Location: Sarasota
Do Not Show Listings
1939 HIGH POINT DR, SARASOTA, FL 34236
$1,335,000104 Days on yellowkey MLS ID: A4676860
REDUCED by $20,000 (1.5%) on 04/15/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2478 Built: 1954 Tax: $8,592 (2025)Community: High Point CircleSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,592
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Tucked just moments from Hudson Bayou and Sarasota Bay, this gated mid-century modern compound offers a rare opportunity to own a meaningful piece of Sarasota’s architectural and artistic history while embracing a lifestyle that feels both inspired and entirely livable. Originally built in 1954 as a Ruth Richmond design and later reimagined by nationally recognized abstract artist Steve McCallum, the property blends authentic mid-century lines with bold creative character. Set behind walls and framed by lush tropical landscaping, the home unfolds as a private retreat within one of Sarasota’s most desirable cultural corridors. A paver drive leads to the striking architectural façade, clerestory windows, and modern courtyard entry. Inside, natural light pours through high transom windows and expansive sliding glass doors, highlighting the openness and warmth that define true mid-century design. The main residence offers three bedrooms and two full baths, with an open living and dining layout that flows effortlessly to the courtyard pool. Clean lines, tile flooring throughout, and thoughtful updates create a space that feels timeless yet comfortable. The private courtyard pool anchors the compound, surrounded by palms, bamboo, and multiple seating areas designed for relaxed evenings or intimate gatherings. The setting offers privacy without sacrificing proximity to downtown and the bayfront. The studio structure truly elevates the estate. Measuring approximately 56 by 32 feet with soaring 16-foot ceilings, it was purpose-built for large-scale creative work and now offers remarkable flexibility. With its own private entrance and a dedicated bathroom, the studio can function independently as a guest retreat, executive workspace, gallery-style studio, or wellness space. The space also includes a walk-in closet area that currently functions as both a walk-in closet and laundry room, adding additional convenience and functionality. An interior hallway also connects it to the main home, allowing seamless use for multigenerational living or extended guests while maintaining the option for complete privacy. For several years, the studio operated as a curated, owner-hosted guest experience, earning more than 200 five-star reviews and establishing itself among Sarasota’s earliest luxury short-term stays. That history speaks to its design appeal, comfort, and versatility. In addition to the main living spaces, the property also features an approximately 200 square foot storage room connected to the studio. This flexible area can easily function as an extension of the studio when the roll-up door is opened, creating additional usable space for creative work, storage, or studio expansion. Offering 2,478 square feet under air across both structures, this property delivers architectural authenticity, creative scale, and compound-style living just minutes from downtown dining, galleries, and Sarasota’s renowned arts scene. This is a mid-century modern lifestyle property for those who value design, flexibility, and the freedom to shape a home around how they truly want to live. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
5780 MIDNIGHT PASS RD #210, SARASOTA, FL 34242
$999,000138 Days on yellowkey MLS ID: A4673708
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,269 (2025)Community: Gulf & Bay Club Ph 2Condo
Taxes:$9,269
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Melanie Albaric (941-233-0957)
1800 BENJAMIN FRANKLIN DR #B207, SARASOTA, FL 34236
$1,549,000201 Days on yellowkey MLS ID: A4666804
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1980 Built: 1996 Tax: $11,092 (2024)Community: L Elegance On Lido BeachCondo
Taxes:$11,092
Tax Year: 2024
Middle School: Booker Middle
Remarks: Welcome to L’Elegance, one of Lido Key’s most sought-after beachfront communities. This corner residence features an open and inviting floor plan, with large balconies designed for beachfront living. Enjoy resort-style amenities including a beachfront pool with panoramic Gulf views, a fully equipped fitness center, game and community rooms, and secure garage parking. Step outside to your private beach access and embrace the best of Sarasota’s coastal lifestyle. Ideally located just minutes from the fine dining, boutique shopping, and vibrant arts scene of St. Armands Circle and downtown Sarasota, L’Elegance offers the perfect blend of relaxation and convenience. Don’t miss this rare opportunity to own a slice of paradise on the quiet south end of Lido Key—where every day feels like a vacation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Francoise Borel (941-228-3768)
4828 ANTRIM DR, SARASOTA, FL 34240
$650,00075 Days on yellowkey MLS ID: A4680038
1 Days Off yellowkey (back on 4/15/2026)
REDUCED by $15,000 (2.3%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2643 Built: 2021Monthly Fee: $204 Tax: $7,285 (2025)Community: Worthington Ph 1Single Family
Taxes:$7,285
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Luxury, upgrades, and serene water views come together in this meticulously enhanced residence offering a premium pond setting and breathtaking sunset views. Designed for both comfort and sophistication, this home features hurricane-impact windows throughout (2025), providing peace of mind and energy efficiency. Step inside to discover upgraded flooring on the first floor and stairs, complemented by crown molding, upgraded baseboards, and additional can lighting across both levels. The great room impresses with a tray ceiling accented by crown molding, built-in 5.1 surround sound, and power blinds on the sliding doors—perfect for effortless indoor-outdoor living. The gourmet kitchen is a true showpiece, featuring GE Profile appliances including a gas cooktop, wall oven, convection microwave, and refrigerator. An upgraded hood vented to the exterior, under-cabinet lighting, soft-close drawers and doors, and upgraded matching cabinetry and countertops—carried seamlessly throughout the kitchen and baths—elevate both form and function. Retreat to the primary suite, where a tray ceiling with crown molding, a custom Closet-Tec walk-in closet, and a spa-inspired bath await. The primary bath showcases floor-to-ceiling tile, a frameless glass shower enclosure, and refined finishes. Both secondary baths also feature floor-to-ceiling tile and thoughtfully designed shower niches. Outdoor living is exceptional with an extended screened lanai and fully equipped outdoor kitchen complete with refrigerator, sink, and gas grill—conveniently connected to a natural gas line (no propane tanks). Enjoy tranquil pond views and unforgettable sunsets from your private backyard oasis. Additional highlights include custom ceiling fans throughout, a custom stair handrail and spindles, upgraded carpet padding on the second floor, an upgraded front door with waterfall privacy glass, and an epoxy-coated garage floor with upgraded garage door and pull-down attic storage. The laundry room offers upgraded cabinetry, a utility sink, and gas or electric dryer hookup. This home is equipped with a tankless water heater, upgraded TRANE two-zone HVAC system with dual UV air quality lights, wireless monitored smoke alarms, a monitored security system, and rough-ins for whole-house water filtration and security cameras. A termite control system with annual inspections is in place, along with twice-yearly HVAC maintenance and quarterly pest treatment—providing true move-in-ready confidence. A rare opportunity to own a thoughtfully upgraded home with exceptional views, modern systems, and luxury finishes throughout.
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Rebecca Adams (815-540-1560)
482 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$3,850,000146 Days on yellowkey MLS ID: A4664936
INCREASED by $199,250 (5.5%) on 04/07/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2757 Built: 2026Monthly Fee: $89 Tax: $6,154 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$6,154
Remarks: Under Construction. Bird Key—Sarasota’s premier island address nestled just off the John Ringling Causeway between vibrant downtown Sarasota and the beaches of Lido and Longboat—provides the setting for this custom-built Allegra Homes masterpiece. The “Laurie Coastal” floor plan delivers approx. 2,757 sq ft of refined, light-filled living with 3 bedrooms, 3.5 baths, a dedicated study, and a versatile bonus room that adapts beautifully as media, fitness, or play space. A chef’s kitchen anchors the home with Wolf cooking, Sub-Zero refrigeration, and a Cove dishwasher, complemented by an oversized island and generous cabinetry. The great room’s pocketing glass sliders dissolve the boundary to a screened lanai appointed for true Florida living with a private saltwater pool/spa and tongue-and-groove ceiling—an effortless backdrop for everyday relaxation and elegant entertaining. Engineered for coastal living, the residence features impact Low-E windows/doors and an elevated foundation: a 3-course stem wall constructed above the Base Flood Elevation. Additional upgrades include a tankless water heater, professional landscaping, paver driveway, and a 3-car garage with epoxy flooring. From this coveted island of beautifully manicured streets and canal/bayfront homes, you’re moments to St. Armands Circle, downtown dining and arts, world-class marinas, and under construction is the new Bird Key Yacht Club; convenient to Sarasota–Bradenton International Airport (SRQ).
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
35 WATERGATE DR #1103, SARASOTA, FL 34236
$2,200,000407 Days on yellowkey MLS ID: A4643363
REDUCED by $250,000 (10.2%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2985 Built: 2003 Tax: $19,803 (2024)Community: The Tower ResidencesCondo
Taxes:$19,803
Elementary School: None
High School: None
Middle School: None
Remarks: Stunning direct Westerly water views of Sarasota Bay from every room, 3 bedrooms and 3 full baths, gourmet kitchen with new high-end appliances, private elevator/foyer, luxurious owner's suite with expansive covered balcony overlooking the water. Whether you seek a serene or active lifestyle, this beautiful home allows convenient access from one of the best locations in the city. Residents enjoy the building's own pool, theater room and gym, PLUS the luxury offerings of the Ritz-Carlton Hotel that includes 24-hour in-residence dining and membership availability to the Ritz Private Golf Club and Beach Club on Lido Beach. The building is walking distance to downtown Sarasota's vibrant and cultural amenities -- Marina Jack Park, Van Wezel Performing Arts Hall, The Bay, Opera House, ballet, orchestra, Selby Gardens, a vast variety of restaurants and shopping with St. Armands Circle and Lido Beach just over the causeway.
Listing is courtesy of: DEREK BILLIB, LICENSED R.E. BROKER (941-302-3600)
Listing Agent: Derek Billib (941-302-3600)
5970 ROSETO PL, SARASOTA, FL 34238
$639,000107 Days on yellowkey MLS ID: A4676620
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2203 Built: 2009Monthly Fee: $443 Tax: $4,921 (2025)Community: Isles Of SarasotaSingle Family
Taxes:$4,921
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: This home has been magnificently maintained and is absolutely move-in ready. 3 bedrooms, 2 bathrooms plus den with a 2 car garage and a heated pool. This is the Oakmont floor plan- one of DiVosta's most popular designs. The kitchen has been updated with quartz countertops, newer appliances (convection oven), wood cabinets and additional lighting. The office/den and guest bedrooms feature plantation shutters. 2nd. bedroom has a Murphy bed. The master bathroom has a handicapped accessible, oversized shower. The master bathroom also has dual sinks with quartz counters & tile floors. The 4 sliders have remote-controlled, electric hurricane shutters. All windows have custom-fitted steel hurricane shutters. The pool and lanai area with a peaceful and private preserve view is perfect for relaxing or entertaining. This is THE Florida lifestyle- seasonal or year-round. 3 large cabinets in the garage provide additional storage space The Isles community is maintenance-free. You will make new friends in The Isles at many of the community functions or enjoying the 4 tennis courts, 2 pickle ball courts, 2 bocce courts, tot-lot, state of the art fitness center and resort-style swimming pool. The Isles is close to Siesta Key Beach, dining, doctors, golf courses, Legacy Trail and all the cultural venues downtown Sarasota provides. Listing agent lives in the neighborhood and is available to answer questons about The Isles.
Listing is courtesy of: GALLERY PROPERTIES INTERNATION (941-957-0833)
Listing Agent: Bill Taft, Jr (941-400-5189)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,695,000417 Days on yellowkey MLS ID: A4641614
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Remarks: One or more photo(s) has been virtually staged. Located West-of-Trail in one of Sarasota’s sought-after neighborhoods, Oyster Bay Estates, this stunning waterfront home is designed for those who appreciate breathtaking views and effortless entertaining. With a prime position on Sarasota Bay, this gated estate captures panoramic vistas of the city skyline, preserve and mangrove islands, and beyond. Blending timeless elegance with modern comforts, the home offers seamless indoor-outdoor living, quality finishes and thoughtfully designed spaces. A grand entrance sets the stage, with travertine stairs leading to stately double doors completed by a transom arch window. Inside, the living and dining areas boast a detailed coffered ceiling framed by a wall of sliders that showcase uninterrupted water views. A gas fireplace with a carved stone mantle anchors the space while custom wood shelving, wainscoting-lined hallways and artisanal millwork accentuate timeless craftsmanship. For culinary enthusiasts, the gourmet kitchen is functional and luxurious. Anchored by an oversized central island with a prep sink, it offers abundant workspace, granite countertops and custom wood cabinetry. A top-of-the-line Viking® appliance package pairs seamlessly with a Sub-Zero professional-grade refrigerator, while a deep basin sink and a spacious walk-in pantry with custom organization enhance convenience. An adjoining butler’s pantry elevates the space with glass-faced cabinetry, a beverage cooler and dishwasher drawers. The casual dining area is positioned to take in breathtaking water views, making every meal a scenic experience. The expansive great room boasts windows that capture views of mangrove islands, city lights and the tranquil waters beyond. Multiple bar areas, each equipped with beverage coolers, prep sinks, dishwasher drawers and granite countertops, ensure effortless entertaining. Retreat to the primary suite, a private sanctuary with a custom tray ceiling, a designer chandelier and bay windows that invite the amazing view in. The spa-inspired en-suite bath features travertine tile, dual vanities, a spacious walk-in shower with multiple showerheads, a jetted tub and an expansive custom-organized closet. A gracefully curved wood staircase ascends to the upper level, where four additional en-suite guest rooms offer luxurious accommodations, most with private balconies that frame breathtaking views. A three-stop elevator provides easy access across all levels. Ideal for large-scale entertaining, the home features a ground-level bonus area, storage and workshop, opening to the resort-style pool deck for seamless indoor-outdoor living. A private guest apartment, accessible via a separate staircase and above the garage, provides a serene retreat with a living room kitchenette, a spacious bedroom, a full bath and a private balcony. This estate has been thoughtfully crafted for elegance and entertainment, featuring Brazilian cherrywood floors, custom-trimmed doorways, wainscoting accent walls, crown molding, plantation shutters, custom-designed coffered and tray ceilings, and a central vacuum system, among other fine details. With stunning water vistas as its backdrop, this is more than just a home, it is a lifestyle conveniently near The Field Club, Southside Village and downtown Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1714 SOUTH DR, SARASOTA, FL 34239
$2,245,00030 Days on yellowkey MLS ID: A4686448
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3105 Built: 1950 Tax: $11,204 (2025)Community: Cherokee ParkSpa: NoSingle Family
Taxes:$11,204
Remarks: One or more photo(s) has been virtually staged. Tucked beneath a canopy of mature trees in one of Sarasota’s most coveted neighborhoods, 1714 South Drive presents a rare opportunity to secure a prime homesite in Cherokee Park, West of the Trail and moments from the very best of Sarasota living. Set on a beautifully established lot with lush, mature landscaping, a paver driveway, and a combination of garage and carport parking, the property offers an immediate sense of privacy and presence. Inside, the home unfolds with a surprisingly expansive footprint and a floor plan that captures natural light throughout. A welcoming entry with a leaded stained-glass door opens to multiple living spaces, including a living room with a wood-burning fireplace, custom built-ins, and distinctive Saltillo tile flooring, alongside a light-filled family room wrapped in windows with views of the pool and direct access to the lanai. The dining room, positioned with a bay window overlooking the pool, connects seamlessly to the kitchen, which features granite countertops, glass-front cabinetry, a center island with cooktop, and a breakfast nook with access to a private side deck. The layout offers flexibility with multiple bedroom and office options, including a front bedroom or office with a wall of windows and an in-wall safe, and a private guest suite with its own bath showcasing vintage turquoise tile and retro detailing. A secondary guest bedroom includes built-in workspaces and shelving, ideal for dual office use or creative space. The primary suite is tucked privately toward the rear of the home, offering direct access to the lanai, abundant natural light, and a spacious bath with dual vanities, soaking tub, walk-in shower, and skylight above. Additional spaces include a bonus room off the garage with bedroom conversion potential, a pool bath, and a separate flex space off the lanai with wood-paneled walls and its own mini-split system, ideal for a studio, gym, or additional lounge. Outdoors, the home continues to deliver with an oversized, caged pool and covered lounging areas, surrounded by mature landscaping, stone walkways, and a fully fenced yard. An existing outdoor kitchen structure and multiple access points from the home create a true indoor-outdoor flow that aligns perfectly with Sarasota’s year-round lifestyle. What truly elevates this property is its location. Just moments from the shops and restaurants of Southside Village or downtown Sarasota’s waterfront, cultural venues, and marina. It is close to Sarasota Bay and just a short drive to Siesta Key’s north bridge. This is a setting that defines convenience and coastal luxury. Cherokee Park remains one of the most desirable addresses in Sarasota, and 1714 South Drive offers the rare combination of location, lot, and layout, an exceptional opportunity in the heart of Sarasota.
1389 TANGIER WAY, SARASOTA, FL 34239
$5,985,00093 Days on yellowkey MLS ID: A4677509
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5310 Built: 2003 Tax: $39,106 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$39,106
Remarks: One or more photo(s) has been virtually staged. Step into a private, gated waterfront estate in Sarasota offering deep-water boating access, refined coastal architecture, and an unsurpassed location just minutes to Siesta Key Beach, Southside Village, and downtown Sarasota. Located in the coveted San Remo Estates community, this exceptional residence blends timeless elegance with modern functionality—perfect for buyers searching for a luxury Sarasota waterfront home with privacy and proximity to the city’s best dining, shopping, and beaches. Designed by renowned architect Walter Hamm and built by Bill McGinness, the home is engineered for lasting stability with construction supported by 54 concrete pilings, a powerful value point for buyers seeking a well-built coastal property. Set on a sprawling private lot with mature landscaping and serene surroundings, the home captures panoramic water views and features a protected deep-water harbor, ideal for boaters who want quick access to Sarasota Bay and Gulf. Inside, the home showcases a bright, open layout filled with natural light, elevated by custom millwork, coffered ceilings, rich wood flooring, and polished travertine. The gourmet kitchen is designed for both entertaining and everyday living, featuring an oversized center island, quartz countertops, premium wood cabinetry, granite perimeter counters, subway tile backsplash, and stainless-steel appliances, along with an inviting breakfast nook that overlooks the water. The adjacent family room creates a warm gathering space, while the formal dining room is ideal for hosting. A private office provides a quiet, dedicated workspace, ideal for today’s lifestyle. The primary suite on the main level is a true waterfront retreat with oversized windows framing tranquil views, two custom walk-in closets, and a spa-style bath with a floating vanity, illuminated mirrors, a freestanding soaking tub, and an oversized walk-in shower. Upstairs, the second level is designed for comfort and entertaining with three generous bedroom suites, a TV/game room, a convenient kitchenette, and a terrace that overlooks the pool and peaceful waterscape, perfect for guests, multi-generational living, or extended stays. Outdoor living is equally impressive, featuring an expansive travertine pool deck, a heated pool and spa, a fenced and spacious yard, and lush tropical landscaping that creates a resort-style environment with exceptional privacy. Andersen sliding doors and windows enhance the indoor-outdoor connection and raise the overall quality of the home. A comprehensive renovation completed in 2015 elevated the interiors with sophisticated, updated finishes, while key improvements include a new roof (2020) and updated AC systems (2023 & 2024). Additional features include an ADT security system, generous storage, abundant closet space, a large laundry room, provisions for an elevator, and an oversized three-car garage. Sought-after San Remo Estates is positioned at the heart of Sarasota, just before the north bridge to Siesta Key, making it one of the most desirable locations for those wanting a Sarasota luxury waterfront home with both convenience and privacy. This exceptional coastal estate delivers the ultimate Florida lifestyle: deep-water boating, serene water views, and effortless access to Sarasota’s beaches, culture, and world-class amenities.
836 MAGELLAN DR, SARASOTA, FL 34243
$635,00051 Days on yellowkey MLS ID: A4683886
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2425 Built: 1964Monthly Fee: $3 Tax: $3,050 (2025)Community: Whitfield Country ClubSpa: NoSingle Family
Taxes:$3,050
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Enjoy exceptional golf course living overlooking the 15th hole at Sara Bay Country Club, designed in the 1920s by renowned golf course architect Donald Ross. Ideally positioned on a premium 18,750 sq. ft. lot with sweeping fairway views, this 3-bedroom, 2.5-bath residence offers exceptional space and flexibility rarely found at this price point. The open great room floor plan is ideal for entertaining, with seamless flow to the patio where you can relax, watch play unfold, or refine your own short game on the private putting green. Cool off in the above-ground pool, or have it removed to create a more expansive outdoor retreat tailored to your vision. The kitchen features granite countertops, solid wood cabinetry with soft-close drawers, and convenient roll-out shelving, combining style and functionality. The oversized primary suite is a true retreat, offering a spacious sitting area, walk-in closet, and private bath. The second bedroom features a large walk-in cedar closet, while the third bedroom—currently serving as a home office—offers flexibility to suit your needs as a guest room, den, or workspace. A workshop area in the garage adds versatility for hobbies, projects, or additional storage. Conveniently located just minutes from downtown Sarasota, you will enjoy easy access to dining, shopping, cultural venues, and Gulf beaches. A distinctive opportunity to own along one of Sarasota’s most storied fairways—combining historic golf course prestige, generous lot size, and everyday livability.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
4001 CROCKERS LAKE BLVD #27, SARASOTA, FL 34238
$219,900214 Days on yellowkey MLS ID: A4665066
1 Days Off yellowkey (back on 2/13/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 972 Built: 1989Monthly Fee: $468 Tax: $1,860 (2024)Community: Vintage GrandSpa: NoCondo
Taxes:$1,860
Remarks: Under contract-accepting backup offers. Beautifully Renovated 2-Bedroom Condo in Prime Sarasota Location! Welcome to the condo you've been waiting for! This newly renovated 2-bedroom, 2-bath split floor plan unit is move-in ready and full of high-end updates. Featuring gorgeous Beachwood waterproof laminate flooring, brand-new cabinetry in both the kitchen and bathrooms, and stunning quartz countertops, this home perfectly blends style and functionality. The primary suite includes a spacious walk-in closet and a beautifully updated en-suite bathroom. The entire unit has been freshly painted, offering a light and bright living space. Major updates include a new HVAC system (2022) a new roof (2024), a new dishwasher (2025) and new impact windows. Located in the highly sought-after Palmer Ranch area, this Vintage Grand condominium offers low HOA fees of just $468.36/month, making it both affordable and convenient. Enjoy resort-style amenities including 2 pools, one recently renovated and one in the process of renovations. The spa, fitness center, clubhouse, tennis court, basketball courts, grilling, picnic areas, a dock, a shuffleboard court and even a car wash station round out the amenities. Just six miles from Sarasota's sugar-sand beaches of Siesta Key and minutes from the Legacy Trail, shopping, and world-class dining, this location truly has it all. Don't miss this opportunity!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Darcy Leahy (941-726-2620)
5270 VANDERIPE RD, SARASOTA, FL 34241
$839,00049 Days on yellowkey MLS ID: A4684146
1 Days Off yellowkey (back on 3/12/2026)
Bed: 3 Bath: 2.0 Gar: 6 Liv Area Sq Ft: 2400 Built: 1976Monthly Fee: $58 Tax: $3,585 (2025)Community: Myakka Valley RanchesSpa: YesSingle Family
Taxes:$3,585
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Rustic Modern Retreat located in desirable Myakka Valley Ranches, just 25 mins from Siesta Key Beach and 40 mins to downtown Sarasota. Situated on 5.67 private acres, with zero visibility to your neighbors, Vanderipe Retreat offers exceptional space for cars, boats, RVs, horses, hobby farming, workshop use, gardening, or simply enjoying nature and privacy. The 2,400 sq.ft. Cypress home features 3 bedrooms and 2 bathrooms, including a private upstairs guest suite with full bath ideal for visitors, multigenerational living, or home office use. Interior highlights include polished concrete floors throughout the main level, vintage wood burning fireplace, updated kitchen with granite countertops, wood cabinetry, stainless steel sink, electric oven, gas range with exterior propane tank, and vented hood. All popcorn ceilings have been removed and refinished with skip-trowel texture, and bathrooms have been tastefully updated. Enjoy indoor-outdoor living from the expansive 1,060 sq.ft. screened porches, featuring entertaining areas, hot tub, outdoor shower, and peaceful wooded views. The property includes an impressive 2,600 sq.ft. metal garage/barn with five garage doors, room for at least 6 cars, loft storage, two covered carports, and four stalls suitable for horses or farm animals. Ideal for car enthusiasts, workshop space, equipment storage, or recreational vehicles. Additional features include metal roof, durable termite-resistant cypress siding, asphalt paved driveway, paver walkway, mature Old Florida landscaping, and updated well pump and control box. Residents of Myakka Valley Ranches enjoy private paved roads, two community nature parks, miles of riding and walking trails, and close proximity to Myakka River State Park, offering a unique outdoor lifestyle while remaining convenient to Sarasota amenities and highly rated schools. This property offers the rare combination of privacy, versatility, and natural beauty — a true Florida lifestyle retreat. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
843 NORSOTA WAY, SARASOTA, FL 34242
$5,499,000110 Days on yellowkey MLS ID: A4676472
0 Days Off yellowkey (back on 2/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2467 Built: 1963 Tax: $51,752 (2025)Community: Bay IslandSpa: NoSingle Family
Taxes:$51,752
Remarks: Under contract-accepting backup offers. Set along one of Siesta Key’s most coveted bayfront streets, this exceptional property offers some of the most breathtaking views in all of Sarasota—spanning open water, the city skyline, and endlessly changing sunsets. Positioned in an enclave of multi-million-dollar homes, the location alone is extraordinary, with deep, open boating water and immediate access to Sarasota Bay. While the true value lies in the irreplaceable bayfront land, the home itself has been recently remodeled and exudes a charming Siesta Key cottage vibe—warm, inviting, and perfectly suited for relaxed coastal living. Thoughtful updates blend seamlessly with the home’s character, creating a space that feels both comfortable and refined. Outdoors, enjoy a private pool overlooking the water, ideal for entertaining or unwinding after a day on the bay. A two-car garage provides convenience and storage, while the property’s proximity to world-famous Siesta Beach, downtown Sarasota, and Sarasota Memorial Hospital offers unmatched lifestyle appeal. Whether envisioned as a serene waterfront retreat, a rental investment, or the future site of a custom estate, this bayfront opportunity combines remarkable views, premier boating, and one of the finest locations on Siesta Key.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tom Cail, Pa (941-780-2245)
276 ISLAND CIR, SARASOTA, FL 34242
$3,100,000197 Days on yellowkey MLS ID: A4667090
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2292 Built: 2026 Tax: $13,048 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$13,048
Remarks: Under Construction. Update as of 4/15/26: The home is nearly completed! Landscaping will be completed by 4/16. Inside, the final painting has taken place. There are a few odds and ends left that are almost finished! Call today to arrange your private showing! Photos are of a previous model, finishings vary. Located less than a half mile from the world-famous Siesta Key Beach, this brand-new coastal retreat is nestled on Palm Island, one of the Key’s most coveted waterfront enclaves. Sophisticated yet welcoming, this four bedroom, three bathroom home is thoughtfully designed and set on an oversized lot with a brand new 107-foot seawall. Built by Clark Horne Construction, this home showcases exceptional craftsmanship, quality materials, and thoughtful design throughout. Step through double doors into a sunlit open floor plan where every detail has been curated for modern coastal living. The gourmet kitchen is as functional as it is beautiful, featuring a Wolf range with custom hood, paneled Sub-Zero refrigerator, Bosch paneled dishwasher, Sharp microwave drawer, and a wine cooler showcased within a stunning glass-door pantry. Elegant statement lighting highlights waterfall quartz countertops, creating the perfect ambiance for quiet evenings or vibrant gatherings. The primary suite is a true sanctuary, offering volume ceilings, a spa-inspired bath, two spacious walk-in closets, and sliding glass doors that open directly onto the resort-style pool deck. Designed for seamless indoor-outdoor living, the oversized lot provides room to roam and enjoy waterfront activities—from kayaking and paddle boarding to simply soaking in the serene setting. Here, a sparkling pool and flush spa overlook tranquil canal views, completing this tropical paradise of comfort and relaxation. The expansive covered patio and entertainment-ready pool deck make every day feel like a getaway. Situated just moments from the quartz-white sands of Siesta Key Beach and the vibrant Siesta Key Village, you'll enjoy easy access to dining, boutique shopping, and live entertainment. On Palm Island, every day is a retreat—boat from your backyard, walk to the beach at sunset, and return to your own slice of tropical paradise. Call today to schedule your private showing!
Listing is courtesy of: CELLA'S REAL ESTATE INC (941-952-8649)
Listing Agent: Michael Cella (941-952-8649)
226 GOLDEN GATE PT #12, SARASOTA, FL 34236
$1,329,000245 Days on yellowkey MLS ID: A4658540
REDUCED by $65,000 (4.7%) on 04/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1823 Built: 1968 Tax: $12,928 (2024)Community: Harbor House WestSpa: NoCondo
Taxes:$12,928
Remarks: One or more photo(s) has been virtually staged. Positioned on Sarasota’s sought-after Golden Gate Point, this exceptional Harbor House West residence combines waterfront luxury with the ultimate in city convenience. Just moments from the vibrant energy of downtown, enjoy effortless access to world-class dining, boutique shopping, cultural venues and waterfront promenade, all while returning home to a serene retreat with captivating views of Sarasota Bay, the Ringling Bridge and the barrier islands beyond. Reimagined in 2025, this residence showcases a fresh, refined aesthetic and thoughtful enhancements that make it the remarkable home it is today. Go through the glass front door into a light-filled open layout enhanced by tile flooring and crown molding in the main areas. The great room centers around a striking fireplace accent wall, while a wall of sliders frames an unforgettable panorama of the bay and bridge, where the water glistens by day and sunsets ignite the sky each evening. Just beyond, a concrete-enclosed patio offers a private setting for dining and lounging against the stunning waterfront backdrop. The beautiful new kitchen is a showpiece, featuring GE stainless steel appliances, including an induction cooktop, microwave drawer, and oven, plus a Fisher Paykel refrigerator, quartz countertops, tile backsplash and abundant wood cabinetry with upgraded hardware. A convenient laundry room with a stackable washer and dryer and extra storage enhances everyday functionality. Three spacious bedrooms ensure comfort and privacy. The primary suite boasts an expansive custom walk-in closet, oversized window with breathtaking bridge and bay views, and a spa-like bath with a long dual-sink vanity, linen cabinet and walk-in shower. Two guest suites each offer large closets and picture windows with water views. Additional highlights include assigned covered parking accessible from the unit with EV charger wiring run to carport ceiling for future installation, a day dock, ample guest parking, and pet-friendly living. Harbor House West provides a secure, well-managed community in a prime waterfront setting, delivering a balance of coastal serenity and downtown sophistication.
5779 AARON CT, SARASOTA, FL 34232
$514,90025 Days on yellowkey MLS ID: A4687398
REDUCED by $10,000 (1.9%) on 04/15/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2324 Built: 2010Monthly Fee: $108 Tax: $694 (2025)Community: Oak VistasSingle Family
Taxes:$694
Remarks: This stunning 4 bedroom 2.5 bathroom home (built in 2010) is located in the quaint, quiet community known as Oak Vistas and includes tree lined streets with paver driveways and tile roofs. There is nothing "cookie cutter" about this neighborhood and it is truly a hidden gem! Upon entering this home your grand two-story foyer will lead to your spacious family room. The first floor is an entertainers dream and provides ample space for the family to gather together. The first floor is an open concept with large family room, gourmet kitchen, eating space, formal dining space and an additional space that can be used as a home office, gym, play room, or whatever suits your needs! Upstairs you will find the primary bedroom and 3 additional guest bedrooms. One of the guest bedrooms is tucked in the corner providing additional privacy. This home provides peace of mind with a BRAND NEW A/C UNIT! The owners also had the roof professionally inspected and it has ample life left! Although you will feel tucked away in your own piece of paradise, this home provides extremely easy access to I-75 and to major roads such as Bee Ridge and Fruitville that will take you to the pristine beaches and gorgeous waterways this area has to offer! To top it off this home has a very LOW HOA and NO CDD FEE! This is a home you surely don't want to miss!
Listing is courtesy of: CENTURY 21 INTEGRA (941-792-2111)
Listing Agent: Kayla Cerquozzi (941-914-2451)
2609 PINE LAKE TER #D, SARASOTA, FL 34237
$105,00093 Days on yellowkey MLS ID: A4678724
0 Days Off yellowkey (back on 4/15/2026)
REDUCED by $10,000 (8.7%) on 04/08/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 739 Built: 1974 Tax: $1,517 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,517
Remarks: Under contract-accepting backup offers. Short term rentals allowed (Airbnb / Vrbo) Gorgeous condominium located just minutes from Downtown Sarasota and the world-famous Siesta Beach and Lido Beach. This cozy second-floor, one-bedroom, one-bath residence offers serene, lush treetop views and a bright, inviting atmosphere. The condo features ceramic tile flooring throughout and a beautifully remodeled kitchen with granite countertops. Monthly fees include water, sewer, trash, cable/internet, and pest control for truly low-maintenance living. The community offers an extensive list of amenities, including two swimming pools, tennis courts, a fitness center, billiards room, library, and on-site nighttime security. This maintenance-free condominium is perfect as a charming getaway, full-time residence, or an excellent investment property.
Listing is courtesy of: SRQ INTERNATIONAL REALTY LLC (941-366-0106)
Listing Agent: Lucas Thompson (941-447-5077)
4078 GROVELAND AVE, SARASOTA, FL 34231
$345,000172 Days on yellowkey MLS ID: A4669478
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1240 Built: 1981 Tax: $2,704 (2024)Community: Grove ParkSingle Family
Taxes:$2,704
Elementary School: Wilkinson Elementary
Remarks: In a city where home prices often feel out of reach, this well-maintained three-bedroom, one-bath residence offers something increasingly rare: a real opportunity to plant roots in Sarasota without sacrificing location or potential. Set on a quiet, non-HOA neighborhood just minutes from the beach, downtown, shopping, and restaurants, this home proves that owning in Sarasota does not mean choosing between charm, location, and affordability. Inside, you will find an open layout with tile and laminate flooring, natural light throughout, and a warm, welcoming feel ready to be personalized. The kitchen has been thoughtfully updated with granite countertops and refreshed cabinetry that seamlessly blends function and simplicity, while unifying the living and dining areas. A cozy brick fireplace, featuring an above-mantel TV mount, anchors the living room, making it perfect for both quiet evenings with a book and hosting game day with friends. The primary bedroom features two closets and a dual-access ensuite bath that connects to the hallway leading to the home's two additional bedrooms. Step outside to a fully fenced backyard with a spacious deck, fire pit, and a large permitted shed that offers flexibility for storage or creative use, along with ample room for a home addition or pool, if desired. While it is not the biggest or flashiest house in town, it is real, it is ready, and it can be yours to shape. Whether you are a first-time buyer looking to stay in Sarasota on a budget, a seasonal visitor in need of a winter retreat, or someone who values authenticity, this is a home where you can begin to build not just equity, but a meaningful life. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing Agent: Domanic Calamese (941-914-0038)
4045 CROCKERS LAKE BLVD #2215, SARASOTA, FL 34238
$224,900124 Days on yellowkey MLS ID: A4675402
REDUCED by $7,100 (3.1%) on 04/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1989 Tax: $2,179 (2025)Community: Vintage GrandCondo
Taxes:$2,179
Remarks: One or more photo(s) has been virtually staged. This immaculate, ground-floor unit offers the perfect blend of comfort, style, and convenience, found in the heart of the highly desirable Vintage Grand community in Palmer Ranch, Sarasota. Be greeted by tons of natural light, an open concept living, fresh paint, and tile flooring. The seamless flow from living areas to the modern kitchen is an entertainer's dream; stainless steel appliances, granite countertops tops and ample storage, making meal prep a joy. Step out onto one of two private screened-in outdoor areas for quiet mornings or evening unwinds, one of them even includes extra storage for your gear. Unwind in a light-filled bedroom with a generous walk-in closet and an en-suite bathroom. Enjoy the ease of an in-unit washer and dryer. Live the resort lifestyle in the well-maintained community of Vintage Grand, where you have access to two shimmering pool areas, a fully equipped fitness center, tennis courts, playground, and more. The YMCA is next door, and so is Potter Park with sports courts and picnic areas. Legacy Trail, with miles of walking and biking trails, is just around the corner. Enjoy the ultimate convenience of being only minutes away from dining, shopping, and daily essentials. Plus, you are just a short drive from world-famous Siesta Key beach! This condominium offers the comfort, functionality, and proximity you’ve been searching for. Don't miss out on this opportunity to call Palmer Ranch home. Schedule your private tour today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Helena Nordstrom, Pa (941-228-7356)
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