Location: Sarasota , 34231
Do Not Show Listings
1646 STICKNEY POINT RD #1646-101, SARASOTA, FL 34231
$379,900136 Days on yellowkey MLS ID: O6376065
REDUCED by $7,500 (1.9%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1975Monthly Fee: $993 Tax: $3,529 (2025)Community: Castel Del MareSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,529
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Escape to Saltwater Daydreams, your own slice of paradise just steps from the best of Siesta Key and Sarasota. A beautifully remodeled 2-bedroom, 1.5-bath townhome just across the south bridge from Siesta Key. Crescent Beach (access #12) in Siesta Key and multiple restaurants and shops are a short 10-MINUTE WALK! Fully updated in 2022 with new furnishings, in-unit washer/dryer, a screened lanai, and a private patio off the master bedroom. Located in the sought-after Castel Del Mare complex, you'll enjoy two pools (one right on the Intracoastal Waterway), tennis, pickleball, shuffleboard, a mangrove walk, and gazebo views of the waterway. The off-island location is a bonus during peak season — easy in-and-out without the bridge traffic. Townhome features tranquil and private greenbelt views from both levels. Assigned parking is located directly in front of the home, with ample guest parking nearby. The HOA fee covers exterior and roof maintenance, landscaping, amenities, on-site management, strong reserves, cable TV, water, sewer, trash recycling, and weekly pest control! Whether as a primary residence, seasonal getaway, or investment opportunity, this home offers privacy, comfort, and the ultimate Siesta Key lifestyle! With flexible rental guidelines, you can offset ownership costs by renting out part of the year, and take advantage of lucrative peak-season rental revenues!” Near public transit with easy access to Siesta Key Beach, Siesta Village dining, and the Stickney Point Bridge. Nearby dining includes Merci Café and La Dolce Vita. Publix and Detwiler's Farm Market within 1 mile. Red Bug Slough Preserve and Gulf Gate Village nearby.
Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)
Listing Agent: Bethanne Baer (407-228-1112)
5440 RIVERBLUFF CIR #87, SARASOTA, FL 34231
$219,00019 Days on yellowkey MLS ID: A4695042
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1971Monthly Fee: $622 Tax: $2,033 (2025)Community: Strathmore Riverside ISpa: YesVilla
Taxes:$2,033
Remarks: Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
2492 WATERVIEW CT, SARASOTA, FL 34231
$995,00052 Days on yellowkey MLS ID: A4691223
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $100,000 (9.1%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2017 Built: 1955Monthly Fee: $38 Tax: $4,717 (2025)Community: Riverview ManorSpa: NoSingle Family
Taxes:$4,717
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Looking for a home with boating access in your backyard, yet still mainland and close to everything you need? Welcome to 2492 Waterview Ct in Sarasota! This home was substantially renovated in early 2024 and offers 3 bedrooms, 2 bathrooms, 2 car garage, pool, and dock with 4,500 lb boat lift on Phillippi Creek. You'll have peace of mind with a 2023 roof, all impact windows and doors, and knowing this home had NO WATER INTRUSION from any recent storms. Entering the home from the double front entry door, you'll be impressed with premium grade white oak engineered hardwood flooring throughout the home, high ceilings, new baseboards, trim, interior doors, and tons of natural light shining in. A spacious living room and dining room combination offers separation between your primary suite and spare bedrooms. The kitchen has quartz countertops, tons of cabinetry, a large pantry, and an eat in area perfect for a breakfast table or banquet. Enjoy subtle water views from your primary bedroom featuring a completely renovated ensuite bath with marble countertops, dual sinks, jet tub, frameless glass shower, water closet, and walk-in closet with custom built in shelving. On the other side of the home, you'll find a hallway with storage closet, a full bathroom with dual sinks and a shower/tub combination, along with two spare bedrooms - each housing dual closets with custom shelving. A laundry room with sink and cabinetry is located off the kitchen near the garage entry. Both areas of the main living space offer sliding glass doors leading out to a spacious patio and open-air pool that was completed in 2020. The fully fenced yard is perfect for pets, kids, and privacy. Walk through your backyard down to the creek and find a private boat dock with lift ready for you to enjoy countless days out on the beautiful waters surrounding Sarasota with just a quick boat ride to get to the main channel. You'll enjoy summer nights with the lively atmosphere and vibes of the Phillippi Creek boating community with your neighbors out and about on the water. The two-car garage has plenty of cabinetry for storage, along with a separate room plumbed for a full bath or whatever you want to make of it to suit your needs. Enjoy the privacy of this 1/3 acre lot knowing you'll never have a neighbor to the left side due to a large grassy retention pond area. Riverview Manor has very low HOA dues coming in at only $450 per year. You are minutes from the Landings shopping plaza and everything 41 has to offer, as well as less than 10 minutes to the North or South Bridge to Siesta Key, and less than 15 minutes to Downtown Sarasota. With water access, a boat lift and dock, renovated home, pool, and prime location, there is not much more you could be looking for! Schedule your showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Victoria Beckham (941-544-6734)
2948 CLARK RD #121, SARASOTA, FL 34231
$155,00014 Days on yellowkey MLS ID: A4691902
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 888 Built: 1973 Tax: $2,139 (2025)Community: Trinity VillageSpa: NoCondo
Taxes:$2,139
Remarks: Welcome to Trinity Village — the best value currently available in the community! This beautifully updated 2-bedroom, 2-bath condo offers 888 SQFT of comfortable living space and stands out as the most affordable opportunity on the market in Trinity Village. Freshly painted and thoughtfully improved for today’s buyer, this move-in ready unit features new impact windows, updated ceiling fans, modern lighting, and upgraded electrical throughout for added style, comfort, and peace of mind. Previously used as a successful investment property, the condo has consistently generated between $1,500–$1,750 a month in annual rental income, making it an excellent option for both investors and owner-occupants alike. Residents of Trinity Village enjoy low HOA fees and an unbeatable location directly across the street from grocery stores, restaurants, shopping, and everyday conveniences. Plus, you’re only a short bike ride away from the world-famous Siesta Key beaches.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Kevin Bruinsma (616-308-7965)
3165 REGATTA CIR, SARASOTA, FL 34231
$459,000108 Days on yellowkey MLS ID: A4683961
REDUCED by $5,900 (1.3%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1193 Built: 1964Monthly Fee: $6 Tax: $3,638 (2025)Community: Gulf GateSingle Family
Taxes:$3,638
Remarks: Completely remodeled with all work permitted and completed to the highest standards, this move-in ready Gulf Gate home lives large and showcases exceptional quality, thoughtful design, and true craftsmanship. Live where others vacation — perfectly positioned just 2.4 miles from the nearest Siesta Key beach access, placing world-renowned white sand beaches and breathtaking Gulf sunsets just minutes from your doorstep! The designer-curated kitchen features solid wood white shaker cabinetry, premium quartz countertops, a custom tile backsplash, and new stainless-steel appliances. Just off the kitchen, a spacious dining area is anchored by a beautifully crafted custom solid wood banquette with an integrated bookcase, bench seating, and built-in storage — a rare and functional design feature. Both full bathrooms have been beautifully renovated with new vanities, updated countertops, and custom tiled showers. Additional interior upgrades include new luxury vinyl plank flooring, fresh interior and exterior paint, new doors and trim, and updated lighting & fixtures. Indoor laundry adds everyday convenience. Major system improvements provide peace of mind, including new PVC underground sewer drain lines, new water lines, a new water heater, updated electrical panel, HVAC (2020), and a *BRAND NEW ROOF* (2026)! All windows are equipped with hurricane shutters. Designed for seamless indoor/outdoor living, multiple sliding glass doors open to a spacious screened and covered back porch featuring upgraded Trex decking — the perfect space for morning coffee or relaxed evenings under the twinkle lights. The backyard is truly special, highlighted by a custom PAVER FIRE PIT with built-in bench seating. Enjoy fresh landscaping, a new front paver walkway, and a large fenced backyard. Covered carport parking includes an outdoor storage closet, plus an additional shell parking space which provides plenty of parking. Centrally located on a quiet circle in prime Gulf Gate, this home offers easy access to world-famous Siesta Key Beach and is within walking or biking distance to an array of local restaurants and shopping in Gulf Gate. Publix, Trader Joe’s and Costco are all just minutes away, and Gulf Gate Elementary School is right around the corner. Turnkey furnishing option is also available which could make for an easy second home. Bright, cheerful, and beautifully finished — this home is truly move-in ready! Buyer’s agent to verify all MLS information including room sizes, utilities and HOA if applicable.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Jonah Wright (941-932-1661)
6438 HOLLYWOOD BLVD, SARASOTA, FL 34231
$4,500,00030 Days on yellowkey MLS ID: A4693913
REDUCED by $475,000 (9.5%) on 06/15/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4282 Built: 2009 Tax: $35,895 (2025)Community: Pine Shores Estate 7Th SecSpa: NoSingle Family
Taxes:$35,895
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to Coucher du Soleil — French for "Sunset" — a magnificent gated waterfront estate styled after the grand French residences of New Orleans. Breathtaking views of Little Sarasota Bay, Siesta Key, and spectacular daily sunsets greet you from every room of this one-of-a-kind home. Impeccable craftsmanship is evident throughout, from the custom sapele mahogany front doors and hand-carved fireplace mantel to the handmade crown moldings and exotic sucupira hardwood floors. An elevator, exquisite lighting fixtures, exterior gas lanterns, and thoughtful hardware selections make this residence as functional as it is beautiful. The open-concept living and dining room flows seamlessly through numerous French doors onto an expansive covered balcony, also accessible from the guest suite and solarium. A custom library offers a tranquil retreat, while the entire top floor is dedicated to the primary suite, complete with a private office, morning kitchen, spacious dressing room, and private balcony with unsurpassed views. The carriage house provides an ideal in-law or guest suite with its own entrance, kitchen, bath, and balcony. Outdoors, enjoy the sprawling verandah overlooking the saltwater pool or head out on the water from your 50-foot composite dock with lift, electric, water, and sailboat access. Truly a one-of-a-kind Sarasota estate, do not miss this opportunity.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
4509 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$499,99932 Days on yellowkey MLS ID: A4693665
REDUCED by $10,001 (2.0%) on 06/15/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2190 Built: 1956 Tax: $4,158 (2025)Community: Flora VillaSingle Family
Taxes:$4,158
Elementary School: Wilkinson Elementary
Remarks: Unique and enchanting, this charming four-bedroom, two-bath split-plan home offers 2,190 square feet of character-filled living space. Vaulted ceilings with exposed wood beams, an ample-sized loft ideal for an office or guest space and a cozy wood-burning fireplace create a warm and inviting atmosphere. The thoughtfully designed layout and distinctive architectural details provide both comfort and versatility, ideal for everyday living and entertainment. The spacious primary suite features a large walk-in closet and added benefit of a newer separate air-conditioning unit (2023). The kitchen is well-appointed with granite countertops, wood cabinetry with over- and under-cabinet lighting and a convenient indoor laundry room nearby. The flexible fourth bedroom is positioned and generously sized to easily serve as a family room or dining area. Outside, enjoy a fully fenced backyard that feels like a private oasis, showcasing lush gardens in a peaceful, serene setting, ideal for attracting butterflies and native birds. Recent upgrades include a roof (2021), HVAC system (2019), water heater (2021) and PGT hurricane-rated windows and doors. Additional features include a putting green, a quiet dead-end street, a covered two-car carport with a breezeway, an outdoor storage shed, room for a pool and a large double driveway with plenty of space for RV or boat parking. Ideally located near downtown Sarasota’s fine dining and arts district, St. Armands Circle, UTC Mall, Interstate 75, Sarasota Memorial Hospital, parks, boat ramps, short distance to Riverview High School and Wilkinson Elementary School and the world-renowned Siesta Key and Lido beaches. This home offers a blend of charm, convenience and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Cindy Pierro (941-920-6818)
2079 SUN HOME ST #A-30, SARASOTA, FL 34231
$139,9004 Days on yellowkey MLS ID: A4696537
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 607 Built: 2008Monthly Fee: $215 Tax: $1,339 (2025)Community: Mobile EstatesSpa: NoManufactured Home
Taxes:$1,339
Middle School: Riverview Middle
Remarks: Virtually Staged. One or more photo(s) has been virtually staged. Tucked within the enclave of the 55+ Mobile Estates—this resident-owned cooperative residence invites you to claim your own slice of Florida paradise. This newer-construction, one-bedroom, one-bath retreat offers an open floor plan, dining area, and kitchen beneath brand-new laminate flooring throughout. Additional features include a brand-new refrigerator, a newer stove, and in-unit washer and dryer. The generously sized primary bedroom has been freshly painted. A large attached sunroom soaring with high ceilings—sunny, open, and wrapped in ultraviolet-blocking windows that temper the Florida glow. Recent enhancements abound: a brand-new porch and stairs, a generously proportioned carport, a high-capacity 2022 air-conditioning unit, a 2024 roof engineered to hush even the heartiest rainstorm, and a water softener system for everyday indulgence. Backing directly onto charming Gulf Gate Village, you are just steps from local restaurants, eclectic boutiques, and lively pubs. World famous Siesta Key Beach, known for its powdery white sand shores, is only 10 minutes away.
Listing Agent: Mark Quire (941-993-5706)
5649 WESTWIND LN, SARASOTA, FL 34231
$294,00034 Days on yellowkey MLS ID: A4693241
REDUCED by $5,000 (1.7%) on 06/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1169 Built: 1980Monthly Fee: $560 Tax: $2,641 (2025)Community: Villa GardensVilla
Taxes:$2,641
Remarks: Welcome to your hidden gem in the heart of Sarasota! This charming Westwind Lane home invites you in with a bright, open layout and tasteful updates that make it feel warm and move-in ready from day one. Step outside to your own private space—perfect for unwinding after a long day or hosting friends and family while enjoying the Florida lifestyle. Just minutes from Siesta Key and close to great shopping, dining, and daily conveniences, the location truly speaks for itself. It’s the kind of place you dream about when you think of living in Sarasota. Come see it for yourself—schedule your private showing today before it’s gone!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marina Paige (941-263-9545)
5627 ASHTON WAY #5627, SARASOTA, FL 34231
$339,00068 Days on yellowkey MLS ID: A4688691
REDUCED by $10,000 (2.9%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1995Monthly Fee: $315 Tax: $2,457 (2025)Community: Ashton Lakes 09Condo
Taxes:$2,457
Middle School: Booker Middle
Remarks: Location! Location! Location! Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Experience the unique fine quartz sand from the Appalachian Mountains. A tastefully decorated, elegant turnkey furnished 2-bedroom 2 bath, a screened lanai with lake view could be yours. Unit is on the 2nd floor of a 3-story building with a newly furbished elevator access or stairs. Updated kitchen and bathrooms. In 2018 newly installed hurricane impact windows, & lanai sliding doors, for a worry-free hurricane season! Unit is bright, airy and welcoming. Kitchen walls opened, making it bright and cheerful. Updated bathrooms. Relax on the lanai and let our wildlife entertain you. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts and 4 pickleball courts, 2 heated pools, large pool with lap lane, shuffleboard, clubhouse, grilling stations and other amenities. Close to I-75, rte.41, shopping, restaurants, hospitals, and schools. Our complex is also connected to Merchants Mart shopping center by a foot bridge. Shops include CVS, restaurants, ACE hardware, liquor store, Dollar store, beauty salon and the famous Detwiller's Farm Market. It's all there for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Disclosures, updates and improvements attached. Roof 2014. Air handler 2021.We welcome you with open arms to this well-kept secret... Items that do not convey are some framed artworks [ seller's creation] some objects d'art, and a swivel accent chair. This unit has almost everything you need from corkscrew to garlic press...just move -in with your suitcase of beach wear, casual wear and plenty of suntan lotion...
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
5697 ASHTON LAKE DR #6, SARASOTA, FL 34231
$236,000177 Days on yellowkey MLS ID: A4675578
REDUCED by $9,000 (3.7%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 848 Built: 1984Monthly Fee: $315 Tax: $3,029 (2024)Community: Ashton LakesSpa: NoCondo
Taxes:$3,029
Tax Year: 2024
Remarks: Location! Location! Location! Only 3.5 miles to the World Famous Siesta Key Beach, with its fine sugary quartz sand. This much sought after 2-bedroom 2 bath unit is on the ground floor, overlooking the vast expanse of a natural spring fed lake with very pleasant view. The screened lanai faces east. Unit is bright and airy. Unit was updated in 2012 with vinyl floors, kitchen cabinets, granite counter tops and updated bathrooms. Ashton Lakes is located on 33 acres of luscious greenery, 4 lakes, 2 heated pools, one with lap lane, 2 tennis courts with 2 pickle ball courts on each, shuffleboard, clubhouse and other amenities. Close to I-75, trte.41, hospitals, schools, restaurants and shopping. We are also connected to Merchant Mart shopping center with CVS, ACE hardware, restaurants, and the famous Detwiler Farm Market. Roof 2009. Come be a part of this friendly community....
2551 WILKINSON RD, SARASOTA, FL 34231
$399,9004 Days on yellowkey MLS ID: A4696791
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1469 Built: 1955 Tax: $3,559 (2025)Community: Forest HillsApartment
Taxes:$3,559
Remarks: Virtually Staged. A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded double lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!
Listing is courtesy of: BOUDRIE REAL ESTATE GROUP INC (941-730-5674)
Listing Agent: Rebekah Boudrie (941-730-5674)
$399,90031 Days on yellowkey MLS ID: A4691540
REDUCED by $35,100 (8.1%) on 06/03/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1469 Built: 1955 Tax: $3,559 (2025)Community: Forest HillsSingle Family
Remarks: A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded double lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!
4799 OAK FOREST DR W #43, SARASOTA, FL 34231
$305,000214 Days on yellowkey MLS ID: A4671738
INCREASED by $5,000 (1.7%) on 06/15/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1984 Tax: $3,333 (2025)Community: Oak Forest VillasSpa: NoSingle Family
Taxes:$3,333
Remarks: Virtually Staged. You will love Oak Forest with all the mature trees and grassy landscaped areas and its LOCATION! Just minutes to Siesta Key Beaches, Downtown shopping, restaurants, social events and theater. This community is impeccably maintained and modernized. Conveniently located directly across from the community pool and tennis courts, the entire interior of this end unit was just painted and all of the popcorn has been removed. The guest bathroom totally remodeled with a walk-in shower. New never been used stainless steel appliances: refrigerator, stove and dishwasher are included. Tile flooring throughout the villa with vinyl flooring for easy maintenance in the guest bedroom. Primary bedroom has brand new carpet and offers two walk-in custom designed closets for maximum efficiency. Primary bathroom designed with dual sinks and a walk-in shower with glass doors. The Primary Bedroom, Living Room and Kitchen have sliding glass doors to access the extended private lanai. This community is not an age restricted community, is pet friendly and offers tennis, pickleball, heated pool and clubhouse. Whether you are a snow bird or a full-time resident this property checks desired boxes for your new home. Association replaced the roofs about two years ago, painted all exteriors and installed paver driveways. AC was replaced in 2025. The Association remains diligent regarding their finances and are fully reserved. No CDD fees!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
5936 DRIFTWOOD AVE #16, SARASOTA, FL 34231
$239,00042 Days on yellowkey MLS ID: A4692206
4 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,387 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$2,387
Remarks: Ideally positioned just minutes from the world-renowned shores of Siesta Key, this beautifully updated, turnkey-furnished villa offers an exceptional opportunity to own a low-maintenance coastal retreat at an approachable price point. Nestled within the waterfront community of Baywood Colony, this residence combines the ease of condominium/villa living with the privacy of a single-family home, perfect for seasonal enjoyment or effortless year-round escapes. Inside, the thoughtfully upgraded interior features luxury vinyl flooring, updated impact windows, updated kitchen with Quartz counter-tops, and a newer HVAC system (2023), creating a comfortable and move-in-ready environment. The spacious layout extends to an air-conditioned lanai and a private courtyard, ideal for relaxing after a day at the beach or entertaining guests in your own secluded outdoor space. Residents enjoy access to a serene waterfront park along Sarasota Bay, where sunset views, fishing, and coastal breezes become part of your daily routine, along with a community pool, clubhouse, and fitness amenities. With HOA coverage that includes flood and hurricane insurance, lawn maintenance, and your cable and water bills, ownership is truly carefree. Located approximately 2 miles from Siesta Key Beach and close to dining, shopping, and cultural attractions, this property presents a rare chance to secure an affordable slice of the Sarasota lifestyle, whether as a personal getaway, seasonal residence, or income-producing investment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
2719 FORT WORTH ST, SARASOTA, FL 34231
$725,0003 Days on yellowkey MLS ID: A4696731
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. Nestled among swaying palms and tropical landscaping, this unique mid century pool home offers character, flexibility, and endless possibilities just minutes from world famous beaches, shopping, dining and entertainment. Featuring 4 bedrooms, 2.5 bathrooms, and over 2,000 square feet of living space, the home 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 stone countertops, stainless steel appliances and opens to comfortable gathering spaces 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 with a kitchenette, two bedrooms, 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), waiter heater (2026), upstairs A/C unit (2017), pool heater (2016), pool pump (2018), termite tenting and treatment (2020), and 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 Agent: Karen Reina Castaneda (413-459-7241)
8280 VARENNA DR, SARASOTA, FL 34231
$549,80059 Days on yellowkey MLS ID: A4690407
REDUCED by $15,200 (2.7%) on 05/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2014Monthly Fee: $701 Tax: $4,806 (2025)Community: Esplanade By Siesta KeySpa: NoSingle Family
Taxes:$4,806
Remarks: Beautifully maintained LAKEFRONT HOME with a fabulous lake view! With 1,639 square feet of living area, this thoughtfully designed residence features a private walkway to the front door. The front door has a sliding screen so you can enjoy the fresh Florida breeze. You enter this home and enjoy the very open great room accented by a high coffered ceiling. The design is the very popular Great Room open to the Kitchen floor plan. Separate Dining Room also features a high coffered ceiling accent. The kitchen is well-appointed with granite countertops, white cabinetry, stainless appliances, loads of kitchen cabinets and a pantry. The breakfast bar is ideal for casual dining or entertaining. There are two spacious bedrooms PLUS a den/office. Additional highlights include window blinds throughout, full patio slider vertical blinds, the den features a built-in home theater system with TV and surround sound and a Murphy bed for when extra guests visit! Enjoy the extended lanai accented by brick paver flooring and a beautiful lake vista! Lanai patio furniture, some great room furniture and bedroom furniture is included in the sale price. NEW hurricane rated windows plus the lanai has electric roll down hurricane protection. 2 car garage with storage shelves and pull down ladder with attic flooring for extra storage. This beautiful home is in close walking distance to the Clubhouse and resort pool. Esplanade by Siesta Key is a gated, amenity-rich community with an on-site manager, clubhouse with scheduled activities, resort-style pool and spa, fitness center, tennis and pickleball courts, dog park, and outdoor gathering areas overlooking the lake. IMPORTANT: The HOA Fee includes exterior landscaping care AND exterior building Maintenance, and the use of all the Club Facilities! Conveniently located near shopping, dining, and everyday conveniences, and just a short drive to Siesta Key Beach. Sarasota’s vibrant arts and cultural scene, along with nearby UTC Mall, provide endless options for entertainment and recreation.
Listing Agent: Dick Mclaughlin (941-954-5454)
1725 BAYWOOD DR, SARASOTA, FL 34231
$2,495,000133 Days on yellowkey MLS ID: A4680848
REDUCED by $100,000 (3.9%) on 06/15/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3612 Built: 1984 Tax: $20,152 (2025)Community: Bay View AcresSpa: YesSingle Family
Taxes:$20,152
Remarks: Welcome to 1725 Baywood Drive — an extraordinary waterfront estate ideally positioned just moments from open bay access in one of Sarasota’s most sought-after boating communities. Offered fully furnished, this exceptional residence delivers the ultimate blend of sophisticated coastal living and effortless luxury, allowing you to move in and immediately experience the Sarasota lifestyle at its finest. From the moment you arrive, lush tropical landscaping, a grand circular driveway, and elegant architectural presence create an unforgettable first impression. Inside, sun-drenched living spaces showcase timeless design, refined finishes, and an effortless flow ideal for both intimate living and upscale entertaining. Designed to maximize indoor-outdoor living, the home opens to a spectacular private waterfront oasis featuring panoramic water views, a resort-style pool and spa, expansive entertaining areas, and a fully equipped outdoor kitchen. Whether enjoying peaceful mornings by the water or hosting unforgettable sunset gatherings, every detail was thoughtfully crafted to embrace the beauty of Florida waterfront living. For boating enthusiasts, the private dock and 20,000-pound boat lift provide fast, direct access to Sarasota Bay and the Gulf of Mexico — making spontaneous days on the water effortless. Perfectly located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, and world-class dining, shopping, and entertainment, 1725 Baywood Drive offers a rare opportunity to own a true Sarasota waterfront retreat where luxury, privacy, and lifestyle come together seamlessly.
Listing Agent: Kelly Quigley (941-356-9954)
1625 IDLE LN, SARASOTA, FL 34231
$646,000237 Days on yellowkey MLS ID: A4668964
REDUCED by $3,000 (0.5%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1450 Built: 1960 Tax: $1,562 (2024)Community: NoneSingle Family
Taxes:$1,562
Remarks: Walk just one mile to the beach from this completely Renovated & Move-In Ready home with ample parking for your RV or boat! Land value is $525,000. Every inch of this charming home has been thoughtfully updated with brand new features and high-end finishes. From the plumbing and electrical systems to the appliances, cabinetry, bathrooms, tile flooring, windows, doors, trim, and landscaping—no detail was overlooked. The home also includes stylish furnishings and a beautifully appointed wet bar complete with a wine fridge, perfect for entertaining. The Florida/Sunroom offers flexible space and can easily be converted into a third bedroom to suit your needs. Situated on a quiet cul-de-sac with ample parking for additional vehicles, boats, or recreational toys, this property also boasts no HOA—giving you freedom and flexibility. The spacious yard provides plenty of room for outdoor enjoyment. Prime Location – West of the Trail? and Conveniently located just minutes from shopping, dining, and vibrant Downtown Sarasota, this home offers easy access to all the best of the area. Enjoy the beauty of coastal living with a short one-mile walk or bike ride to Crescent Beach and the world-renowned Siesta Key Beach, all without the congestion of island life. This home is turn key... bring your toothbrush and come enjoy all that Paradise has to offer! All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jessica Hoffman (941-400-5778)
4031 IOLA DR, SARASOTA, FL 34231
$282,5001 Day on yellowkey MLS ID: A4695471
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 952 Built: 1952 Tax: $2,546 (2025)Community: Dixie HeightsSingle Family
Taxes:$2,546
Remarks: ***This is the ONE!*** BEAUTIFUL UPDATED efficient house in GREAT CONDITION! NO HOA, no flood zone, absolutely no flood history, high elevation. New septic, drain field, and quality METAL ROOF (previous owners were roofers)! Super affordable utilities bills due to efficiency and zoning! Granite countertops, updated bathroom and kitchen, tile flooring make this home easy to maintain. Bring your boat, trailer, or RV: this cozy Florida home offers a quiet living in a well-established Sarasota neighborhood. The house is close to shopping areas, restaurants, hospitals, world-famous Siesta Key beach, downtown Marina, Selby Botanical Gardens, Suncoast Technical College, Riverview High School district with IB program. TAKE ACTION BEFORE IT IS GONE! *VA, FHA, and conventional financing are welcome, house easily passes inspection and is priced below appraised value. Please use standard FL contract type and up to 5 business days (or 7 calendar days) inspection period.
Listing Agent: Zulfiia Tursunova (941-228-6862)
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