural exterior lighting. Additional features include three independent HVAC zones, a commercial-style elevator, spray-foam insulation, and custom windows, doors, and cabinetry throughout. Situated in the sought-after neighborhood of Arlington Park, the home is near Southside Village and just minutes from the shops and restaurants of downtown Sarasota and the bayfront, as well as the world-famous beaches of Siesta Key and Lido Key. Book your private showing today!

2089 Arlington Street, Sarasota

1730 Wisconsin Lane, Sarasota
$1,495,000
4 Beds ⋅ 5 Baths ⋅ Shoreland Woods SubDv. ⋅ 34239 Zip Code
Professional photos coming soon. LOWEST-PRICED NEW CONSTRUCTION WEST OF TRAIL. Completed in 2026 and ideally located close to Siesta Key and downtown Sarasota, this modern 4-bedroom plus den, 4.5-bath residence offers approximately 2,900 square feet of thoughtfully designed living space. The bright, open floor plan features impact-resistant doors and windows, high ceilings, clean contemporary finishes and an easy flow from the main living areas to the expansive lanai and private backyard. Sliding glass doors create a seamless indoor-outdoor connection, with plenty of space for entertaining or relaxing and room to add a future pool and spa. A first-floor ensuite bedroom offers excellent flexibility as a private guest suite, home gym or studio, complete with a walk-in shower and floating vanity. A separate half bath and spacious laundry room with utility sink and storage complete the first floor. Upstairs, the primary suite features a generous sitting area, private balcony, spa-inspired bath and dual closets. The split-bedroom layout also includes an ensuite guest bedroom, an additional bedroom and bath, plus a bonus room that can function as an office, playroom or additional sleeping space. Other features include wide-plank and large-format tile flooring, an impact garage door, dual HVAC systems, two tankless water heaters and a commercial-grade membrane roof. Green-certified and designed with energy efficiency in mind.

1730 Wisconsin Lane, Sarasota

4050 Fruitville Road, Sarasota
$795,000
2 Beds ⋅ 2 Baths ⋅ 34232 Zip Code
An exceptional opportunity to acquire approximately 0.63 acres (27,443 square feet) along one of Sarasota's primary east-west corridors. Ideally positioned on Fruitville Road, this property offers outstanding connectivity to Downtown Sarasota, Interstate 75, major business districts, shopping, dining, medical facilities, and the area's renowned Gulf Coast beaches. LOCATION, VISIBILTY, AND FUTURE POTENTIAL! Currently zoned RSF-E (Residential Single Family Estate), the property has a Community Office/Institutional Land Use designation under the City of Sarasota Comprehensive Plan, presenting and opportunity for buyers to explore potential office-oriented development through the appropriate rezoning and approval process. Potential uses worth investigating include professional offices, medical or dental practices, legal and financial services, consulting firms, boutique office buildings, and certain institutional facilities. The property's generous lot size and direct Fruitville Road frontage make it particularly appealing to investors, developers, and business owners seeking a strategically located site with long term potential. The property is also situated within Fruitville Gateway Corridor Overlay District, an established planning framework intended to enhance development standards and the visual talent of this important Sarasota corridor. Whether you are exploring a professional office location, an owner-occupied business facility, or a redevelopment investment, 4050 Fruitville Road presents an opportunity to secure a substantial parcel along of one of Sarasota's most substantial transportation corridors. OPPORTUNITIES LIKE THIS ARE RARE! Secure your place along one of Sarasota's most established corridor's and explore the possibilities this exceptional property has to offer. Schedule your private showing today and discover the potential of 4050 Fruitville Road!

4050 Fruitville Road, Sarasota

1349 Grand Boulevard Unit 1006, Sarasota
$299,000
2 Beds ⋅ 2 Baths ⋅ Forest Pine Estates SubDv. ⋅ 34232 Zip Code
Welcome to Forest Pines, a welcoming 55+ community in the heart of Sarasota’s Pinecraft area! This bright and inviting villa features an open floor plan, tile flooring throughout, spacious bedrooms, and a primary suite with makeup vanity and generous closet space. Recent upgrades include a NEW A/C in 2026 and impact-resistant windows throughout! Additional highlights include a dedicated laundry room with utility sink, covered carport with extra storage, and a private paver patio perfect for relaxing outdoors. Located outside of a flood zone with no flooding during recent storms, this home offers added peace of mind. Enjoy low-maintenance living with community pool access and association fees covering cable TV, lawn care, grounds maintenance, and more. Conveniently located minutes from downtown Sarasota, shopping, dining, beaches, and The Legacy Trail, this villa offers comfort, convenience, and an easy Florida lifestyle!

1349 Grand Boulevard Unit 1006, Sarasota

1734 Wisconsin Lane, Sarasota
$1,495,000
4 Beds ⋅ 5 Baths ⋅ Shoreland Woods SubDv. ⋅ 34239 Zip Code
LOWEST-PRICED NEW CONSTRUCTION WEST OF TRAIL. Completed in 2026 and ideally located close to Siesta Key and downtown Sarasota, this modern 4-bedroom plus den, 4.5-bath residence offers approximately 2,900 square feet of thoughtfully designed living space. The bright, open floor plan features impact resistant doors and windows, high ceilings, clean contemporary finishes and an easy flow from the main living areas to the expansive lanai and private backyard. Sliding glass doors create a seamless indoor-outdoor connection with plenty of space for entertaining or relaxing with room to add a future pool and spa. At the center of the home is a sleek modern kitchen featuring custom Italikraft cabinetry, premium JennAir appliances, a large waterfall-edge island with seating. A first-floor ensuite bedroom offers excellent flexibility as a private guest suite, home gym or studio, complete with a walk-in shower and floating vanity. A separate half bath and spacious laundry room with utility sink and storage complete the first floor. Upstairs, the primary suite features a generous sitting area, private balcony, spa-inspired bath and dual closets. The split-bedroom layout also includes an ensuite guest bedroom, an additional bedroom and bath, plus a bonus room that can function as an office, playroom or additional sleeping space. Other features include wide-plank and large-format tile flooring, impact garage door, dual HVAC systems, two tankless water heaters and a commercial-grade membrane roof. Green-certified and designed with energy efficiency in mind, the home offers modern construction with low-maintenance living. Just minutes from Southside Village, Sarasota Memorial Hospital, Downtown Sarasota and Siesta Key Beach, and located within the sought-after Southside Elementary school district.

1734 Wisconsin Lane, Sarasota

1520 Glen Oaks Drive E Unit 244, Sarasota
$127,000
1 Beds ⋅ 1 Baths ⋅ Glen Oaks Gdn Apts SubDv. ⋅ 34232 Zip Code
Discover a beautifully updated condo in a 55+ community featuring stylish finishes and thoughtful details throughout, with a look that feels straight out of Better Homes & Gardens. The open-concept kitchen features a waterfall quartz island, generous countertop space, tall cabinetry, and recently purchased appliances. Additional highlights include large-format tile in the bathroom, refinished ceilings and floors, elegant crown molding, modern baseboards, and quality doors and cabinetry. A glass door opens to the lanai, offering a versatile space for a home office or workstation, or simply a quiet spot to enjoy your morning coffee while overlooking Bobby Jones Golf Course across the creek. The dedicated and hardworking HOA team keeps the community clean and well-maintained, all for a low monthly HOA fee that includes covered parking (space #124), water, sewer, trash, cable TV, and access to a heated swimming pool, clubhouse, fitness center, and a variety of sports and recreational activities. Ideally located for enjoying the best of the Sarasota lifestyle, this condo offers convenient access to UTC Mall, the shopping, dining, and entertainment of vibrant downtown Sarasota, and the beautiful beaches of Lido Key and St. Armands Circle just across the bridge. Vacant and easy to show, this condo is ready for its next owner. Schedule your private showing today and experience the best of Sarasota Living!

1520 Glen Oaks Drive E Unit 244, Sarasota

3323 Spring Mill Circle, Sarasota
$590,000
2 Beds ⋅ 2 Baths ⋅ Village Green Club Estates SubDv. ⋅ 34239 Zip Code
A must-see gem! Experience the best of Florida living in this beautifully updated and meticulously maintained home, ideally situated along the highly desirable Village Green Golf Course in sought-after Village Green Club Estates at Southgate. Unlike many homes in the community, all the major improvements have already been completed, providing exceptional value and peace of mind. Recent upgrades include a slate tile and flat roof (2023), PGT hurricane-impact, energy-efficient windows (2023), an upgraded electrical panel, newer Trane A/C system, updated electrical outlets throughout, Nest thermostat, newer appliances, renovated bathrooms, and charming Bahama shutters. The newer French doors open to a spacious pavered lanai with a partial metal roof, creating the perfect setting to relax or entertain while enjoying lush tropical landscaping and picturesque views of the 13th and 14th holes of the Village Green Golf Course. This rare golf course property offers the ideal combination of quality, comfort, and location, all without the high fees and carrying costs typically associated with country club living. Move-in ready and meticulously cared for, this exceptional home is Florida living at its finest.

3323 Spring Mill Circle, Sarasota

4711 Hollingsworth Avenue, Sarasota
$655,000
1 Beds ⋅ 3 Baths ⋅ Sunset SubDv. ⋅ 34233 Zip Code
The Hollingsworth presents a unique income-producing investment opportunity in central Sarasota featuring three separately accessed furnished-rental spaces and favorable seller financing. The property has a strong historical furnished-rental operating record, averaging approximately $102,000 in annual revenue during 2024–2025, with current underwriting reflecting a projected 7.60% Year 1 cap rate and approximately 14% Year 1 cash-on-cash return based on modeled seller-financing assumptions. Complementing its strong rental performance, the property has an established historical Airbnb operating record with a strong guest review track record. The interiors have been extensively updated with renovated kitchens and bathrooms, updated flooring, HVAC improvements, new entry doors, recessed lighting and additional upgrades. The property also offers dedicated on-site parking and an inviting fenced rear common area with outdoor seating, mature shade trees and string lighting. Its central Sarasota location provides convenient access to Siesta Key, area beaches, dining, shopping and other major Sarasota demand drivers. Favorable seller financing available; see Offering Memorandum for financial details and modeled terms.

4711 Hollingsworth Avenue, Sarasota

5355 Anthony Lane, Sarasota
$650,000
3 Beds ⋅ 2 Baths ⋅ Ashton Glen SubDv. ⋅ 34233 Zip Code
This is the one * LOCATION, LOCATION, LOCATION * RARELY AVAILABLE in the community of Ashton Glen in the heart of Sarasota * 'A' RATED SCHOOL DISTRICT * QUALITY BUILT by Trend Building & Design and IMPECCABLY MAINTAINED by the original owner * You will not find a house of this caliber & PRIDE OF OWNERSHIP * NEW TILE ROOF 2025 * NEW A/C 2024 BY LENNOX * Quiet cul de sac street with no through traffic * 3 Bedrooms PLUS a Den & 2 Baths * Split Plan Design * Great Room Floor Plan with 8ft Sliding Glass Doors & 15ft Ceiling with Custom Crown Molding * The generously-sized Primary Suite showcases a Spa-style Bath with Walk-in Closets & Built-ins * The Chef's Kitchen is open to the Great Room and features Solid Wood Cabinets, a SPACIOUS Eat-in Nook & a Breakfast Bar * All of this wraps your OUTDOOR OASIS with a Caged Pool & EXPANSIVE Covered Lanai * This is the perfect house to entertain family & friends or for just simply relaxing in your slice of paradise * Low HOA Fees & NO CDD & a separate well for yard irrigation makes this a cost efficient home * Centrally located, and minutes to Siesta Key beaches, walking distance to the Ashton trail head of the legacy trail, 20 minutes to the downtown theatre, arts cultural center, and famous St. Armand's for shopping and various restaurants. Riverview School District is one of the top school districts in the state * This home is one you must see to believe! * One look & you'll fall in love *

5355 Anthony Lane, Sarasota

192 Tall Trees Court, Sarasota
$530,000
3 Beds ⋅ 2 Baths ⋅ Oak Court SubDv. ⋅ 34232 Zip Code
A Hidden Gem in the Heart of Sarasota! Tucked behind the tropical gates of Oak Court is 192 Tall Trees Ct, an intimate Sarasota community, in a setting that feels worlds away from the activity just beyond the entrance. A peaceful, tree-lined loop winds beneath a canopy of mature trees draped in Spanish moss, while lush tropical landscaping creates an atmosphere reminiscent of Old Florida. Beautifully maintained and tucked away, this charming neighborhood offers residents a heated community pool and a sense of tranquility that’s increasingly difficult to find. Yet just outside the gates, you’re minutes from I-75, the best shopping, dining, downtown Sarasota and the area’s award winning Gulf beaches. Welcome to 192 Tall Trees Court, where rich Brazilian cherry wood floors, soaring ceilings, and an open, flowing floor plan create a warm and inviting atmosphere from the moment you enter. The spacious living areas are complemented by elegant crown molding, architectural details, and beautiful wood finishes that bring warmth and character to the home. The generous great room opens seamlessly to the kitchen, creating an inviting space for everyday living and entertaining. An expansive breakfast bar offers casual seating, while the formal dining room and charming breakfast nook provide inviting settings for everything from leisurely morning coffee and casual lunches to memorable dinners with family and friends. Sliding glass doors extend the living space to an expansive screened lanai patio, where indoor and outdoor living come together effortlessly. With generous room for outdoor dining, lounging, and entertaining, this inviting retreat overlooks a fenced backyard offering privacy that’s surrounded by lush tropical greenery, including a mature avocado tree that produces an abundance of fruit during the season. Whether enjoying your morning coffee, hosting an evening gathering, or simply relaxing in the shade, the setting captures the essence of Florida living. The thoughtfully designed single-story floor plan offers comfortable bedrooms, flexible living spaces, and the convenience of everything on one level. A newer roof installed in 2025 and new water heater in 2026 adds peace of mind, while the home’s established landscaping and welcoming surroundings complete the picture. At 192 Tall Trees Ct, it’s not just about the home—it’s about the feeling of coming home. A tropical retreat behind the gates, a heated community pool nearby, and all the conveniences of Sarasota within easy reach.

192 Tall Trees Court, Sarasota

1737 Parakeet Way Unit 608, Sarasota
$169,000
2 Beds ⋅ 2 Baths ⋅ Vistas On Beneva SubDv. ⋅ 34232 Zip Code
Welcome to this spacious ground floor condominium with sought-after covered carport across from your door in the Vistas on Beneva. This 2-bedroom, 2 bath light, bright and airy condo is ideally located and ready to move in with beautiful ceramic tile throughout. Enjoy early mornings and evenings on your outdoor patio overlooking the beautiful golf course and ever-changing colorful skies. Close to all that Sarasota has in store. This community has a lovely clubhouse, pool, and welcomes pets. Whether you are looking for a seasonal home, investment property, or a full-time residence, this home is all with reasonable condo fees and an incredible location near Sarasota's premier beaches, hospitals, shopping, fabulous dining and more.

1737 Parakeet Way Unit 608, Sarasota

4702 Cronin Drive, Sarasota
$275,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Springs SubDv. ⋅ 34232 Zip Code
Virtually Staged. Charming Sarasota Springs Home with Modern Updates and Classic Florida Appeal! Welcome to this delightful 2-bedroom, 1-bath, 1-car garage home nestled in the desirable Sarasota Springs neighborhood. Offering the perfect blend of mid-century charm and modern conveniences, this home has been thoughtfully updated while maintaining its original character. Major improvements completed in 2019 include new roof, A/C system, garage door, and beautifully updated kitchen featuring granite countertops, cabinetry, and stainless appliances. The bathroom was also refreshed with a new vanity. One of the home’s standout features is the beautiful original Terrazzo flooring throughout, offering timeless appeal, easy maintenance, and that sought after mid-century Florida vibe! Step outside to discover a private backyard, offering endless possibilities for outdoor entertaining, gardening, pets, or simply relaxing and enjoying the Florida sunshine. Location, location, location! Ideally situated in the heart of Sarasota, this home provides convenient acces to I-75, the world famous Siesta Key Beach, vibrant downtown Sarasota, and an abundance of shopping, dining and entertaining options. The popular University Town Center area is also just a short drive away, offering premier shopping and restaurants. Whether you are searching for a full time residence, a seasonal Florida retreat, or an investment opportunity, this charming home offers exceptional potential in a convenient Sarasota location. Check out the inspiration photos of virtually staged rooms to help envision the potential!

4702 Cronin Drive, Sarasota

2476 Floyd Street, Sarasota
$1,749,000
4 Beds ⋅ 4 Baths ⋅ Rustic Lodge SubDv. ⋅ 34239 Zip Code
Modern Architecture, Exceptional Upgrades, and Resort Style Living in the Heart of Sarasota! Now offering 4 BEDROOMS and 3.5 BATHROOMS, this beautifully updated modern pool home near Arlington Park combines striking contemporary design with extensive improvements for effortless Florida living. Built in 2015 by Courtyard Modern, the residence features soaring ceilings, expansive impact resistant windows and sliding glass doors, contemporary LED lighting, and an open concept floor plan filled with natural light. The stylish kitchen offers updated countertops and sink, sleek cabinetry, stainless steel appliances, pendant lighting, and a generous island overlooking the living and pool areas. Expansive sliders open to a private outdoor oasis featuring a heated swimming pool, fire table, low maintenance turf, and beautifully illuminated landscaping, creating an ideal setting for entertaining and relaxation. The first floor primary suite offers direct pool access, a custom walk-in closet system, and a spa inspired bathroom with a freestanding soaking tub, oversized shower with dual rainfall showerheads, dual vanities, LED mirror, and smart toilet. . The addition of a fourth bedroom and another full bathroom expands the home to 4 bedrooms and 3.5 bathrooms, enhancing its functionality for family, guests, or a home office. Significant upgrades include new HVAC systems for both floors (October 2025 and July 2026), a dedicated garage mini-split AC system, custom garage door and opener, upgraded 5-inch baseboards, interior painting (2023), exterior painting (2026), and updated interior and exterior lighting. The two car garage provides additional climate controlled flexibility, while low maintenance turf landscaping enhances both the front and rear yards. Ideally situated near Arlington Park, Sarasota Memorial Hospital, Southside Village, downtown Sarasota, Selby Gardens, Marina Jack, Siesta Key, shopping, dining, and cultural attractions, with Sarasota's world renowned Gulf Coast beaches just a short drive away. Offering an exceptional combination of modern architecture, extensive upgrades, a versatile 4-bedroom floor plan, and a highly desirable central Sarasota location, this distinctive home captures the very best of contemporary Florida living!

2476 Floyd Street, Sarasota

3978 Overlook Bend Terrace Unit 25, Sarasota
$209,000
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Ridge Villas SubDv. ⋅ 34232 Zip Code
UPDATED FRENCH PROVINCIAL STYLE VILLA IN Glen Oaks Ridge...A 55+ community with plenty of amenities! Please come tour this END unit villa offering a private carport and driveway plus plenty of guest parking AND...CENTRALLY located near UTC, Downtown, Bobby Jones Golf Course, Orioles Spring Training park, St. Armand's, Lido Beach AND a brand new park on 17th St with numerous attractions! Two bedrooms and Two updated bathrooms Plus the primary bedroom has a walk in closet. The updated kitchen has been "opened up" to the common area rooms and is equipped with a new breakfast bar, new kitchen cabinets (with soft close doors/drawers and 2 cabinets with 5 pullout drawers each) with subway backsplash, quartz countertops new stainless steel refrigerator, Range, exhaust fan and dishwasher. Other interior upgrades include beautiful porcelain tile flooring & baseboards, Plantation shutters, lighting fixtures and newer ceiling fans throughout. The HVAC AND DUCTWORK & Hot water tank were recently replaced. You'll have a large laundry room/storage room/utility room with NEW washer/dryer and a new wash tub. Outside you have a beautiful new paver courtyard and newly screened in front porch with Solar Screening. Glen Oaks Ridge has amenities to include a beautiful heated pool overlooking the lake and a lake fountain, clubhouse with billiards, event planning, social activities, putt putt, shuffle board, gym, etc. The condo fee includes Water, Sewer, Trash, Basic Cable, BUILDING INSURANCE, on site manager, rec facilities, ground maintenance, building exterior maintenance, roof repairs and replacement! This is a great value listed @ $209,000! Check out this great song about this listing: https://tinyurl.com/53f5jn8s

3978 Overlook Bend Terrace Unit 25, Sarasota

3946 Country View Drive, Sarasota
$1,150,000
4 Beds ⋅ 3 Baths ⋅ Country Place SubDv. ⋅ 34233 Zip Code
Welcome to one of the rare newer homes in Country Place, a charming, family-friendly Sarasota neighborhood known for its mature landscaping, character-filled homes, and spacious lots without the cookie-cutter feel of a typical newer community. Built in 2022, this beautifully designed one-story home offers approximately 2,500 square feet with 4 bedrooms, 3 full bathrooms, a den, and plenty of space for everyone to spread out. Set on an almost half-acre lot, the property offers two exceptionally large side yards, creating an ideal setting for kids, pets, play, and outdoor living. The backyard is designed for enjoying the Florida lifestyle, featuring a sparkling pool with a sun deck, covered patio, and outdoor kitchen perfect for family gatherings and entertaining. Inside, the open-concept layout is warm and inviting, with a beautiful kitchen featuring white cabinetry and a large waterfall island that anchors the living space. The living room is highlighted by an electric fireplace, creating a cozy gathering space for family and friends. All hurricane rated glass doors and windows. A spacious 3-car garage provides exceptional storage and flexibility, complete with upgraded lighting and a mini-split for year-round comfort. What truly sets this home apart is the location and setting. Country Place offers the rare opportunity to enjoy new construction while living among mature landscaping and established homes with personality and charm. You are just 5 minutes from the South Bridge to Siesta Key, approximately 15 minutes to downtown Sarasota and UTC/Waterside, and minutes from Palmer Ranch, while enjoying a lot size and established neighborhood feel that many Palmer Ranch communities simply cannot offer. With easy access to I-75 and everything Sarasota has to offer, this home delivers the best of both worlds: the space and character of an established neighborhood with the modern construction and peace of mind of a 2022 home. A truly special home for a family looking for space, comfort, and an unbeatable Sarasota location.

3946 Country View Drive, Sarasota

2149 Hyde Park Street, Sarasota
$2,174,000
4 Beds ⋅ 4 Baths ⋅ La Linda Terrace SubDv. ⋅ 34239 Zip Code
MODERN. MAGNETIC. Welcome to 2149 Hyde Park Street, a custom-designed architectural statement by Modus Builders and the 2025 SRQ Magazine Home of the Year Platinum winner. Located in coveted Arlington Park with no HOA fees, this striking 4-bedroom, 3.5-bath residence pairs bold mid-century modern inspiration with warm natural materials, innovative construction, and seamless indoor-outdoor living—all moments from Downtown Sarasota and the #1 beach in the country "Siesta Key". Inside, soaring ceilings, expansive impact windows, gorgeous engineered hardwood flooring, Venetian plaster, and curated designer lighting create an atmosphere that feels both sophisticated and seductive. The open living space makes a dramatic impression with a custom stone-clad media wall, sleek linear fireplace, built-in speakers, statement art walls, and a floating open-riser staircase that feels more like sculpture than structure. A smart-home automation and entertainment system places lighting, sound, and everyday comfort effortlessly at your fingertips. The kitchen is a showstopper—showcasing solid-wood custom NAC cabinetry by Metro, quartz surfaces, premium Dacor appliances, natural gas cooking, brass accents, and an oversized waterfall-edge island illuminated by a cascade of sculptural pendant lights. Twelve-foot ceilings and polished Venetian plaster continue through the kitchen and dining areas, while the open layout creates an unforgettable setting for cocktails, dinner parties, and relaxed evenings at home. The first-floor primary suite offers a moody, private retreat with custom wall treatments, an integrated media display, designer lighting, and built-in closet cabinetry. Its spa-inspired bathroom is equally dramatic, featuring a freestanding soaking tub, oversized walk-in shower, floating dual-sink vanity, expansive illuminated mirror, and floor-to-ceiling designer tile. Three additional bedrooms and beautifully finished guest baths provide stylish accommodations, while custom built-ins and distinctive lighting carry the home’s design-forward aesthetic throughout. Outside, the residence transforms into a private after-dark escape. The fenced courtyard features a saltwater pool, expansive porcelain decking, lounge and dining areas, a grilling station, linear fire feature, low-maintenance xeriscaped landscaping, and custom architectural lighting that washes the home in a warm evening glow. Walls of glass connect the interior to the pool, allowing the home’s dramatic architecture and outdoor living spaces to become one continuous experience. Arlington Park places you near Morton’s Gourmet Market, acclaimed restaurants, Sarasota Memorial Hospital, Downtown Sarasota, and the boutiques and dining of Southside Village. The nearby Arlington Park & Aquatic Complex offers a lap pool, walking trail, dog park, fitness areas, tennis, basketball, and more, while Siesta Key, Lido Key, St. Armands Circle, and Sarasota’s renowned cultural attractions are only minutes away. Award-winning architecture, custom interiors, a private saltwater pool, exceptional walkability, and no HOA fees—2149 Hyde Park Street is not simply a modern Sarasota home; it is a lifestyle designed to make an impression.

2149 Hyde Park Street, Sarasota

4576 Samuel Street, Sarasota
$2,999,000
Acreage & Unrec SubDv. ⋅ 34233 Zip Code
Commercial Property for Sale — Auto Repair Business & Real Estate Established Auto Repair Business + 7226± SF gross area Commercial Property between 2 buildings | Just Off Clark Road, Sarasota Rare opportunity to acquire an operating auto repair business together with the underlying commercial real estate in a convenient Sarasota location just off Clark Road. The offering includes approximately 7226 square feet combined gross area of two total building areas, on 30,648 Sq.Ft of land, and furniture/fixtures associated with the operation. The property is configured for automotive and service-oriented use, with ground-level access, overhead doors, secured parking, fencing, additional storage, three restrooms and three office areas. The building features a combination of concrete, epoxy and tile flooring, providing a practical configuration for an automotive service operation. The property consists of two buildings and is situated on a publicly maintained, paved city street in an established commercial setting. The site benefits from convenient access to the surrounding Sarasota road network and is located just off Clark Road, providing excellent accessibility for customers, employees and suppliers. The property has public water, septic, central/electric HVAC and two-phase electrical service, making it well suited to continued commercial and automotive operations. Security features include closed-circuit cameras and secured parking. Key Property Highlights 7226± SF total gross building area Two buildings Established auto repair business Business + real estate offered together Furniture/fixtures included Ground-level access Overhead doors Secured parking Fenced property Additional storage 3 restrooms 3 offices Concrete, epoxy and tile flooring Central/electric HVAC Three-phase electrical service Public water Septic system Paved city-street frontage Established commercial surroundings Conveniently located just off Clark Road in Sarasota Investment / Owner-User Opportunity This offering provides an attractive opportunity for an owner-operator, automotive entrepreneur, investor or existing automotive business looking to establish or expand a Sarasota location. The combination of an operating business, commercial improvements and underlying real estate provides the buyer with substantially more than a conventional commercial building acquisition. An owner-user can potentially control the real estate while continuing the existing automotive operation, while an investor may benefit from the property's specialized configuration and commercial location. Business, real estate, furniture and fixtures are included in the sale, subject to the terms of the purchase agreement. Financial information, equipment details, inventory, business records and other due-diligence materials are available to qualified purchasers subject to applicable confidentiality requirements.

4576 Samuel Street, Sarasota

2531 Fireflag Lane, Sarasota
$649,900
3 Beds ⋅ 3 Baths ⋅ Fox Trace SubDv. ⋅ 34232 Zip Code
Welcome home to Fox Trace, a small exclusive boutique gated community. This exceptional award-winning two-story David Weekley home offers a wonderful blend of privacy, modern style, and everyday comfort. The spacious floor plan features 3 bedrooms, 2.5 bathrooms, a main floor study or flex space with French Doors, and an expansive upstairs bonus room ideal for a media center, home gym or second living area. At the heart of the home is a well-appointed gourmet kitchen equipped with stainless steel appliances, counter-top space galore, and a large center island that flows seamlessly into the open-floor plan. The primary suite situated on the main level serves as a relaxing retreat with a generous walk-in-closet and a deluxe bathroom featuring double vanities and an oversized walk-in shower. Step outside to your private screened lanai featuring a sparkling private pool, creating the ultimate setting for outdoor relaxation or entertaining. Additional highlights include a convenient downstairs powder room, an attached 3 car garage, and a peaceful backyard setting. The location offers easy access to I-75, University Town Center, Mote Aquarium and Nathan Benderson Park. Short drive to downtown Sarasota's dining, arts, shopping and world -famous Gulf beaches.

2531 Fireflag Lane, Sarasota

5605 Sawgrass Road, Sarasota
$735,000
4 Beds ⋅ 2 Baths ⋅ Green Acres SubDv. ⋅ 34232 Zip Code
Set on an expansive half-acre homesite west of I-75, this completely renovated four-bedroom, two-bath pool residence offers a level of space, privacy and flexibility that is increasingly hard to find in Sarasota. Thoughtfully updated throughout, the home feels fresh and refined while still inviting, with an open layout, generous living spaces, and an effortless connection to the outdoors. At the heart of the home, the kitchen opens seamlessly to the surrounding living and dining areas, creating a natural gathering place for everyday life and entertaining. Tile flooring runs throughout, lending a clean, cohesive feel, while the open-concept design allows the main living spaces to adapt easily to your lifestyle. Whether you envision a dedicated dining area, home office, playroom or additional lounge, there is room to make the space your own. The four-bedroom layout offers versatility for family, guests, or work-from-home needs, while two updated baths complement the home’s polished interiors. Outside, the fully fenced backyard creates a private retreat centered around the swimming pool, with ample room to entertain, garden, play or simply enjoy the openness of the half-acre setting. Recent improvements include a newer roof (2023), electrical panel (2024), HVAC system (2024), garage door (2023), appliances (2023), and resurfaced pool (2022) offering added comfort and peace of mind. Ideally positioned west of I-75, the location keeps shopping, dining, downtown Sarasota, and area beaches within easy reach. Rarely do location, land and effortless living come together this well. Thoughtfully updated, beautifully maintained and ready for its next chapter, this property offers a rare opportunity to enjoy space, style, and privacy without sacrificing convenience.

5605 Sawgrass Road, Sarasota

4645 Breezy Pines Boulevard, Sarasota
$460,000
3 Beds ⋅ 2 Baths ⋅ Pinewood Forest SubDv. ⋅ 34232 Zip Code
Fully Renovated. Fully Furnished. Move-In Ready. This 3-bedroom, 2-bath concrete block home in Pinewood Forest was completely renovated in 2019 and has been well maintained. Tasteful finishes carry through every room, with a soft palette of grey and beige accented by touches of blue, and the home is being offered fully furnished in a modern coastal style, with each room well appointed and thoughtfully styled. In the living room, a cathedral ceiling rises to a wooden beam running along the peak, and French doors open straight out to the lanai. The kitchen was reimagined with quartz countertops and a sleek island with seating for four. A bay window and a window over the sink bring in natural light, and plantation shutters throughout add a clean, finished look. The primary suite sits on the opposite side of the home from the two guest bedrooms and guest bath, a layout that keeps everyone's space private. The primary suite includes an ensuite bath with a soaking tub, a separate frameless glass shower, and dual sinks. The primary bedroom has its own sliding glass doors out to the lanai. On the opposite side of the home, a door can close off the two guest bedrooms and guest bath from the main living area. Step outside to a screened lanai that feels completely private and enjoy a quiet spot for morning coffee or evening wind-down. The 2-car attached garage adds everyday convenience, and the 0.15-acre lot keeps yard work simple. Location is part of the appeal too. You're just a couple of miles from downtown Sarasota and a short drive to the Gulf beaches, close enough for easy weekday living, far enough for a peaceful, tree-lined neighborhood feel. The roof and A/C were both replaced in 2021, and the home sits in Flood Zone X, meaning flood insurance isn't required. This home is in the Pinewood Forest neighborhood, conveniently located near the intersection of Fruitville and McIntosh Roads, with low HOA fees of $850 per year.

4645 Breezy Pines Boulevard, Sarasota

5273 Turtle Creek Lane, Sarasota
$649,000
3 Beds ⋅ 2 Baths ⋅ Turtle Creek SubDv. ⋅ 34232 Zip Code
A car collector’s dream set up and a rare opportunity for ultimate privacy in the heart of Sarasota west of I-75. Cherished and lovingly maintained by a single owner for over 42 years, this 1-acre tropical oasis is canopied by magnificent, mature oak trees and features No HOA or deed restrictions—giving you total freedom to bring your boats, RVs, and toys. The crown jewel of this estate is the massive 1,800+ sq. ft. detached garage and workshop featuring 6 car stalls and a separate, dedicated office. This includes a well-equipped, 900 sq. ft. climate-controlled shop with 220V electric. Combined with the immaculate 3-bedroom, 2-bathroom main residence and its attached 2-car garage, the property boasts an incredible 8 total car stalls. This peaceful, private retreat offers the best of both worlds: a secluded country feel, yet just minutes from I-75, the UTC shopping district, fine dining, top-rated schools, hospitals, and Sarasota’s world-class beaches - including the famous Siesta Key Beach. This is a rare opportunity to secure a significant piece of land in one of the Gulf Coast's most convenient and desirable locations.

5273 Turtle Creek Lane, Sarasota

4709 Brooksdale Drive, Sarasota
$398,000
3 Beds ⋅ 2 Baths ⋅ Sarasota Springs Unit 15 SubDv. ⋅ 34232 Zip Code
CENTRAL SARASOTA OPPORTUNITY! UPDATED ROOF + UPDATED HVAC + PRIVATE FENCED YARD! This is the kind of home buyers have been waiting for—an updated, move-in-ready property in a quiet Central Sarasota location with major improvements already completed! Conveniently located near schools, shopping, dining, major highways, and everything Sarasota has to offer. MAJOR UPDATES INCLUDE A NEW ROOF (2024), UPDATED HVAC (2023), HOTWATER HEATER (2023) FRESH INTERIOR PAINT, UPDATED PRIMARY BATHROOM, NEWER BACKYARD FENCE, AND NEW CONCRETE STEPS TO THE BACKYARD. The home also features CITY WATER & SEWER and offers the potential for a variety of financing options, subject to lender approval and buyer qualifications. Step inside and you'll immediately appreciate the higher ceilings, tile flooring throughout, spacious kitchen, abundant cabinet storage, and gas range. The inviting tiled lanai creates an additional space to relax, entertain, or enjoy your morning coffee. The second bedroom is currently being used as a den, giving you the flexibility to create a home office, guest space, or additional bedroom. The outdoor space is a standout feature! The fully fenced and private backyard provides plenty of room for pets, entertaining, gardening, or simply enjoying the Florida lifestyle. With two full bathrooms, durable tile flooring throughout, and numerous recent improvements, this home offers an excellent combination of comfort, functionality, and value. THE BIG-TICKET ITEMS ARE ALREADY DONE—NOW IT'S YOUR TURN TO MAKE THIS HOME YOUR OWN! Whether you're a first-time buyer, looking for a Florida home, or searching for an investment opportunity, this Central Sarasota property deserves your attention. Homes with this combination of updates, location, and privacy don't last long. Schedule your showing today!

4709 Brooksdale Drive, Sarasota

3944 Lakeside Road Unit 160, Sarasota
$250,000
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Ridge Villas SubDv. ⋅ 34232 Zip Code
LAKEFRONT in Glen Oaks Ridge - 55+ A French Provincial style villa ON THE LAKE! That's right, bring your fishing pole or just bask in the Florida sun while taking in this beautiful lake! This home has 1540 square feet that includes 2 bedrooms, 2 full bathrooms both baths have been updated, Living room, dining room, den/study, Florida room plus a large laundry/utility room. Wait till you see this Beautifully updated kitchen that opened up, adding a breakfast bar, all new cabinetry, stone counters, back splash, Stainless Steel suite of appliances to include a "slide in" convection oven and new lighting. No carpet here...tile floors throughout. You will really appreciate the HUGE Air Conditioned laundry/Utility/Storage room with a NEW Washer and Dryer and a wash tub. A front courtyard greets you and a newly screened front porch, plus a 1 car carport and a driveway for two cars AND plenty of guest parking across the street! Updates include new washer/dryer, refrigerator & HVAC! Glen Oaks Ridge is a pet friendly and active community with a wonderful HEATED pool overlooking a large lake with a fountain, clubhouse with a library, fitness room, billiards and shuffleboard. LOCATION, LOCATION, LOCATION...walk to two parks, Bobby Jones golf course, a short drive to plenty of shopping, UTC, downtown Sarasota, I-75, St. Armand's, Lido Beach, etc. $250,000.

3944 Lakeside Road Unit 160, Sarasota

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