Location: Sarasota , 34231
Do Not Show Listings
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$740,000220 Days on yellowkey MLS ID: A4675587
REDUCED by $9,999 (1.3%) on 06/19/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,729
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: This MULTI-GENERATIONAL home has a total of four bedrooms with Two Primary Suites located on both the 1st and 2nd floors. Two additional upstairs bedrooms share a full bath with a tub. The ample Foyer with Cathedral Ceilings leads to the Open Living & Dining area; and the 15’ x 21’ Family Room with fireplace. A Den with murphy bed and a half bath are adjacent to Foyer. The enclosed porch opens to a covered patio and a spiral staircase leading to the roof deck above the first-floor Primary. Seller offering credit of up to $10,000 towards repairs & improvements. The hot tub is ready, and the laundry room plus 3-car garage offer ample storage. Repairs to roof deck surface to be scheduled for July. This home is conveniently located to the beaches, schools, shopping, and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Sandra Walker (941-400-5849)
2047 ROSELAWN ST, SARASOTA, FL 34231
$1,075,0006 Days on yellowkey MLS ID: A4700442
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 2450 Built: 2007 Tax: $8,976 (2025)Community: RoselawnSingle Family
Taxes:$8,976
Elementary School: None
High School: None
Middle School: None
Remarks: Discover this turnkey duplex — a fully updated 6-bed, 4-bath property (3 bedrooms and 2 baths per unit) offering exceptional income potential in a prime location. Each spacious unit features modern finishes and thoughtful layouts for comfortable living. Enjoy private oasis backyards with dedicated heated pools and fully fenced privacy on both sides — perfect for tenants seeking resort-style relaxation without sharing space. Separate entrances from Roselawn Street and Hansen Street. Recent upgrades include a new metal roof (2025) and comprehensive updates throughout, ensuring low maintenance and strong rental appeal. This duplex is an excellent investment, currently positioned to generate reliable income in a high-demand Sarasota rental market. Central Sarasota location provides easy access to world-famous Siesta Key Beach (minutes away via North Siesta Key Bridge), shopping, restaurants, parks, and everyday conveniences. Quick drives to downtown Sarasota, I-75 make it ideal for residents and investors alike. Whether you're expanding your portfolio or seeking a smart income-producing property, this updated duplex delivers value, privacy, and location in one package. Don't miss out — schedule a showing today!
Listing is courtesy of: WILLIAM RAVEIS - FLORIDA LLC (941-867-3901)
Listing Agent: Brandon Surline, Pll (941-404-9334)
3921 MARAVIC PL, SARASOTA, FL 34231
$2,100,00026 Days on yellowkey MLS ID: A4698526
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2722 Built: 2005 Tax: $6,802 (2024)Community: Moller SubSpa: YesSingle Family
Taxes:$6,802
Tax Year: 2024
Remarks: Virtually Staged. Exceptional West of Trail location! Nestled on a quiet cul-de-sac, this beautifully updated home offers the perfect blend of modern style and everyday comfort in one of Sarasota's most sought-after neighborhoods. Renovated throughout with tasteful finishes, the bright, open living spaces are designed for effortless living and entertaining. Enjoy a private backyard with room to relax, play, or entertain. Located outside of a flood zone and just minutes from Southside Village, Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, top-rated schools, shopping, dining, and waterfront parks. A rare opportunity to own a move-in ready home in an unbeatable location with easy access to everything Sarasota has to offer.
7689 COVE TER, SARASOTA, FL 34231
$3,499,00089 Days on yellowkey MLS ID: A4691515
REDUCED by $196,000 (5.3%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4564 Built: 1964Monthly Fee: $25 Tax: $18,202 (2025)Community: Southpointe ShoresSpa: YesSingle Family
Taxes:$18,202
Elementary School: Gulf Gate Elementary
Remarks: Just three homes in from the open waters of Little Sarasota Bay, this beautifully updated waterfront residence in Southpointe Shores offers a rare combination of location, scale, and immediate livability. Positioned on a quiet cul-de-sac with nearly 100 feet of Intracoastal frontage, the property captures wide water views and direct boating access in one of Sarasota’s most desirable neighborhoods. Spanning more than 4,500 square feet across two levels, the home is designed for both everyday comfort and entertaining. An open layout defines the main level, where wood-grain tile flooring connects the primary living spaces and walls of pocketing sliding glass doors open fully to the outdoor living areas—creating a seamless indoor-outdoor experience. The recently reimagined pool deck serves as the centerpiece of the home’s outdoor setting, featuring a covered lounge area, summer kitchen with built-in grill, and a resort-style heated pool and spa with sun shelf and waterfall features. The expansive patio overlooks peaceful waters, offering a dynamic waterfront backdrop from morning through sunset. Inside, the new chef’s kitchen has been thoughtfully updated (in 2024) with custom contemporary cabinetry, quartz countertops, high-end appliances—including a built-in Miele coffee station—center island with breakfast bar, and a full-sized wine cooler. The adjacent family room offers vaulted ceilings, water views, and a well-appointed wet bar with built-in shelving, creating a natural gathering space. Two guest suites with updated en-suite baths are located on the main level, along with a dedicated laundry room. The second floor is reserved for privacy, featuring an expansive primary suite with sweeping water views, fireplace, custom walk-in closet, and a marble en-suite bath. A study and additional bedroom on this level provide flexibility for a home office, fitness space, or nursery. Recent upgrades enhance both comfort and peace of mind, including impact windows and sliding glass doors (2020), a new seawall (2019), tile roof (2016), updated electrical wiring, modernized baths, and newer HVAC and water heater systems. Set on an oversized waterfront homesite with direct access to the Intracoastal Waterway, this boater’s sanctuary includes a newer private dock with 27,000-pound lift, accommodating a variety of boating needs. Southpointe Shores is a quiet, tucked-away waterfront community known for its proximity to Sarasota’s best coastal destinations. Siesta Key Beach and Crescent Beach are just minutes away, along with marinas, parks, and everyday conveniences. Downtown Sarasota’s cultural attractions—including The Bay Park, Selby Gardens, the Van Wezel Performing Arts Hall, galleries, and dining—are easily accessible, offering a lifestyle that balances privacy with connectivity.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
2305 RIVERBLUFF PKWY #V256, SARASOTA, FL 34231
$249,30018 Days on yellowkey MLS ID: A4698931
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,787 (2025)Community: Strathmore Riverside IiiSpa: NoVilla
Taxes:$2,787
Remarks: NEW ROOF (installed January 2024) with SOPHISTCIATED FINISHES! This beautifully reimagined 2 bedroom, 2 bath villa has been thoughtfully redesigned with exceptional attention to detail, creating a stylish and comfortable retreat in one of Sarasota's most desirable 55+ communities. Step inside and immediately appreciate the quality craftsmanship and designer finishes, including PGT hurricane-impact windows and doors, fresh interior paint, elegant crown molding, tray ceilings, luxury vinyl plank flooring, granite countertops, updated ceiling fans, and countless custom touches that enhance both beauty and functionality. Enjoy the added convenience and relaxation of a whirlpool tub in the second bathroom, creating a comfortable retreat for family and guests. Every detail has been carefully considered, creating a bright, inviting home that's truly move-in ready. Convenience extends beyond the interior with a covered carport and additional storage in the spacious laundry room—perfect for tools, bicycles, beach gear, and everyday essentials. Located in the sought-after Strathmore Riverside Villas, residents enjoy an impressive collection of resort-style amenities, including a heated swimming pool, clubhouse, fitness center, sauna, library, billiards room, shuffleboard courts, meeting spaces, and a vibrant calendar of social activities that make it easy to stay active and build lasting friendships. Come see it before it sells!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jo James, Llc (941-928-3175)
3238 SAVAGE RD, SARASOTA, FL 34231
$366,9006 Days on yellowkey MLS ID: A4700535
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1380 Built: 1972 Tax: $4,064 (2025)Community: Shadow LakesSpa: NoSingle Family
Taxes:$4,064
Remarks: Welcome to this classic Sarasota pool home in the desirable Shadow Lakes neighborhood of Gulf Gate Estates! Offering 2 bedrooms, 2 bathrooms and approximately 1,380 square feet, this residence features an open living and dining area designed for comfortable everyday living and entertaining. The spacious eat-in kitchen provides plenty of room for gathering, while the versatile bonus room is ideal for a home office, den or additional sitting area. Terrazzo flooring adds timeless Florida character throughout the home. Both bedrooms are generously sized and offer ample closet space. Step outside to your private backyard retreat, where the swimming pool creates the perfect setting for relaxing, entertaining or enjoying Sarasota’s year-round sunshine. Additional highlights include an attached one-car garage and a sizable 9,600-square-foot lot. Conveniently located near Gulf Gate shopping and dining, everyday conveniences and the world-famous beaches of Siesta Key. An excellent opportunity for a full-time residence and seasonal getaway!
Listing is courtesy of: RE/MAX PROFERE (612-865-3158)
Listing Agent: Cory Rudnitski (763-443-2333)
1479 LANDINGS CIR #41, SARASOTA, FL 34231
$655,0006 Days on yellowkey MLS ID: A4698603
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2040 Built: 1981Monthly Fee: $1,360 Tax: $6,670 (2025)Community: Landings TreehouseTownhouse
Taxes:$6,670
Remarks: Escape to your own private retreat nestled amongst the trees in the desirable Landings Treehouse community! This stunning residence offers the perfect blend of modern elegance and comfort, just moments from Sarasota Bay and the area's beautiful beaches. Relax on the expansive screened deck overlooking lush greenery, or step inside to discover a spacious 3-bedroom, 2.5-bath layout featuring vaulted ceilings, skylights, a custom arched window, and an updated wood-burning fireplace. The beautifully renovated kitchen boasts premium appliances, sleek countertops, and a cozy breakfast area with tranquil views from both sides of the home. Neutral tones and elegant tile flooring create a warm and inviting atmosphere throughout. Upstairs, the spacious primary suite features high ceilings, a private balcony, and a fully renovated en-suite bath. Two additional guest bedrooms, each with its own balcony, share an updated bathroom. Enjoy the community's scenic tree-lined streets and nature trails leading to the Intracoastal Waterway, with optional membership available at The Landings Racquet Club, offering tennis, fitness, pool, spa, and social events. Conveniently located near shopping, dining, parks, and major highways.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Irma Scherer (941-279-3630)
2719 FORT WORTH ST, SARASOTA, FL 34231
$699,00044 Days on yellowkey MLS ID: A4696731
REDUCED by $15,999 (2.2%) on 07/08/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2140 Built: 1958 Tax: $4,002 (2025)Community: Sarasota HighlandsSpa: YesSingle Family
Taxes:$4,002
Remarks: Welcome to your own private slice of Old Florida Charm in the heart of Sarasota. If you've been searching for a home with flexible living space for extended family, frequent guests, or a dedicated work-from-home lifestyle, this one of a kind Sarasota Highlands property offers possibilities you wont find in a traditional floor plan. This unique mid century pool home offers character, flexibility, and endless possibilities just minutes from world famous beaches, shopping, dining and entertainment. Unlike many newer homes, this thoughtfully designed layout offers multiple living areas, cedar beam ceilings, hardwood flooring, and a stunning freestanding wood burning fireplace that serves as the centerpiece of the home. The updated kitchen is equipped with granite countertops, stainless steel appliances and opens to a comfortable gathering space designed for everyday living and entertaining. The flexible floor plan includes a bonus room with a closet that can easily function as a 5th bedroom, home office, gym, or hobby space. Upstairs, you'll find a private living area that can also function as traditional primary suite with a kitchenette, two rooms with closets, a full bathroom, and a spacious loft-style den, making it ideal for multigenerational living, extended guests, or a private retreat. Outdoor living shines with 3 separate lanais, including two covered front lanais, and a large screened lanai surrounding the inground pool/spa. Relax beneath the palms, unwind in a hammock, entertain poolside, or enjoy Florida evenings in your own tropical backyard oasis. A separate shower located in the garage provides the perfect place to rinse off after a day at the beach, boating, yard work, or poolside relaxation. Major updates include an upgraded kitchen (2020), central A/C (2016), air handler (2021), water heater (2026), upstairs A/C unit (2017), pool heater (2020), pool pump (2018), termite tenting and treatment (2020), a metal roof that was resealed in 2019 and privacy fencing installed in recent years for added peace of mind. Located with no HOA and no CDD fees, this property offers room for your lifestyle while remaining just minutes from Stickney Point Rd, Siesta Key Beach, Gulf Gate, Downtown, I-75 and all kinds of shopping, dining, and entertainment.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Karen Reina Castaneda (413-459-7241)
1508 PELICAN COVE RD #235, SARASOTA, FL 34231
$390,0006 Days on yellowkey MLS ID: A4700514
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1301 Built: 1980Monthly Fee: $887 Tax: $3,757 (2025)Community: Pelican Cove XiiiSpa: YesCondo
Taxes:$3,757
Remarks: It's easy to enjoy the beauty of coastal waterfront living in Pelican Cove and this 3-bedroom end unit condo is centrally located within the complex. Everything in this condo is exquisitely done and no expense was spared with new flooring, new lighting, updated bathrooms, new kitchen with all new appliances, sink, lighting, counters and backsplash. Enjoy volume ceilings and the open floor plan that this three-bedroom unit provides. Pelican Cove is a magical place with lush landscaping that sits on gorgeous acres overlooking the Little Sarasota Bay. This is what Florida living is all about, stroll to the Pelican Point Observation deck, the bird sanctuary or the through the gardens. This community is a boaters dream with more than 87 boat harbor slips with each slip having water and electric. There are six heated pools to choose from, pickle ball, kayak and canoe launch and storage, gym, 4 lighted tennis courts, shuffleboard, basketball, 5 miles of amazing walking trails and Musical concerts. Pelican University offers classes and clubs for all including woodworking, photography, and clay sculpture, to name a few.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
1711 KENILWORTH ST, SARASOTA, FL 34231
$1,699,0006 Days on yellowkey MLS ID: A4700129
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3734 Built: 2013 Tax: $13,105 (2025)Community: Kenilworth EstatesSingle Family
Taxes:$13,105
Remarks: Welcome to 1711 Kenilworth Street, an exceptional opportunity to own a move-in-ready home in one of Sarasota’s most desirable West of the Trail neighborhoods. Located within the highly coveted corridor between Field Road and Mound Street, this home offers more than 3,700 square feet, four bedrooms, three full bathrooms, a first-floor office, and a rare three-car garage. At the time of listing, this is the lowest-priced move-in-ready home per square foot in this sought-after West of the Trail area, making it an outstanding value for buyers who want generous living space without sacrificing location, condition, or lifestyle. What truly sets this home apart is its peaceful lakefront setting. From the moment you enter, the open great room draws your attention through large sliding glass doors to the expansive water views beyond. The lake creates a beautiful backdrop throughout the home and offers a sense of privacy and tranquility that is incredibly difficult to find this close to downtown Sarasota. Over the past year, move-in-ready West of the Trail homes offering comparable water views have sold or been listed near the $4 million range, highlighting just how rare and valuable this setting is. Here, you can enjoy the same peaceful waterfront lifestyle at a substantially more approachable price. A welcoming front porch leads into the foyer and spacious great room, where beautiful oak flooring adds warmth and character. The fully screened lanai and travertine deck provide an ideal place to relax, entertain, dine outdoors, or simply enjoy the view. A private dock offers the perfect spot to fish, watch the turtles, and take in the abundant birdlife surrounding the lake. The expansive kitchen features a gas cooktop, abundant workspace, and a large gathering area designed for hosting family and friends. The primary suite feels like a true private retreat, with an oversized bedroom, two walk-in closets, a spacious bathroom with excellent storage, and a private owner’s office overlooking the water. The three additional bedrooms are also generously sized, giving family members and guests the space and privacy they need. A separate first-floor office adds even more flexibility for working from home, managing a busy household, or creating a quiet study. Upstairs, a large loft and oversized media, fitness, or recreation room provide additional space for entertaining and everyday living. This is a home that truly has everything you need from a space and functionality standpoint. There is room to spread out, work, host, relax, and move in comfortably without immediately needing to reconfigure the home or take on a major project. Outside, the clean, attractive landscaping complements the home without creating unnecessary upkeep. The property offers beautiful curb appeal while remaining relatively low maintenance, making it ideal for buyers who want to enjoy the Sarasota lifestyle without spending every weekend working on the house. Located just minutes from Sarasota Memorial Hospital, Southside Village, downtown Sarasota, Siesta Key, and some of the area’s best dining, shopping, and beaches, 1711 Kenilworth Street offers an increasingly rare combination of space, water views, a three-car garage, low-maintenance living, and an exceptional West of the Trail location. For buyers searching for a move-in-ready home in one of Sarasota’s most luxurious and established neighborhoods, this is a value that is difficult to duplicate.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
2225 FLORINDA ST, SARASOTA, FL 34231
$1,500,00060 Days on yellowkey MLS ID: A4690756
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2607 Built: 2026 Tax: $1,570 (2025)Community: Tamiami TerraceSpa: YesSingle Family
Taxes:$1,570
Remarks: Virtually Staged. 2225 Florinda Street — arrival as destination. Pull into the driveway, pass the two car garage and follow a landscaped walkway to arrive at a gracious covered entry; decorative metal screening catches the Florida light accenting the french pattern travertine entry and frames an oversize full glass door. Step inside and the experience unfolds: Large format porcelain tile, 10' ceilings and abundant windows bathing the open plan in natural light. Gulfside Homes, a Sarasota Custom Home builder for over 25 years, crafted this over 2,600 sq ft Calista model showcase with thoughtful and custom upgrades you’ll notice throughout—builtin conveniences, premium appliances and finish selections that read like an owner’s wish list already checked. The main level is made for living and entertaining: an elegant dining area flows to a true gourmet kitchen with gas range, pot filler, LG stainless appliances, microwave drawer and an oversized quartz waterfall island. The family room sits beyond, flooded by light from large windows and glass doors that frame the ivory travertine pool deck and spa. Opposite the island and tucked under the stairs is a purposeful coffee bar and prep station with a deep sink (cuttingboard/dryingrack/colander), coordinated floating shelving, abundant storage and a twozone undercabinet beverage refrigerator—one of the many touches that make daily rituals effortless. Also on the first floor is a flexible, large en-suite guest room whose bath doubles as a powder room and provides direct access to the outdoors and access to the pool—perfect for visitors and carefree pool days. Upstairs the home is arranged for privacy and function: a split bedroom plan placing the primary suite apart from two large secondary bedrooms. The primary is a serene retreat with a spa caliber bath—soaking vessel tub, floor to ceiling Calacatta porcelain shower with double rain heads, dual vanities—and generous closet space. A dedicated laundry on the bedroom level adds convenience. A roomy office/den/media room opens to a covered deck for quiet moments or flexible workspace. Outside is your private Sarasota oasis: 12×24 pool with six person spa, travertine decking and glass waterline tile, pre-plumbed for heating and framed by an 8' fenced yard. Premium systems and Gulfside upgrades that other builders don’t automatically provide—impact windows, underground 500gal propane tank, Rinnai tankless water heater with recirculating system, large format porcelain tile on the main level, waterproof luxury vinyl plank upstairs, timber stairs with stainless cable railing, upgraded lighting and hardware, Ring cameras and low maintenance tropical landscaping—deliver comfort, security and low upkeep. Only blocks to The Landings shopping center with several restaurants, gym, and Publix. Minutes from the John and Mable Ringling Museum of Art, Sarasota Art Museum, Van Wezel Performing Arts Hall, Marina Jack, downtown dining, farmers’ markets, marinas and Siesta Key and gulf beaches, 2225 Florinda is a refined, turnkey Sarasota lifestyle crafted by an experienced custom builder. Schedule your private showing to experience the details in person.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
5800 HOLLYWOOD BLVD #214, SARASOTA, FL 34231
$207,00059 Days on yellowkey MLS ID: TB8510864
REDUCED by $10,000 (4.6%) on 07/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 679 Built: 1976Monthly Fee: $741 Tax: $2,332 (2025)Community: Baywood Colony Garden AptsCondo
Taxes:$2,332
Remarks: MOTIVATED SELLER - GROUND FLOOR - IN-UNIT WASHER AND DRYER - RENTAL POTENTIAL AND HISTORY - STRONG RENTAL DEMAND - FLOOD ZONE X - Ideally located near Phillippi Estate Park, Siesta Key Beach, West of the Trail, and Landings Shopping Center. Don't miss your opportunity to own a slice of Sarasota just moments from Siesta Key!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-828-8615)
Listing Agent: Tara Kurtz (904-894-3399)
5938 MURDOCK AVE, SARASOTA, FL 34231
$297,70011 Days on yellowkey MLS ID: A4697066
0 Days Off yellowkey (back on 7/20/2026)
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1381 Built: 1961 Tax: $1,431 (2025)Community: Golden Acres 1St AddSingle Family
Taxes:$1,431
Remarks: Under contract-accepting backup offers. Opportunity knocks at 5938 Murdock Ave, a 2-bedroom, 1-bathroom home offering 1,381 square feet of potential in the heart of Gulf Gate Estates. Priced to invite your imagination, this residence is a rare canvas for buyers eager to build sweat equity in one of South Sarasota's most established and convenient neighborhoods. Set on one of the area's largest lots, the property enjoys a coveted position beside a tranquil pond — meaning no neighbors on one side and daily visits from Florida's wildlife. A screened front porch greets you, while a back screened lanai overlooks a sprawling backyard perfect for gardening, gathering, or simply unwinding. Inside, an eat-in kitchen flows into a comfortable living room and a flexible bonus room ready to adapt to your needs. The laundry room off the garage presents a smart opportunity to add a second full bathroom, boosting both function and value. A one-car extended garage and separate storage shed round out the practical features, and recent upgrades — including a new roof/2024 and new water heater — give you a solid foundation to renovate with confidence. The location is unbeatable. You're moments from Gulf Gate Elementary, Riverview High School, Publix at Sarasota Pavilion, and easy I-75 access. The world-famous white sands of Siesta Key sit just minutes away, adding genuine VRBO income appeal. Ready for a new generation to make it shine, this is your chance to transform potential into a personalized Sarasota retreat.
Listing Agent: Michael Ballantyne (941-404-7374)
1630 ASSISI DR #18, SARASOTA, FL 34231
$1,997,00055 Days on yellowkey MLS ID: A4695360
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3602 Built: 2008Monthly Fee: $388 Tax: $12,299 (2025)Community: Portofino On The BaySingle Family
Taxes:$12,299
Remarks: Under contract-accepting backup offers. Welcome to a beautiful custom residence in Portofino on the Bay, a boutique waterfront community nestled along Little Sarasota Bay. Privately positioned on a quiet cul-de-sac and just a short walk from the water and its private deeded boat slip, this stunning Mediterranean-inspired home offers an elevated lifestyle defined by elegance, comfort, and exceptional design. A dramatic yet inviting entry introduces soaring 23-foot ceilings, abundant natural light, and expansive living spaces thoughtfully designed for entertaining and effortless everyday living. The grand living room, anchored by a fireplace and walls of glass sliders, seamlessly opens to the screened saltwater pool and spa, creating a true indoor-outdoor retreat. The state-of-the-art chef’s kitchen is both beautiful and functional, featuring granite countertops, custom cabinetry, an oversized island, premium appliances, a Viking range, and a warming drawer designed to impress culinary enthusiasts and guests alike. The luxurious first-floor primary suite is a private sanctuary, offering spacious custom his-and-her closets and a spa-inspired ensuite bath complete with dual vanities, a large soaking tub, and a steam shower featuring three shower heads. Also conveniently located on the first floor are a spacious den/office with two built-in desks and a Murphy bed, as well as one of the guest bedrooms. Upstairs, a dramatic balcony overlooks the main living spaces below, while three additional guest bedrooms offer beautifully appointed accommodations with custom built-in closets. One bedroom features an ensuite bath, while the other two share an elegant Jack-and-Jill bathroom. Designed with comfort and wellness in mind, the home also features a whole-house water filtration system and reverse osmosis water systems with remineralization in both the kitchen and upstairs living area. With no flood insurance required, enjoy the benefits of living near waterfront, including peaceful walks to watch spectacular sunsets, fishing from the dock, and effortless boating from your private deeded boat slip with a 10,000-pound lift and direct access to the Intracoastal Waterway and Gulf waters beyond. Additional community amenities include kayak launch access, dedicated kayak storage, and a guest boat slip for visiting boaters. Ideally located just minutes from the nationally recognized Pine View School, world-class dining, shopping, downtown Sarasota's cultural attractions, and the white sands of Siesta Key Beach, as well as Nokomis Beach and charming downtown Venice. Opportunities like this in Portofino on the Bay are rare—don't miss your chance to make this stunning home your own!
Listing Agent: Tatyana Mullin (850-294-9225)
2452 ASHTON RD, SARASOTA, FL 34231
$400,00019 Days on yellowkey MLS ID: A4698811
1 Days Off yellowkey (back on 7/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1298 Built: 2009 Tax: $3,088 (2025)Community: Wades SubSingle Family
Taxes:$3,088
Remarks: Buyers seeking to put in sweat equity, and investors, take notice! This 3 bedroom, 2 bath home is packed with potential! Situated on a large .45 acre lot, this home gives you the option of creating the type of home environment you choose, from sprawling gardens to storage for recreational vehicles, there is plenty of space for whatever you envision. In addition to 3 good-sized bedrooms and 2 full bathrooms, the well maintained interior features a kitchen with dinette and pantry and a large laundry room with a utility sink and cabinets. Wades Sub is a historic residential subdivision located south of Clark Road and west of Swift Road. Centrally located, homes in this neighborhood are within close proximity to a wide variety of shopping and dining venues and the area’s world renowned beaches. A short drive North takes you to vibrant downtown Sarasota and all its cultural and recreational offerings. A rare opportunity in this neighborhood, don’t let this gem get away!
Listing Agent: Steve Abbe (941-400-3969)
2948 CLARK BLVD #224, SARASOTA, FL 34231
$158,900101 Days on yellowkey MLS ID: O6399737
REDUCED by $13,100 (7.6%) on 07/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 888 Built: 1973 Tax: $1,958 (2026)Community: Trinity VillageCondo
Taxes:$1,958
Tax Year: 2026
Remarks: Corner 2nd floor unit with views of the pond. 2 bed 1.5 bath with open living layout from kitchen to living room. #06398108,#06399746, #06399693, #06399686, #06398095
Listing is courtesy of: FRAKES REALTY (508-717-2752)
Listing Agent: Derek Frakes (508-717-2752)
3224 WOODBERRY LN, SARASOTA, FL 34231
$449,90027 Days on yellowkey MLS ID: N6144779
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1550 Built: 1998Monthly Fee: $296 Tax: $4,441 (2025)Community: Ashley OaksSingle Family
Taxes:$4,441
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated three-bedroom, two-bath home offering maintenance-free living in an intimate community of just 27 homes. From the moment you go inside, you'll appreciate the light, bright open floor plan featuring new luxury vinyl plank flooring throughout, fresh interior paint and a stunning remodeled kitchen. The kitchen is sure to impress with new shaker cabinetry, gorgeous quartz countertops, and new refrigerator and range. A sunny breakfast nook provides the ideal spot to enjoy your morning coffee, while the breakfast bar overlooks the dining and living areas, making entertaining effortless. A spacious pantry offers additional storage. The living room opens through sliding glass doors to the screened lanai, where you'll enjoy peaceful pond views, abundant birdlife and exceptional privacy. The spacious primary suite also features private lanai access, a walk-in closet, and an updated ensuite bath with a double quartz vanity and walk-in shower. Two additional bedrooms provide comfortable accommodations for family or guests, and the guest bath has been refreshed with a new vanity, new luxury vinyl floors and fresh paint. Additional features include an interior laundry room with extra storage space and a two-car garage. New roof in 2017 and new air conditioner in 2020. Residents enjoy a community pool and the ease of maintenance-free living. Ideally just minutes from Siesta Beach, as well as exceptional shopping, dining, parks and everyday conveniences, this move-in-ready home offers a combination of style, comfort and location. A beautifully updated home in a peaceful setting is ready for you to move in and enjoy!
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-412-3323)
Listing Agent: Martha Pike (941-716-4392)
4444 SWIFT RD #4, SARASOTA, FL 34231
$122,900308 Days on yellowkey MLS ID: A4665781
REDUCED by $5,000 (3.9%) on 07/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 598 Built: 1969 Tax: $1,804 (2024)Community: Lucaya Country Club VillageCondo
Taxes:$1,804
Remarks: WELCOME to this beautifully UPGRADED 1 bedroom, 1 bath condo in Lucaya Country Club Villas!!! From the moment you arrive, you'll appreciate the attention to detail, starting with the painted and SCREENED front porch, perfect for year-round enjoyment. Step inside to an inviting open floor plan featuring spacious living room and dining room combo. The kitchen has been tastefully upgraded with MODERN cabinets, countertops, and an eat-in area with stools. The spacious bedroom offers ample closet space, while the bathroom includes a tub and shower combo for convenience. Throughout the condo, you'll find LUXURY VINYL FLOORING, adding to both style and durability. As part of Lucaya Country Club Villas, you'll enjoy access to a community pool, along with a prime location just a short drive to amazing restaurants, shopping, Sarasota's downtown vibrant scene, Sarasota Airport, Siesta Key and the WORLD FAMOUS GULF beaches. Whether you're searching for an investment property or a primary residence, this condo is exactly what you're looking for. This home is truly MOVE-IN ready, offering comfort, charm, and a maintenance-free lifestyle in a desirable community and it's waiting for you to enjoy! Don't wait to make this YOUR home and begin your FLORIDA Lifestyle!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Christy Peterson (774-287-5322)
7205 CURTISS AVENUE 1A AVE #1A, SARASOTA, FL 34231
$189,99988 Days on yellowkey MLS ID: A4690836
3 Days Off yellowkey (back on 7/20/2026)
REDUCED by $10,000 (5.0%) on 07/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1982 Tax: $2,550 (2025)Community: CrossingsCondo
Taxes:$2,550
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated ground-floor residence in the highly desirable Gulf Gate area. This 2-bedroom, 2-bathroom condo delivers the maintenance-free lifestyle you’ve been searching for, blending comfort, convenience, and value in one exceptional package. Sliding glass doors open to a charming screened lanai overlooking a peaceful grassy backyard with a paver patio—an ideal setting for morning coffee, quiet afternoons, or relaxing evenings outdoors. Residents of The Crossings enjoy a variety of well-maintained amenities, including a swimming pool with outdoor showers, bath house, gazebo, and clubhouse. This quiet, welcoming community is located within an A+ school district and is open to residents of all ages. Perfectly positioned near Palmer Ranch, the home offers easy access to championship golf courses, shopping, neighborhood parks, and the popular Legacy Trail, along with a wide selection of dining options. You’re also just a short drive to I-75, Downtown Sarasota, and the area’s renowned white-sand beaches. Don’t miss this opportunity to enjoy comfort, convenience, and carefree living in one of Sarasota’s most sought-after locations.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
254 SOUTHWINDS DR, SARASOTA, FL 34231
$139,000109 Days on yellowkey MLS ID: A4688832
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 471 Built: 1967Monthly Fee: $195 Tax: $1,467 (2025)Community: South Winds Mhp Co-OpMobile Home
Taxes:$1,467
Remarks: Living the Easy Life is RIGHT HERE at 254 Southwinds Dr, in desirable South Winds Mobile Home Park Co-Op! Just a few ( 5 ) minutes to Siesta Key! The amenities in this charming 55t community include a Clubhouse and Cpmmunity Pool, with plenty of activies to enjoy!! South Winds Mobile Home Park Co-Op has an on site office and manager. HOA fee also includes Lawn Care, Cable TV, Water - YES all this and more for a low monthly HOA fee of $195. This sweet mobile home is a 2 bedroom, 2 bath with central AC just 3 years old, an eat in kitchen, plus a living room/dining room combo. Being sold furnished. OF course the residents here are so happy and friendly - with everything this lovingly cared for Co-Op community offers - it is truly a model of how Mobile Home Parks should look and be managed!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
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