Location: Sarasota
Do Not Show Listings
5045 OXFORD DR, SARASOTA, FL 34242
$3,999,00052 Days on yellowkey MLS ID: A4681817
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3850 Built: 1950 Tax: $21,230 (2025)Community: Siesta BeachSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$21,230
Elementary School: Southside Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Exceptional new waterfront offering on the Grand Canal of Siesta Key. Located on a quiet, picturesque canopy road, this coveted property delivers deep-water boating, and a new 31' dock and 10,000 lb. lift. Rare 100' stretch of unspoiled waterfront frontage. Quick access to Sarasota Bay and the Gulf. Designed for elevated coastal living, the residence offers expansive living areas, elegant finishes, and seamless indoor-outdoor flow ideal for entertaining and everyday luxury. Positioned on a double lot, with a stately motor court surrounded by opulent landscaping, the home offers a welcoming atmosphere. The kitchen is expansive, beautifully redesigned, and built for hosting large gatherings; a Culinary Haven with a Chef's Island as the centerpiece, complete with top-of-the-line appliances, including a Wolf 6-burner gas range, a Sub-Zero refrigerator, and a secondary Sub-Zero refrigerator is also included. A nugget ice maker, and wine fridge in the dining room's dry bar sets the tone, with a luxurious dining room offering a large space for dinner parties, also could double as a formal living room. There are two primary suites, one downstairs, and one upstairs. The downstairs suite is perfect for guests or an in-law unit. The second-floor primary suite is a private retreat, elevated above it all and wrapped in natural light. Large windows frame tranquil canal views and lush, mature landscaping, creating a serene, tree-lined outlook that feels both peaceful and secluded. The main primary bath, a dream en-suite bath, a luxurious area that incorporates dual sinks, a rainfall glass enclosed shower, separate soaking tub, and private water closet. A voluminous walk-in closet, with a built-in vanity, acts as the quintessential, functional anchor. An additional 1 to 2 guest bedrooms on the second floor, with a 4th full bath. 2nd floor loft/game room is a perfect room for a getaway, or read a book on its outdoor terrace. Back downstairs is a home office, a private workspace. The first floor family room is a large media room with sliders to access the lanai, and the two-story pool cage that will be a family favorite, with its salt water pool and spa. Step outside and fire up the grill. The expansive outdoor living area is designed for effortless gatherings and all-day enjoyment. An outdoor kitchen with a built-in grill, and eat-up bar, allows for making it easy to host everything from casual lunches to evening cookouts. Multiple table spaces offer comfortable shaded seating, perfect for dining, games, or lingering conversations. Completely renovated estate. This beautiful home is essentially brand new. A grand space that's Just minutes from the sugar-sand shores of world-famous Siesta Key Beach, once again voted the number 1 beach in America by TripAdvisor, along with premier dining, night life at Siesta Key Village, and endless boutiques for shopping. One of Siesta Key's most desirable waterfront locations. Come experience a serious boater's dream come true!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Darren Beddoe (407-353-8810)
1429 WESTBROOK DR, SARASOTA, FL 34231
$3,945,00073 Days on yellowkey MLS ID: A4681551
0 Days Off yellowkey (back on 2/19/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3591 Built: 2023 Tax: $29,398 (2025)Community: WestbrookSpa: YesSingle Family
Taxes:$29,398
Elementary School: Phillippi Shores Elementary
Remarks: An Oyster Bay masterpiece, where legacy homes and new architectural statements coexist, this striking modern residence delivers volume, spatial continuity, and refined indoor/outdoor living just minutes from Siesta Key, dining and boating. Built in 2023 and thoughtfully composed on a single level, the home balances bold contemporary design with privacy, warmth and livability. A dramatic entry introduces soaring ceilings and immediate visual impact, opening into expansive living spaces designed for daily life and entertaining. Walls of glass, disappearing corner sliders, and ceiling heights approaching 17 feet create a sense of scale and light rarely achieved, while wide plank French oak flooring and curated designer lighting provide continuity throughout. The kitchen is a centerpiece, anchored by an oversized island and outfitted with high-end integrated appliances, custom cabinetry and a full walk-in pantry. It flows seamlessly into the great room and wet bar, making the home equally suited for quiet evenings or larger gatherings. Outdoor living takes center stage. The screened lanai features a fully equipped summer kitchen, generous covered seating and dining areas, and a resort-style heated saltwater pool and spa with fire bowls and cascading water features. Lush tropical landscaping, a precast concrete privacy wall, and a fully fenced yard create a sense of retreat while maintaining openness and light. The owner’s suite is a private sanctuary with direct lanai access, dual custom closets and a spa-inspired bath. Three additional en-suite bedrooms include a poolside cabana-style suite ideal for guests, while a dedicated office or den offers flexibility for work or relaxation. Additional highlights include a three-car garage with epoxy flooring and storage systems, impact-rated windows and doors, smart home automation, whole-house generator, tankless water heaters and refined finishes throughout. This is a modern Sarasota residence designed for those who value architecture, flow, and lifestyle in one of the city’s established and sought-after neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$369,90087 Days on yellowkey MLS ID: N6142540
0 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Vince Fuda (941-615-8000)
7681 ULIVA WAY, SARASOTA, FL 34238
$640,000104 Days on yellowkey MLS ID: A4676986
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2201 Built: 2005Monthly Fee: $491 Tax: $7,013 (2025)Community: VillagewalkSpa: NoSingle Family
Taxes:$7,013
Elementary School: Ashton Elementary
Remarks: Stunning Lakefront Oakmont pool home in the resort style community of VillageWalk with open concept. 2,201 living SF w/10-12 Ft ceilings. Kitchen has a closet pantry and solid surface countertops overlooking the Great Room and Dining area for easy entertaining. Two 8 Ft slider doors open onto the lanai w/private pool and view of the quiet lake. When building, the owner chose to bump out the lanai and make it into interior living space. This allowed for a much larger area for seating and dining. Primary Bedroom has a slider door onto the lanai, and is truly EN SUITE. "His" has he shower, and "She" has the garden tub and Make-up vanity area. Plenty of closet space - a walk-in and 2 others - all 3 have built-ins. Additional 2 bedrooms have closets with built-ins. All bedrooms are carpet. 3rd bathroom has a tub-shower combo. Den/office is just off the foyer and can easily convert to an extra sleeping space. Entire house has been upgraded with surge protection, smoke detectors w/10yr battery backup. Windows are tinted. Air handler has been replace, new roof, gutters and facia. New hot water tank, pool has been resurfaced. new pool pump. New LG washer and dryer. Home exterior has been repainted and has Lexan Storm Windshutters. Built by DiVosta, home is poured reinforced concrete construction. Town Center has fitness center, restaurant, hair salon, and gas station; Pickle Ball, tennis, Resort and Lap pools, basket ball, Bocce and more. Close to Legacy Bike trail, shopping and a short ride to the beach.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Carol Palmeri (941-504-8548)
3247 WOODMONT DR, SARASOTA, FL 34232
$400,0003 Days on yellowkey MLS ID: A4690534
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1186 Built: 1979 Tax: $4,642 (2025)Community: Ridgewood Estates 19Th AddSingle Family
Taxes:$4,642
Elementary School: Brentwood Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: Move-in ready and thoughtfully updated, this Sarasota home offers an open floorplan designed for comfortable everyday living and easy entertaining. The interior features an updated kitchen and bathrooms, along with impact windows and doors for added peace of mind. Recent improvements include a newer roof, updated electrical panel, and new ductwork. Step outside to enjoy the new lanai (2019) overlooking a fully fenced backyard—perfect for relaxing or entertaining. Additional highlights include a large carport with an attached tool shop, providing extra storage and workspace.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
3209 ASHTON RD, SARASOTA, FL 34231
$599,0003 Days on yellowkey MLS ID: A4690471
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1586 Built: 1975 Tax: $5,588 (2025)Community: Ashton ParkSpa: YesSingle Family
Taxes:$5,588
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Location, location, location! This 3-bedroom, 2-bath home with a bonus room sits on a desirable corner lot just 4 miles from world-renowned Siesta Key Beach. Ideally positioned minutes from downtown Sarasota and I-75, this property offers both convenience and lifestyle. Offered turnkey, this home is move-in ready and ideal as a primary residence, seasonal getaway, or investment opportunity. Inside, enjoy a split floorplan with comfortable living spaces, plus a versatile bonus room perfect for a home office, gym, or flex space. Recent updates include a 2020 A/C, along with a brand-new pool and spa, creating a private backyard retreat. The screened lanai overlooks the spacious yard, ideal for relaxing or entertaining. Additional features include a covered carport and under-roof storage. Located near top-rated A schools and just moments from shopping and dining at Gulf Gate Village. Outdoor enthusiasts will love being at the end of the street from Red Bug Slough Preserve, a 72-acre nature preserve with walking trails, picnic areas, and scenic Florida wildlife. No HOA fees. No CDD fees. A rare opportunity to own in a prime Sarasota location.
5635 ASHTON LAKE DR #4, SARASOTA, FL 34231
$215,50097 Days on yellowkey MLS ID: A4678043
2 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 848 Built: 1984Monthly Fee: $315 Tax: $1,240 (2025)Community: Ashton Lakes 01 & 02Condo
Taxes:$1,240
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Welcome to your new home at 5635 Ashton Lake Drive, a beautifully maintained two-bedroom, two-bathroom condo located in the heart of Sarasota, just minutes from the world-famous Siesta Key beaches. This move-in ready, second-story residence offers an ideal blend of comfort, convenience, and Florida living at its best. Step inside to discover an open floor plan with natural light and tasteful finishes throughout. The thought out kitchen, dining, living room combo work perfectly for yourself or entertaining guests! Enjoy your morning coffee or evening breeze from the large private balcony. Residents of this community enjoy access to resort-style amenities, including a sparkling pool, social areas, tennis courts and walking paths. The location couldn’t be more convenient—within minutes to restaurants, shopping, and entertainment, and only a short drive to Sarasota’s top attractions. Whether you’re seeking a year-round residence, seasonal getaway, or investment opportunity, this Ashton Lakes condo offers the best of coastal living—comfort, location, and lifestyle. Come see it today and experience Sarasota living at its finest!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Carolyn Carino, Llc (941-374-8522)
4956 BRIDGEHAMPTON BLVD, SARASOTA, FL 34238
$1,025,000Listed 04/20/2026 10:13AM MLS ID: A4690574
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2960 Built: 1999Monthly Fee: $181 Tax: $5,805 (2025)Community: The HamptonsSpa: NoSingle Family
Taxes:$5,805
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Peaceful panoramic long lake and park views over your blue water pool, come discover gated West Hampton on exclusive Palmer Ranch. Move in ready, new flat tile roof 2025, one owner, meticulously maintained 2960 sqft under air. Double French door entry to combined living and dining room with lanai, pool, lake, and views of the 83-acre Culverhouse Nature Park. Split plan 4-bedroom, large front den, 3-bath, and 2-car garage. The island kitchen offers stainless steel appliances (2024), Corian countertops, and natural gas hook-up. Raised panel 42” cabinets, pull outs, and closet kitchen pantry. Your kitchen café has a captivating aquarium glass window view of the lanai, pool, lake, and park. Large kitchen correspondence desk. Enjoy a south-facing, natural gas-heated pool with private sunbathing on a new cool deck surface (2025) and two spacious covered lanais. Crown molding in foyer, dining, and living room. Spacious primary suite with double entry doors, large walk-in closet and hanging closet. Primary bath with frameless glass walk-in shower, separate tub, and twin vanities. Tile and laminate flooring throughout, no carpeting. Palmer Ranch is an expertly engineered 10,000 acre planned unit development, minutes to Siesta Key beach, unhurried parkways, excellent schools, new public library, shopping, restaurants, state of the art fitness centers, parks, and quick access to the Legacy bike trail. 2- Carrier a/c 2019 & 2022, re-plumbed home 10/2015, & natural gas pool heater 4/2020. Furniture package available.
Listing Agent: Leonard Giarrano (941-724-0690)
6719 PASEO CASTILLE, SARASOTA, FL 34238
$550,000130 Days on yellowkey MLS ID: A4673922
REDUCED by $10,000 (1.8%) on 04/20/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2547 Built: 1990Monthly Fee: $125 Tax: $3,547 (2025)Community: MarbellaSingle Family
Taxes:$3,547
Remarks: Located in the Marbella Community of Palmer Ranch, this villa style detached home supports the Sarasota lifestyle. Sunlight pours into the dramatic 18’ ceilings of the living room, where a cozy fireplace invites quiet evenings and four-panel sliders open wide to the pool and lanai, creating a seamless backdrop for relaxed afternoons and effortless entertaining. The heated pool was completely refinished, making it easy to spend long days outdoors, while the flexible layout—with main level master bedroom, a den that can double as a bedroom, and two large bedrooms upstairs—offer privacy and versatility for guests, family, or work-from-home living. The kitchen is where daily life unfolds, anchored by a chef’s-grade refrigerator, induction stove, convection oven, and generous storage. An extra wide garage with workshop space keeps bikes, paddleboards, and projects neatly tucked away. Thoughtful updates an all new 2 phase primary air conditioner, a 27 solar panel system, and a new fiberglass double front door help keep the electric bill low. A newer (2021) tile roof quietly and poured slab construction supports comfort, efficiency, sound proofing, and peace of mind. Set at the end of a quiet cul-de-sac with no neighbor on one side and an HOA owned preserve behind, the home feels calm and private, surrounded by mature landscaping within the gated community of Marbella, known for its friendly feel, exquisite landscaping, and tranquil streets less than 5 miles to the nearest beach. From morning rides on the Legacy Trail only 1 mile away to sunset dinners in Gulf Gate and beach days on Siesta Key, this home places you right where Sarasota life is meant to be lived—easy, connected, and deeply enjoyable
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Sean Ready (813-326-6074)
2312 GROVE ST, SARASOTA, FL 34239
$420,0004 Days on yellowkey MLS ID: A4690028
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1449 Built: 1958 Tax: $1,447 (2025)Community: Blossom BrookSingle Family
Taxes:$1,447
Remarks: This 2 bedroom 2 bath home is in a great location near Siesta Key beaches, downtown, Sarasota Memorial and in the Southside School district. The home features a new roof installed in 2025, original terrazzo flooring in excellent condition and plenty of room for a pool. Surrounded by million-dollar homes and new builds, this property is ready for a refresh or bring your plans and build brand new. No HOA and a central Sarasota location make this a compelling opportunity for builders and buyers alike looking to capitalize on one of the city’s most promising markets. This 8750 square foot lot offers the ideal canvas for a custom home in a location experiencing significant redevelopment.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Jennifer Horne (941-773-0943)
1794 CUNLIFF LN, SARASOTA, FL 34239
$3,095,00042 Days on yellowkey MLS ID: A4685523
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3377 Built: 2015 Tax: $39,491 (2025)Community: Bay View Heights AddSpa: YesSingle Family
Taxes:$39,491
Remarks: Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed in natural light. Oversized 10-foot doors frame every room, while hurricane-impact sliding glass doors seamlessly connect the interior to a resort-style outdoor oasis. The expansive pool deck showcases a stunning lighted fountain spilling from the spa into the oversized pool, a rainfall pergola, and lush tropical landscaping surrounded by a six-foot privacy fence—creating the ultimate setting for both relaxation and entertaining. Built with the signature craftsmanship of Allegra Homes, the residence features exceptional custom millwork, striking feature walls, designer lighting, and distinctive ceiling details throughout. Spanning 3,582 square feet, this thoughtfully designed home offers four spacious bedrooms, three luxurious bathrooms, a private den/office with a turret ceiling, and a versatile bonus room. The gourmet kitchen—one of Allegra’s most beloved layouts—is a true culinary showpiece, appointed with Sub-Zero and Wolf professional-series stainless steel appliances, including a five-burner natural gas cooktop, a second Sub-Zero beverage refrigerator, custom luxury cabinetry, rich 3cm granite countertops, and a glass tile backsplash with hidden electrical outlets Adjacent to the kitchen, the elegant dining room features a dramatic aquarium glass window overlooking the pool and gardens, along with a built-in buffet accented by a mirrored feature wall. The home’s split floor plan provides exceptional privacy. The serene primary suite is a private retreat, offering a spa-inspired bath with a walk-through shower, dual vanities, and a private water closet. A custom walk-in closet features built-in shelving, drawers, and a hallway dressing mirror. The bedroom is highlighted by an intricate custom ceiling design, designer lighting, and private access to the pool deck. On the opposite side of the first floor, you’ll find a built-in desk alcove, a spacious laundry room, a secondary bedroom with a walk-in closet, a full hall bath, and the bonus room with disappearing sliding glass doors that open to the screened pool area. The first level features rich porcelain wood-style flooring, while the second level is comfortably carpeted and hosts the third and fourth bedrooms, along with a media closet and additional HVAC storage. Bahama shutters and custom blinds complete the bedrooms and bathrooms. Situated on a 0.28-acre elevated lot, built above the flood plain in 2015, this exceptional residence offers privacy, luxury, and an unbeatable central location. Just minutes away are Sarasota Memorial Hospital, Southside Village, and top-rated Southside Elementary, with Siesta Key Beach, downtown Sarasota, Westfield Siesta Key Mall, and St. Armands Circle only a short drive away. This remarkable property may be purchased turnkey furnished, including original artwork, bronze sculptures, designer furnishings, and custom rugs, available under a separate bill of sale. Schedule your private showing today. Proof of funds required with all offers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jill Berg (941-315-1199)
651 MADISON CT, SARASOTA, FL 34236
$1,199,00024 Days on yellowkey MLS ID: GC538888
REDUCED by $50,000 (4.0%) on 04/20/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1680 Built: 1953 Tax: $12,724 (2025)Community: Washington ParkApartment
Taxes:$12,724
Remarks: 651 Madison Court is a tidy & attractive multi-family home located in the highly desirable neighborhood of Laurel Park, adjacent to downtown Sarasota. The property, which consists of (3) one bedroom, one bathroom apartments, originally constructed in 1953, and extensively renovated in 2023, is fully rented with 3 excellent long term (annual) tenants. The lot location is quiet and attractive, at the end of non-thru street, with neighbors including the Sarasota senior friendship center, multi million dollar new construction homes, the Hudson Bayou waterway and Laurel park kayak launch, downtown Sarasota, Selby Gardens and its marina & waterfront. The 1680 sq/ft concrete block structure includes a 2023 metal roof, 2023 updates to electrical and plumbing systems, impact windows, stylish new kitchens and bathrooms, tile floors, and HVAC systems. The apartments are separately metered for electricity and city services and tenants are paying all utilities individually. Though currently occupied with wonderful annual tenants, the City of Sarasota location makes future use for short term rentals possible, at a 7 night minimum, and there are several other STR's in close proximity. It would be a wonderful 1031 exchange, and is located within the City of Sarasota Qualified Opportunity Zone 1.02, for additional tax advantaged investment, for a potential buyer. Please do not disturb tenants. Access by appointment only.
Listing is courtesy of: COASTAL REAL ESTATE PROFESSIONALS LLC (772-678-6017)
Listing Agent: Zachary Greenberg (561-310-9672)
1684 PINTAIL WAY, SARASOTA, FL 34231
$599,900166 Days on yellowkey MLS ID: A4670640
REDUCED by $19,100 (3.1%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 1984Monthly Fee: $1,000 Tax: $4,258 (2024)Community: Landings South Ii, The LandingsVilla
Taxes:$4,258
Remarks: Discover an exceptional opportunity to own a beautifully renovated residence in the highly sought-after Portside Villas, located within the lush, gated enclave of The Landings. This 1,705-square-foot home combines modern elegance with timeless comfort, offering a seamless blend of style and functionality—perfect for both relaxed living and entertaining. Step inside to an open, light-filled layout featuring volume ceilings, neutral ceramic tile flooring, and a western wall of windows framing serene lake views and breathtaking sunsets. The expansive living room flows effortlessly into the dining areas, providing a perfect setting for gatherings both large and intimate. The chef-inspired kitchen is sure to impress, boasting 42-inch soft-close cabinetry, Quartz countertops, and brand-new Thermador stainless steel appliances. A formal dining room, cozy breakfast nook, and elegant dry bar with glass cabinetry offer versatile dining and entertaining options. The primary suite provides a private retreat with tranquil water views, generous closet space, and a luxurious en-suite bath. Two additional bedrooms offer flexibility for guests, a home office, or creative pursuits. Every detail has been thoughtfully curated—from fresh paint and new fixtures to hurricane-rated impact glass windows and doors and brand-new HVAC, ensuring peace of mind and lasting quality. Additional highlights include a spacious two-car garage and full hurricane protection for enhanced safety and convenience. Residents of The Landings enjoy exclusive membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms, and a well-stocked library. The community also provides 24-hour gated security and access to the natural beauty of Sarasota Bay.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
2144 OAK TER, SARASOTA, FL 34231
$475,000Listed 04/20/2026 11:41AM MLS ID: C7525020
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1769 Built: 1979 Tax: $4,601 (2025)Community: Harbor OaksSpa: NoSingle Family
Taxes:$4,601
Elementary School: None
High School: None
Middle School: None
Remarks: Single story home in move-in ready condition with an abundance of natural light throughout. The bedrooms are generously sized, and bathrooms are well maintained. The home also offers an oversized garage with additional storage potential. NO HOA FEES! Easy to show!
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: William Figueroa (305-662-1502)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000418 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
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)
4228 TERN ST, SARASOTA, FL 34232
$290,0003 Days on yellowkey MLS ID: A4690324
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1329 Built: 1962 Tax: $1,073 (2025)Community: Sarasota SpgsSingle Family
Taxes:$1,073
Remarks: One or more photo(s) has been virtually staged. Opportunity knocks in Sarasota! This two-bedroom, two-bath home with a bonus room is ready for your vision and updates. Recent big-ticket improvements include a 2024 roof and 2020 air conditioner. Inside, you'll find ceiling fans in all rooms, crown molding in the living room, dining room and hallway, a large kitchen with a peninsula island, and a flexible bonus-room space featuring triple glass pocket sliders for great indoor/outdoor flow. Outside, enjoy a large, fully fenced backyard with plenty of room to add a lanai and a pool, plus a large driveway parking for four-plus vehicles. Solid concrete construction. Convenient Sarasota location near shopping, dining and everyday essentials, and just a short drive to Siesta Beach, named the #1 beach in the U.S. and a top five beach worldwide in Tripadvisor's Travelers' Choice Awards: Best of the Best Beaches (2025). Sold as-is.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Alfredda Smith Hurst, Pa (941-504-5758)
9052 DRIVEN SNOW ST, SARASOTA, FL 34241
$299,00096 Days on yellowkey MLS ID: TB8464504
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1417 Built: 2025Monthly Fee: $167 Tax: $2,975 (2025)Community: Skye Ranch Nbrhd 2 Twnhms NortTownhouse
Taxes:$2,975
Middle School: SKY Academy Englewood
Remarks: One or more photo(s) has been virtually staged. Experience the ultimate Florida lifestyle in this stunning 3-bedroom, 2.5-bathroom townhome nestled in the highly sought-after Skye Ranch community of Sarasota. This nearly new residence is full of natural light, offering a bright and airy atmosphere that perfectly complements its modern open-concept design. The first floor is elegantly finished with durable tile flooring, while the second floor features cozy carpeting for a comfortable retreat. The heart of the home is a stylish kitchen featuring premium quartz countertops and a full suite of stainless steel appliances. A large island with a large breakfast bar for a quick meal makes the space functional and luxurious. A walk in pantry and a large eat in area in the kitchen creates a gourmet kitchen space that is perfect for the entertainer. This open-concept space flows seamlessly into the living areas, making it ideal for both daily life and entertaining. Upstairs you will find spacious bedrooms and well-appointed bathrooms, including a primary ensuite with a modern walk-in shower with an expansive walk in closet. Also enjoy a peace of mind during Floridas storms with hurricane shutters. Life in this community feels like a year-round vacation with access to resort-style amenities that include three community pools and relaxing spas, and a toddler playground area. Stay energized with on-site tennis, pickleball, and shuffleboard courts, or explore the great bike and walking paths that wind through the neighborhood's 1,000-plus acres. You are perfectly positioned close to an active clubhouse which even features an on-site restaurant and cafe for easy dining. Your furry friends will also love the dedicated pet parks. This townhome offers an unbeatable balance of natural beauty and urban convenience, situated just minutes from daily needs like the upcoming 20-acre central village featuring a Publix, coffee shops, and restaurants. You are a short drive from the world-famous quartz sands of Siesta Key and the tranquil shores of Venice and Lido Key beaches. Nature lovers can explore the nearby Myakka River State Park, the Celery Fields, or the breathtaking Marie Selby Botanical Gardens. Families will appreciate being part of the A-rated Sarasota County School District, with the brand-new Skye Ranch K-8 school located right within the community. Whether you are looking for a full-time residence or a seasonal getaway, this townhome checks each and every box!
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Tony Baroni (866-863-9005)
1749 BURGOS DR, SARASOTA, FL 34238
$389,000151 Days on yellowkey MLS ID: A4672552
1 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1672 Built: 2006Monthly Fee: $408 Tax: $4,045 (2023)Community: Isles Of Sarasota Unit 1Townhouse
Taxes:$4,045
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2023
Remarks: MAJOR PRICE IMPROVEMENT-MOTIVATED SELLER! Pride of ownership is evident when you enter this beautiful 3 bedroom, 2 and a half bath townhome. This wonderful unit comes exquisitely turnkey furnished. Tile floors throughout the first level create a light and airy feel and go well with the bright white kitchen. Tranquill water views from the great room and spacious lanai enable you to enjoy all nature has to offer. Upstairs, a large main bedroom with an ensuite bath along with two more bedrooms and a second bath, ensure a peaceful place to relax after a day of participating in all the amenities within the community as well as the numerous surrounding area activities. This townhome was built by Divosta and features poured concrete construction. The Isles on Palmer Ranch has a beautiful, remodeled clubhouse with plenty of activities orchestrated by an activity's director with a full schedule from which to choose. Amenities include a resort-style heated pool, 4 lighted Har-Tru tennis courts, 2 pickle ball courts, a state of art fitness center, bocce ball, basketball and a children's play area. The Isles is located in close proximity to the new Sarasota Memorial Hospital, medical offices, brand new Publix, Siesta Key, Nokomis Beach dining, golf courses, and the Legacy Trail. What better time than now to make this home your own, the perfect opportunity to find your place in the sunshine.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Susan Noah (941-468-9286)
510 N OSPREY AVE, SARASOTA, FL 34236
$997,00060 Days on yellowkey MLS ID: A4682221
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1354 Built: 1954 Tax: $6,459 (2025)Community: Inwood Park First AddSingle Family
Taxes:$6,459
Elementary School: Alta Vista Elementary
Remarks: Price Improvement. Located in the desirable Gillespie Park neighborhood, this updated 3-bedroom, 2-bath home offers character, modern improvements, and exceptional proximity to downtown Sarasota. Approximately a 10-minute walk to Main Street, the property provides convenient access to restaurants, shopping, galleries, theaters, and the Sarasota Farmers Market. Inside, polished terrazzo floors add distinctive mid-century character. The updated kitchen features granite countertops and newer appliances and opens to a sitting area just off the kitchen, creating a flexible and functional layout. The home includes a newly constructed primary suite with a walk-in closet and en-suite bathroom. An additional space within the suite provides flexibility for a study, office, or sitting area, along with a dedicated laundry room. New windows enhance natural light and energy efficiency. Additional recent improvements include a newer air-conditioning system, new washer and dryer, and a new hot water heater. The private backyard features mature landscaping and a full irrigation system, offering space for outdoor living or entertaining. Conveniently located near Sarasota Bay, the John Ringling Bridge, Lido Beach, and The Bay Park, the property provides easy access to waterfront recreation, downtown Sarasota amenities, and area beaches. Move-in ready and well positioned within one of Sarasota’s most walkable neighborhoods. Property is equipped with audio and/or video surveillance. Buyer and buyer’s agent should be aware they may be recorded.
Listing Agent: Rex Glasson (941-587-6135)
5330 MYAKKA VALLEY TRL, SARASOTA, FL 34241
$699,0003 Days on yellowkey MLS ID: A4689887
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1790 Built: 1979Monthly Fee: $58 Tax: $2,633 (2025)Community: Myakka Valley RanchesSpa: NoSingle Family
Taxes:$2,633
Elementary School: Lakeview Elementary
Remarks: Located in the highly sought-after Myakka Valley Ranches, this 5.74-acre property offers privacy, space, and endless potential surrounded by majestic oak trees and natural Florida beauty. Situated at one of the highest elevations in the valley, this property is located in Flood Zone X and has never flooded, offering added peace of mind. A scenic pond on the property adds to the charm and creates a peaceful setting to enjoy the outdoors. This 3-bedroom, 2.5-bathroom home features 1,790 sq.ft. of living space, a pool, hardie board siding and a 2-car garage, providing a solid foundation for someone ready to update and make it their own. There is also additional space above the garage with the potential to be converted into a 4th bedroom, offering even more flexibility and value. While the home does need TLC, two major improvements have already been completed with a 2021 roof and a 2019 A/C, giving buyers a great head start as they create their ideal country retreat. Enjoy peaceful acreage living with plenty of room for horses, barns, gardens, or additional structures, all while being conveniently located near A+ rated schools, shopping, and dining. Myakka Valley Ranches is known for its large homesites, private roads, and quiet rural feel, yet you're still approximately 30 minutes to world-famous Siesta Key Beach and a short drive to Downtown Sarasota. Whether you're looking for a renovation project, investment opportunity, or a chance to build equity in a desirable acreage community, this oak-filled, high-and-dry property offers incredible potential in a prime Sarasota location. Priced to sell quickly—schedule your tour today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
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