Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Living Area Square Feet: 1500 to 1999
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Sarasota - 389 properties found
6727 ANCHOR WAY, SARASOTA, FL 34231
$529,0002 Days on yellowkey MLS ID: A4692216
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1630 Built: 1965 Tax: $3,175 (2025)Community: Gulf GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,175
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: MID CENTURY CHARMER in Incredible Gulf Gate Location with Incredible Updates!....Walk to ALL the Great Dining and Shops of Gulf Gate Village....just moments away from this Nicely Updated 2 Bed/2 Bath with Heated Pool residence with Over-Sized FENCED Yard---perfect for FIDO and his friends....The Well Maintained Interiors Include: TILE ThHROUGHOUT; Continuity of Finishes; Bright Spacious Floor Plan and EASE of INDOOR/OUTDOOR LIVING with Multiple Entertaining & Lounge Areas*****The Generously-Sized Lanai & Pool Cage are Ideal for Enjoying Morning Coffees; Sunset Cocktails and Dining Al Fresco with Family/Friends***** 2023 Roof; Hurricane Impact Windows; 2021 A/C; Re-Plumbed & 2020 New Pool Cage/equipment.....***$55k+ Income Potential****Minutes to Boating/Fishing; the Legacy Bike Trail & TOP RATED SIESTA KEY BEACH---Perfect as Primary, Vacation or Investment Property!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mike Martino (773-619-8593)
8121 STERNWAY RD, SARASOTA, FL 34240
$579,900214 Days on yellowkey MLS ID: A4667132
0 Days Off yellowkey (back on 5/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1810 Built: 2023Monthly Fee: $375 Tax: $6,517 (2024)Community: Lakehouse Cove At Waterside Phase 5 And 6Single Family
Taxes:$6,517
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Discover the perfect blend of modern design, refined comfort, and Florida lifestyle at 8121 Sternway Road, an immaculate residence located within the sought-after Lakehouse Cove at Waterside community. Built in 2023, this maintenance free home with a whole house generator, combines contemporary craftsmanship with timeless sophistication, offering both style and practicality in equal measure. From the moment you arrive, you’re greeted by clean architectural lines, lush landscaping, and an inviting front entry that sets the tone for what lies beyond. Step inside to an open, sun-filled floor plan that feels both expansive and intimate. The living area flows effortlessly into the dining space and gourmet kitchen, creating a perfect environment for entertaining or quiet evenings at home. The kitchen is the heart of the residence — featuring premium cabinetry, quartz countertops, stainless-steel appliances, incredible backsplash a spacious island with seating that invites casual gatherings. The adjoining great room boasts large windows and sliding glass doors that open to the covered lanai, blending indoor and outdoor living in true Florida fashion. The primary suite is a serene retreat with a generous walk-in closet and an elegant ensuite bath complete with dual vanities, a glass-enclosed shower, and upscale fixtures. The additional two bedrooms provide for flexible space for family, guests, or a home office — each designed with comfort and natural light in mind. A second full bath and a thoughtfully located near the second bedroom and the office/den for easy access. Outdoors, the covered lanai overlooks a beautifully maintained yard that’s ideal for relaxation, morning coffee, or evening gatherings. The two-car garage offers ample storage, and the home’s low-maintenance design allows more time to enjoy the community’s amenities and nearby attractions. Residents of Lakehouse Cove at Waterside enjoy access to a wealth of resort-style features — including a lakeside clubhouse, fitness center, resort-style pool, kayak launch, and scenic walking trails. The community’s thoughtfully designed spaces encourage both connection and tranquility, making it one of Sarasota’s most desirable addresses. Located just minutes from downtown Sarasota, Lakewood Ranch, and the beautiful sand beaches of Siesta Key, this property offers convenient access to fine dining, boutique shopping, golf, and world-class cultural venues. Every element of 8121 Sternway Road reflects the area’s signature blend of comfort, sophistication, and relaxed coastal living. Whether you’re seeking a full-time residence or a seasonal retreat, this home presents a rare opportunity to own a nearly new property in one of Sarasota’s premier master-planned communities. Experience effortless elegance and modern living at 8121 Sternway Road — where every detail has been crafted with care and style.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
6600 DEERING CIR, SARASOTA, FL 34240
$399,00053 Days on yellowkey MLS ID: A4684631
0 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1652 Built: 1996Monthly Fee: $217 Tax: $4,386 (2025)Community: Deerfield Ph 1Spa: NoSingle Family
Taxes:$4,386
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Tucked away on a quiet street in Deerfield, one of Sarasota’s best kept secrets just east of I75, this home offers the kind of setting buyers are always searching for but rarely find. Mature trees, low traffic streets, and a true neighborhood feel create a sense of calm the moment you arrive, yet you are only minutes from UTC, Lakewood Ranch, downtown Sarasota, and the Gulf Coast beaches. Inside, the home unfolds with a layout that simply makes sense. Soaring ceilings and natural light carry throughout the main living areas, while the split floor plan provides privacy for both owners and guests. A flexible den sits just off the main space, ideal for a home office, reading room, or an easy conversion for additional sleeping space when needed. This is a home that has been cared for in all the right ways. Impact windows and a newer tile roof completed in 2021 bring confidence and long term value, while the updated bathrooms reflect a clean, modern style that fits today’s buyer. Every detail feels intentional without trying too hard. Out back, the story continues. The lanai opens to a private setting framed by lush landscaping and a subtle divider wall that creates a quiet, secluded retreat. It is the kind of space where mornings start slower and evenings last a little longer. Living in Deerfield means enjoying the ease of maintenance free living without sacrificing the privacy of a single family home. Lawn care, irrigation, and exterior upkeep are handled for you, allowing more time to enjoy nearby favorites like Celery Fields, Nathan Benderson Park, and the endless dining and shopping options along the Fruitville corridor. For buyers looking in Sarasota for a well maintained home with character, location, and everyday livability, this is one that stands apart in all the right ways.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
8928 WHITEMARSH AVE, SARASOTA, FL 34238
$579,0003 Days on yellowkey MLS ID: A4691885
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 1994Monthly Fee: $605 Tax: $4,009 (2025)Community: Stoneybrook Golf & Country ClubSingle Family
Taxes:$4,009
Remarks: Great Home with Westerly views of the 1st hole at this lovely Stoneybrook Golf Home! New roof in 2025! Updated exterior painting and landscaping. Open floor plan is ready for all your fresh updates with this great value property! Open Kitchen layout with a cozy dinette area and bay window design. 2 bedrooms with the 3rd bedroom boasting twin door entry being used as a Den. Primary Bedroom has walk-in closets, twins sinks, a walk-in shower and a modern step in tub. Enjoy the lanai with its sunsets views nightly and easy access to the main club grounds, chipping areas driving range nearby. Stoneybrook of Sarasota, A premier member-owned country club, is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18-hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
6099 BENEVENTO DR, SARASOTA, FL 34238
$429,99011 Days on yellowkey MLS ID: TB8501357
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 2010Monthly Fee: $419 Tax: $3,119 (2025)Community: Isles Of SarasotaSingle Family
Taxes:$3,119
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Charming One-Level Paired Villa on Corner Lot in The Isles of Palmer Ranch – For sale by Owner. Welcome to this beautifully maintained, one-owner home located on a premium corner lot in the highly desirable Isles of Palmer Ranch community. Built in 2010, this spacious, 1,542 square foot one-level half duplex offers the perfect blend of comfort, functionality, and Florida living. The home features an open-concept, split floor plan layout with a bright and airy living room that flows seamlessly into the kitchen and dining area – perfect for both everyday life and entertaining. The spacious primary suite includes a large bedroom, en-suite bathroom, and generous walk in closet. A comfortable guest bedroom and a versatile office/den provide flexible space for visitors, work-from-home needs or hobbies. Step outside to enjoy the classic Florida lifestyle on your covered porch and screened-in lanai with immaculate hot tub. All of this overlooking a peaceful retention pond that offers added privacy and a relaxing backdrop. As an original owner home, it has been lovingly cared for and is move-in ready. Gorgeous Resort Style Amenities: Heated Pool Lighted Clay Tennis / Pickleball Courts Bocce Ball Courts, Basketball, Playground Fitness Center Large Community Clubhouse – enjoy books, cards, scrabble and more with neighbors. Community is located about 7 miles to Siesta Key Beach and 2 miles to the Legacy Bike Trail. Minutes away from shopping, golf, restaurants, Sarasota Memorial Hospital and quick access to I-75.
Listing is courtesy of: LISTED SIMPLY (800-995-5879)
Listing Agent: Sinan Zakaria (800-995-5879)
2306 VALENCIA DR, SARASOTA, FL 34239
$1,260,00011 Days on yellowkey MLS ID: A4691100
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1949 Built: 1955 Tax: $4,130 (2026)Community: South GateSingle Family
Taxes:$4,130
Elementary School: Southside Elementary
Tax Year: 2026
Middle School: Brookside Middle
Remarks: Welcome home to the heart of Sarasota's Southgate neighborhood! This stunning, fully rebuilt residence blends modern comfort with timeless appeal. Featuring 3 bedrooms 2.5 baths, the home showcases a bright open-concept floor plan with 10 ft.ceilings creating a light and bright atmosphere throughout. The impressive kitchen features custom soft-close cabinetry, premium appliances, a dedicated bar area, and a spacious breakfast bar ideal for casual gatherings. The master bedroom has a spa inspired bathroom with generous closet space. Sliding doors throughout this lovely home invites you outdoors to your private oasis. The maintenance-free yard features a sparkling heated large pool and spa enhanced with a sunshelf. The shaded patio is perfect for relaxing and casual entertaining. Lush landscaping provides complete privacy enclosed by a full fence for your pets enjoyment too. Southgate is a well renowned sought after area located in the Southside School district, just a few minutes from Sarasota Memorial Hospital, down town area, and the beach. This amazing house could be your....."Home sweet Home"
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
3514 24TH PKWY, SARASOTA, FL 34235
$377,00016 Days on yellowkey MLS ID: A4689497
REDUCED by $10,000 (2.6%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1568 Built: 1961 Tax: $1,415 (2025)Community: Kensington ParkSingle Family
Taxes:$1,415
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Beautiful pool home offering comfort, versatility, and a great location near UTC. This block construction property features 3 bedrooms, 2 bathrooms, former garage has been coverted to finished storage with full bath and wetbar. The home has been remodeled and is move-in ready with a newer roof and A/C, providing peace of mind for the next owner. Enjoy the spacious, private fenced backyard with a pool—ideal for entertaining or relaxing. With no deed restrictions, there is plenty of room for all your toys, including boats, RVs, or additional vehicles. Conveniently located near UTC, shopping, dining, and major roadways, this property offers both flexibility and lifestyle. Ready for immediate occupancy—schedule your private showing today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
3018 ARLINGTON ST, SARASOTA, FL 34239
$429,00025 Days on yellowkey MLS ID: A4689348
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1626 Built: 1952 Tax: $3,869 (2025)Community: Cottage In The PinesSpa: YesSingle Family
Taxes:$3,869
Remarks: Experience the appeal of this updated 3-bedroom, 2-bathroom single-family home. Situated in the desirable Arlington Park neighborhood — a charming, walkable community just south of downtown Sarasota — this 1,626 sq. ft. residence offers comfortable Florida living with practical updates and classic character. Key features include new vinyl siding, a welcoming farmer’s porch, and hurricane-impact windows in the front and bedrooms for enhanced safety and efficiency. Inside, tile flooring spans the main living areas while the bedrooms feature durable vinyl flooring. The master bedroom includes an extended sitting area with a slider to the backyard, a remodeled bathroom with tiled shower and new sink, plus a large walk-in closet. The kitchen boasts a tile backsplash, closet pantry, and pass-through window to the dining room. Outside, the fully fenced backyard provides generous space for a future pool, gardening, or entertaining, complete with a utility shed. Additional conveniences include a wide stone driveway offering extra parking. Built in 1952, the home sits on a 0.21-acre lot in the unique Cottage in the Pines community. Enjoy a prime central location minutes from downtown Sarasota, Siesta Key Beach, Sarasota Memorial Hospital, excellent dining, shopping, and nearby Arlington Park with its recreational facilities. This well-maintained home combines thoughtful updates with timeless appeal, making it an excellent choice for comfortable living in one of Sarasota’s most convenient neighborhoods. Contact us today to schedule a private showing.
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Liz Wiggins (941-666-3964)
144 GARDEN LN, SARASOTA, FL 34242
$815,00035 Days on yellowkey MLS ID: A4687753
REDUCED by $60,000 (6.9%) on 04/30/2026
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1702 Built: 1956 Tax: $11,003 (2025)Community: Siesta Rev OfSingle Family
Taxes:$11,003
Remarks: Exceptional opportunity on the highly sought-after North end of Siesta Key, just steps from Shell Beach. This property offers a prime location less than a block to the Gulf, with convenient access on and off the island via the North bridge. Located only 3 miles to Siesta Key’s world-renowned Main Beach, and under 15 minutes to the vibrant dining, shopping, and cultural scene of downtown Sarasota. The existing structure sustained significant hurricane damage and has been remediated, presenting a unique opportunity for a full renovation or redevelopment. Due to current FEMA guidelines, the property is best suited for a comprehensive remodel bringing the home up to current code, or as a teardown to maximize the full potential of the lot. Zoned RSF2 with weekly rentals permitted, this property is ideal for those looking to create a luxury coastal retreat, a high-performing income-producing vacation rental, or both. The unbeatable location places you in the heart of Siesta Key’s laid-back yet vibrant beach lifestyle, surrounded by world-class beaches, boating, dining, and entertainment. Whether you envision building your dream home or capitalizing on strong rental demand, this is a rare chance to secure a premier lot in one of Sarasota’s most desirable coastal neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Shane O'Neill (949-230-2616)
4608 VINTAGE DR, SARASOTA, FL 34243
$539,00069 Days on yellowkey MLS ID: A4683712
REDUCED by $10,000 (1.8%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1691 Built: 1990Monthly Fee: $91Community: Vintage CreekSpa: NoSingle Family
Taxes:$0
Remarks: This beautifully updated home delivers the combination buyers are looking for: comfort, value, thoughtful upgrades, and an outstanding location. The home has been well cared for and improved with major updates that help provide peace of mind, while still offering a warm, livable feel for everyday use, entertaining, or enjoying the Florida lifestyle. From the moment buyers arrive, the property presents as move-in ready, with strong curb appeal and practical improvements that make the home stand out in today’s market. A newly installed privacy fence adds excellent function and flexibility, especially for pet owners, families, outdoor entertaining, or anyone who wants a secure backyard space. The fence includes both a double gate and a single gate, making it convenient for everyday access, lawn equipment, pets, and larger items when needed. This is an important added feature because buyers with dogs or those who value a private outdoor space can immediately see the benefit without having to take on that expense themselves. The location is one of the strongest selling points. The home is just one block from Publix, Walmart, restaurants, and everyday conveniences, making errands, groceries, dining, and daily needs incredibly easy. It is also close to University Mall, convenient to the airport, and only minutes from beautiful white sandy beaches. This gives buyers the rare benefit of neighborhood comfort with quick access to shopping, travel, dining, and coastal recreation. Whether the buyer is looking for a primary residence, a Florida getaway, or a smart long-term investment, this home offers a hard-to-find mix of updates, privacy, convenience, and lifestyle appeal. With its upgraded features, newly fenced yard, pet-friendly outdoor space, and excellent proximity to shopping, restaurants, the airport, University Mall, and the beaches, this property deserves serious consideration from buyers who want value without sacrificing location. The seller is offering $10,000 in buyer assistance, which can be used toward closing costs, pre-paids, or an interest rate buy-down—creating a great opportunity for buyers who could benefit from additional upfront financial flexibility.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
1821 RACIMO DR, SARASOTA, FL 34240
$740,0004 Days on yellowkey MLS ID: A4690267
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1877 Built: 1986 Tax: $4,822 (2025)Community: Racimo RanchesSingle Family
Taxes:$4,822
Remarks: One or more photo(s) has been virtually staged. Located in Racimo Ranches, this unique property sits on an acre of land with no deed restrictions, offering both privacy and flexibility. This 3-bedroom, 2-bath residence with a 2-car garage welcomes you through a foyer entry that opens into a spacious, light-filled living area complete with skylights and a cozy wood-burning fireplace. The dining area is highlighted by a bay window and a custom-built-in hutch, creating a warm and inviting space for gatherings. The kitchen features quartz countertops, a tiled backsplash, mostly stainless steel appliances, a pantry, and a convenient breakfast bar. A versatile office or flex space with French doors to the exterior provides the option for a home office or playroom. The primary suite offers direct outdoor access, a generous built-in closet, and a private bath with dual sinks, quartz countertops, a whirlpool tub, and a walk-in shower with a rain shower head. One guest bedroom also opens to the peaceful koi pond area, while the third bedroom includes a built-in closet. The guest bathroom features dual sinks, quartz counters, and a tub/shower combination. Interior finishes include ceramic tile throughout the main living areas, laminate flooring in the primary bedroom, and carpet in the guest bedrooms. The garage includes a laundry area and convenient side access. The outdoor living space is truly exceptional, featuring a custom pergola lanai with brick pavers and artificial turf, complete with planters, a ceiling fan, an outdoor shower, a dining area, custom swings, and a tranquil koi pond. The grounds are professionally landscaped with lighting and irrigation, and include a playground, a custom sandbox, a garden area, an additional pond, and a beautifully finished outbuilding. Unlike a typical shed, this recently renovated space has been thoughtfully upgraded with new flooring, drywall, and custom molding, creating a comfortable, finished interior. With electric already in place, it offers endless possibilities as a private home office, media or TV room, playroom, or creative studio—truly an extension of the home’s living space. Recent updates include a 2022 roof and a 2016 A/C system, along with a solar panel loan that transfers to the new owner. Conveniently located near Tatum Ridge Golf Links and just minutes from I-75, this home is close to shopping, dining, and recreation, including Nathan Benderson Park, UTC Mall, and Mote Marine Laboratory & Aquarium. Plus, you’re only about 25 minutes from world-renowned Siesta Key Beach. Offering space, character, and a prime location, this property is a rare opportunity to enjoy the best of Florida living. COMPLETED ARCHITECTURAL PLANS ARE AVAILABLE TO CONVERT THE HOME INTO A 4 OR 5 BEDROOM WITH 3 BATHS.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Regina Chappell (908-295-0783)
4222 65TH PL E, SARASOTA, FL 34243
$499,00010 Days on yellowkey MLS ID: A4691398
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 2005Monthly Fee: $577 Tax: $5,835 (2025)Community: Cascades At Sarasota Ph ISpa: NoSingle Family
Taxes:$5,835
Remarks: Welcome to Cascades at Sarasota, a premier gated 55+ community offering true maintenance-free living and a resort-inspired lifestyle. The HOA delivers exceptional value, covering private roads, a 25,000-square-foot clubhouse, resort-style amenities, internet, cable, lawn and landscape maintenance, irrigation, pest control, alarm monitoring, and more. This beautifully updated residence showcases outstanding curb appeal with a manicured lawn, tile roof, and paver driveway and walkway leading to a screened entry. Inside, the popular Aruba floor plan offers an open, functional layout enhanced by vaulted ceilings, refined architectural details, tastefully updated tile floors throughout. This spacious great room floor plan offers multiple areas for guests and family. The kitchen is thoughtfully designed and updated with rich wood cabinetry featuring soft-close drawers, granite countertops, custom tiled backsplash, roll outs, and premium KitchenAid appliances—perfect for both everyday living and entertaining. A versatile third bedroom provides flexible use as a home office or guest space, complete with granite top desk with built-ins, a Murphy bed with adjacent wardrobe cabinetry. Impact glass windows & doors along with accordion hurricane shutters. Primary bathroom completed remodeled with custom cabinetry, quartz countertops, dual vanities, frameless shower, lighting, plumbing fixtures, and more. The secondary bathroom has been tastefully updated with custom cabinetry, quartz countertops and stylish lighting, while tile flooring flows seamlessly throughout the home. The oversized screened lanai and private back yard offers the ideal setting for morning coffee or evening relaxation and entertaining. The garage offer a great space for vehicles, toys, and storage alike. Epoxy coated garage floors, with built in storage. HVAC updated in 2021 and water softener system updated 2024. Life in the Cascades at Sarasota offers an active and vibrant lifestyle centered around a 25,000-square-foot clubhouse featuring indoor and outdoor heated pools with a hot tub, a state-of-the-art fitness center, yoga and aerobics studios, six Har-Tru tennis courts with an on-site pro, bocce ball courts, arts and crafts rooms, billiards, a library, and a full calendar of activities coordinated by a dedicated lifestyle director. The HOA fee includes internet, cable, landscaping and lawn maintenance, irrigation, alarm monitoring, and lawn and landscape pest control, allowing you to fully enjoy the community’s exceptional amenities and social opportunities. Conveniently located near UTC Mall, restaurants, Sarasota-Bradenton International Airport, downtown Sarasota, and the area’s award-winning beaches, this home offers the perfect blend of elegance, convenience, and active Florida living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Matt Cannon Llc (941-228-2030)
5047 VINSON WAY, SARASOTA, FL 34232
$535,00020 Days on yellowkey MLS ID: A4689764
REDUCED by $14,000 (2.6%) on 04/26/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 1980 Tax: $4,521 (2025)Community: Brentwood EstatesSpa: YesSingle Family
Taxes:$4,521
Elementary School: Brentwood Elementary
Remarks: JUST REDUCED!!!! Exceptional income-producing turnkey opportunity in the heart of Sarasota! This versatile property at 5047 Vinson Way is ideal for both investors and owner-occupants looking to maximize returns while enjoying a primary residence. The property is thoughtfully configured into three separate units: a spacious 2-bedroom, 1-bath main residence perfect for an owner, plus two additional income-generating units—a studio and a one-bedroom—both currently operating as successful short-term rentals. The outdoor space is a true standout, featuring a brand-new pool and spa, creating a resort-style experience that significantly enhances rental appeal and guest satisfaction. Each unit offers privacy and functionality, making it ideal for Airbnb or extended stays. Whether you’re house hacking or running a full investment property, this setup delivers immediate income potential and strong cash flow. Located in a desirable Sarasota area close to shopping, dining, and world-famous beaches, this property blends lifestyle and performance seamlessly. Live in one unit, rent the others, and capitalize on a high-performing asset—opportunities like this are rare. Owner very motivated
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mariele Hoffman (941-225-0800)
993 CROSSWIND AVE, SARASOTA, FL 34240
$950,00022 Days on yellowkey MLS ID: A4687919
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1924 Built: 2021Monthly Fee: $422 Tax: $8,414 (2025)Community: Lakehouse Cove/Waterside Ph 4Spa: NoSingle Family
Taxes:$8,414
Remarks: Lakefront Luxury Living, in Lakehouse Cove at Waterside. This custom home showcases unparalleled upgrades and designer finishes and nestled on a serene water view lot offering breathtaking sunset vistas. Featuring 2 bedrooms (Office can be converted to 3rd Bedroom), 2 bathrooms, and a den/ office, created for both style and solace. Designed to appeal to professionals, growing families, and those ready to enjoy a more refined pace, this residence offers both comfort and standout design. From the moment you step inside, you’ll notice the attention to detail. With soaring high ceilings and an abundance of natural light, your view is immediately drawn to a dramatic wall of glass doors, opening to the lanai and showcasing peaceful lake views and sunsets. The open-concept layout is ideal for modern living—whether you're hosting, working from home, or enjoying time with loved ones. At the center, the chef-inspired kitchen features extended cabinetry and expanded quartz counter space, premium appliances, and a generous island that brings everyone together with ease. Additional features include: Under cabinet lighting, designer tile backsplash, a natural gas cooktop with vent hood, a spacious island with custom lighting, and walk-in pantry. The primary suite is a private sanctuary with a spa-inspired room with a large quartz-topped vanity, dual sinks, a floor-to-ceiling tiled walk-in shower, and a custom-designed walk-in closet with built-ins and organizers. The second extra bedroom offers comfort for either family members or guests, and equipped with a spacious closet. Indulge in the convenience of laundry day in this spacious laundry room with side-by-side washer and dryer, a sink and built-in cabinetry. Additionally, a versatile den/ office with French doors provide flexibility for guests, a home office, or hobbies—adapting easily to your lifestyle. Including a fully customized office area, complete with built-in cabinetry and desk—the perfect set-up for a home office with added privacy. Outside, your private spa-jet saltwater heated no-maintenance pool creates a resort-style escape and oasis. Featuring a panoramic screened lanai perfectly positioned to take in sweeping lake views and vibrant evening skies. Enjoy a covered lounging area and alfresco dining space, perfect for both relaxation and entertaining. Thoughtful upgrades include: hurricane-impact windows and doors, a tankless water heater, reverse osmosis water system, and a whole house Culligan filtration system, custom plantation shutters throughout, highly insulated attic, upgraded designer light fixtures and ceiling fans, extensive upgraded landscaping, custom backlit shelf moldings and back-lighting,—All highlighting the home’s attention to detail. With low HOA fees, lawn care & irrigation, and Internet included, you can enjoy a truly low-maintenance lifestyle. Embrace this coastal paradise community that features 7 lakes, 20 acres of pristine shoreline and nature preserves with winding trails. Residents of Lakehouse Cove enjoy exclusive access to a richly appointed amenity center, complete with a resort-style pool, spa, cozy fire pits, pickleball courts and a state-of-the-art fitness facility. The elegant clubhouse features a fully equipped kitchen, versatile meeting spaces, a game room and scenic outdoor verandas. This home delivers the perfect balance of coastal luxury, flexibility, and balance of modern convenience in one of the most sought-after communities in Waterside.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
3119 LOCKWOOD TER, SARASOTA, FL 34231
$475,00053 Days on yellowkey MLS ID: A4686015
REDUCED by $20,000 (4.0%) on 04/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1538 Built: 1967Monthly Fee: $6 Tax: $4,882 (2025)Community: Gulf GateSpa: YesSingle Family
Taxes:$4,882
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Move-in ready and worry-free, this updated Gulf Gate home delivers immediate value and effortless Sarasota living. Major upgrades already done, including impact-rated hurricane windows and doors (2024), a roof under five years old and a newer water heater (2024), providing peace of mind from day one. Outside a flood zone (no flood insurance required), you’ll enjoy security and flexibility. Offered turnkey furnished, this two-bedroom, two-bath home is ideal as a primary residence, seasonal retreat or potential income-producing investment. Inside, natural light fills the space, with a bright Florida sunroom that expands your living area, ideal for relaxing or working from home. Enjoy Florida outdoor living with a screened lanai and paver patio featuring a new freestanding hot tub, your private escape. Prime Gulf Gate location just minutes to shopping, dining, parks and Sarasota’s world-famous beaches. Updated. Turnkey. No flood insurance. Location. This one checks all the boxes.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
6290 BUCKINGHAM ST, SARASOTA, FL 34238
$500,00083 Days on yellowkey MLS ID: A4681325
REDUCED by $30,000 (5.7%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1835 Built: 1997Monthly Fee: $83 Tax: $3,021 (2025)Community: Wellington ChaseSpa: NoSingle Family
Taxes:$3,021
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to your private oasis in the heart of Wellington Chase, one of Sarasota’s most desirable and centrally located communities. This charming 3 bedroom, 2 bathroom pool home presents a rare opportunity to own a piece of paradise where you can add your own personal touches to create the ultimate dream home. From the moment you step inside, you are greeted by a bright and airy living room that feels spacious, thanks to large sliding glass doors that lead directly to the screened-in pool area. This seamless indoor-outdoor flow is perfect for entertaining or simply enjoying the peaceful, sun-drenched Florida lifestyle. The floor plan is thoughtfully designed for both comfort and functionality, featuring a dedicated dining space and a kitchen equipped with Corian countertops and a convenient closet pantry. Nearby, the oversized laundry room with a brand NEW washer and dryer and built-in shelving offers plenty of extra storage and utility space. The master suite serves as a true sanctuary, boasting a massive walk-in closet and a master bathroom complete with dual sinks, a relaxing soaking tub, and a separate shower. Ensuring privacy for family or guests, the second and third bedrooms are joined by a Jack-and-Jill bathroom. Outside, the backyard is a hidden gem, offering a level of privacy that is hard to find. Whether you are lounging by the pool or enjoying the lush surroundings, this space feels like a personal retreat. Best of all, Wellington Chase offers incredibly low annual HOA fees while keeping you close to everything Sarasota is famous for; including world-class beaches, top-rated schools, and the Legacy Trail. This home is ready for its next chapter and is waiting for someone to unlock its full potential in a premier location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Mairead Smialek (847-334-4848)
7845 PINE TRACE DR, SARASOTA, FL 34243
$345,000229 Days on yellowkey MLS ID: A4665103
REDUCED by $5,000 (1.4%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1649 Built: 1988 Tax: $3,983 (2024)Community: Pine Trace CondoSingle Family
Taxes:$3,983
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Enjoy maintenance-free living in the highly desirable Pine Trace community at Palm Aire. This beautifully updated 2-bedroom, 2-bath residence with a 2-car garage offers nearly 1,650 sq. ft. of thoughtfully designed living space and the privacy of a stand-alone home with the ease of condo-style living. Inside, soaring vaulted ceilings and skylights flood the home with natural light, creating a bright, open feel throughout the main living areas. The chef’s kitchen is designed to impress with granite countertops, Sub-Zero refrigeration, a Bosch dishwasher, designer lighting, and custom pull-out storage solutions that maximize both style and functionality. The spacious primary suite offers dual closets and a spa-inspired bathroom featuring a zero-entry walk-in shower, granite vanity, and abundant natural light. A split floor plan provides privacy for guests, while new flooring throughout the home adds a fresh, cohesive look. The fully screened lanai creates an inviting outdoor retreat with new tile flooring, dimmable lighting, and multi-speed ceiling fans—perfect for morning coffee or relaxed evening gatherings. Additional upgrades include an ADT security wiring for added peace of mind. Pine Trace residents enjoy beautifully maintained surroundings, with the HOA covering exterior maintenance, roof replacement, and lawn care for truly carefree living. Cable, internet, and even streaming services are also included in the dues. Optional membership to Palm Aire Country Club offers golf, tennis, swimming, fitness, and dining just moments away. Ideally located minutes from University Town Center, Lakewood Ranch, downtown Sarasota, and the world-famous Gulf beaches, this home delivers comfort, convenience, and the best of Florida living. Schedule your private showing today.
Listing Agent: Morghan Varnadore (941-524-5996)
6632 DEERING CIR, SARASOTA, FL 34240
$464,90027 Days on yellowkey MLS ID: A4687399
REDUCED by $10,100 (2.1%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1998Monthly Fee: $217 Tax: $4,660 (2025)Community: Deerfield Ph 1Single Family
Taxes:$4,660
Remarks: Pool home in Deerfield under $500K • Cul-de-sac • Screened lanai • Near Celery Fields • NEW TILE ROOF • Maintenance-free living Single-story 2 bed + den, 2 bath home with 1,690 sqft in Deerfield, a maintenance-free community with cable, internet, and lawn care included. Open layout with vaulted ceilings, tile flooring in main living areas, and carpet in bedrooms. Split bedroom floor plan with private primary suite featuring walk-in closet and dual-sink vanity. Kitchen includes white cabinetry, laminate countertops, stainless steel appliances, pantry, and pass-through to living and dining areas. Breakfast nook with pool views. Screened-in pool with covered lanai and seating area, plus hedge-lined backyard for added privacy. Front porch entry and cul-de-sac location with minimal through traffic. Den/office with front-facing windows for flexible workspace, guest room, or hobby space. Dedicated laundry room and 2-car garage. Located in Deerfield with convenient access to Sarasota amenities, shopping, dining, and major roadways. Near Celery Fields for trails, birdwatching, and open green space. Single-story layout and maintenance-included services support low-upkeep ownership. Includes 3D walkthrough tour. Approx distances: Siesta Key Beach ~13 mi • Downtown Sarasota ~10 mi • UTC Mall ~6 mi • Nathan Benderson Park ~6 mi • Waterside Place ~7 mi
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Matt Leicht (941-356-5377)
6426 COLONIAL DR, SARASOTA, FL 34231
$540,00063 Days on yellowkey MLS ID: A4681958
REDUCED by $50,000 (8.5%) on 04/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1760 Built: 1961Monthly Fee: $6 Tax: $4,668 (2025)Community: Gulf GateSingle Family
Taxes:$4,668
Remarks: ***PRICE REDUCTION***Welcome to this inviting residence located on a quiet street in the highly desirable Gulf Gate area of Sarasota. This well-situated home offers a comfortable blend of indoor and outdoor living with convenient access to shopping, dining, beaches, major roadways, and public transportation. With the first beach access to the sugar-white sand of Siesta Key being just 1.7 miles away. It is walking distance to several dining establishments and specialty shops unique to Gulf Gate. The interior features a functional floor plan filled with natural light, ideal for both everyday living and entertaining. The newly renovated kitchen serves as a central gathering space with updated finishes and a fresh, modern feel while flowing effortlessly into the living and dining areas. Bedrooms are well-proportioned and adaptable to a variety of lifestyle needs, featuring a mother-in-law suite with private bathroom and a separate entrance. Large fenced in backyard providing privacy, with outdoor space that offers flexibility to relax, entertain, or personalize, there is plenty of room for a pool, tiki hut and volleyball court the possibilities are endless. Whether used as a primary residence, second home, or investment opportunity, this home presents an excellent opportunity to enjoy Sarasota living.
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kellie Mosier (941-264-3484)
5619 NEW YORK AVE, SARASOTA, FL 34231
$399,000207 Days on yellowkey MLS ID: A4664577
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1577 Built: 1959 Tax: $3,645 (2025)Community: Sun HavenSingle Family
Taxes:$3,645
Remarks: Welcome to 5619 New York Avenue, a charming Sarasota retreat where comfort, style, and convenience come together beautifully. Nestled in a quiet neighborhood with no HOA, this home offers the freedom to truly make it your own while being just minutes from Siesta Key Beach, Downtown Sarasota, and all the coastal lifestyle has to offer. As you arrive, refreshed tropical landscaping and a welcoming curb appeal set the tone. Step inside to find a bright, open layout designed for easy living and connection. Natural light fills every corner, reflecting off tile floors that create a clean and calming atmosphere. The kitchen opens to the living space, perfect for entertaining or relaxed family gatherings, while large sliding doors invite you to step outside and experience the home’s centerpiece, your private backyard oasis. Out back, the sparkling pool is surrounded by lush greenery, offering a peaceful escape where you can unwind, host weekend barbecues, or simply soak up the Florida sun. The fenced yard provides privacy and room for pets or gardening, creating a perfect blend of relaxation and functionality. Whether you are looking for a full time residence, a seasonal getaway, or an investment opportunity, this home captures what makes Sarasota living so desirable. You are close to the area’s top beaches, shopping, dining, and cultural attractions, yet tucked away in a neighborhood that feels like your own personal retreat. This is your chance to own a pool home in Sarasota that combines character, comfort, and location while giving you the freedom of no HOA restrictions. Experience the lifestyle you have been dreaming of at 5619 New York Avenue.
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