Location: Sarasota
Do Not Show Listings
5515 ASHTON WAY #5515, SARASOTA, FL 34231
$250,00097 Days on yellowkey MLS ID: A4683535
REDUCED by $25,000 (9.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1993Monthly Fee: $315 Tax: $2,155 (2025)Community: Ashton Lakes 08Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,155
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Price Improvement!! Motivated sellers!! Bring Offers!! Location! Location! Location! Only 3.5 miles to the world-famous Siesta Key Beach. Experience the unique fine quartz sand from the Appalachian Mountains. Close to I-75, rte. 41, shopping, schools, hospitals and restaurants. This 2-bedroom 2 bath walk-up unit has high ceiling, attic space, bright and airy. Unfurnished. Assigned new carport and screened lanai with lake view. Relax on the lanai watching our flora & fauna. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts & 4 pickleball courts,2 heated pools, one large with lap lane, shuffleboard, clubhouse, grilling stations, and other amenities. Our complex is connected by a foot bridge to Merchants Mart shopping center. Shops include CVS, ace hardware, liquor, Dollar store and the famous Detwiller's farm market for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Roof 2020. See attachments for disclosures and updates. Welcome to Ashton Lakes...a well-kept secret location!!
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
1929 PAR PL, SARASOTA, FL 34240
$425,00034 Days on yellowkey MLS ID: A4690285
REDUCED by $14,000 (3.2%) on 06/03/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 1974 Tax: $3,599 (2025)Community: Sarasota Golf Club Colony 4Single Family
Taxes:$3,599
Elementary School: None
High School: None
Middle School: None
Remarks: Tucked away in the heart of Sarasota, this home offers the rare feeling of peaceful country living without giving up the convenience of being close to everything. Set on a spacious 1/3-acre lot with Old Florida mature landscaping, there’s room here to breathe, unwind, and truly feel at home. Inside, you’ll find over 2,000 square feet of thoughtfully designed living space, with a split-bedroom layout that gives everyone their own sense of privacy. The open floor plan flows naturally, making it easy to gather with family or host friends. A cozy den with a built-in desk and Murphy bed adds flexibility—perfect for a home office, guest space, or both. Step outside and it only gets better. The backyard is made for Florida living, featuring a spacious lanai and a generous 15ft x 32ft pool—ideal for laps, weekend fun, or simply relaxing in the sun. This home has also been well cared for with major updates already done for you, including a new roof (2025), hurricane impact windows, a 2023 AC system, and a hurricane-rated garage door. The oversized two-car garage offers plenty of extra storage for bikes, tools, or beach gear. All of this, just minutes from I-75, great local dining, and top-rated schools—giving you the perfect balance of privacy and accessibility.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
7233 MIDNIGHT PASS RD, SARASOTA, FL 34242
$5,250,000210 Days on yellowkey MLS ID: A4671054
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4250 Built: 2026Monthly Fee: $450 Tax: $23,073 (2024)Community: Sanderling ClubSpa: YesSingle Family
Taxes:$23,073
Tax Year: 2024
Remarks: Pre-Construction. To be built. Pre-Construction Waterfront Estate | The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5.5-bath waterfront estate in the exclusive Sanderling Club on Siesta Key. Set within a private, tropical oasis with direct access to the Intracoastal Waterway, this 4Bedroom/4.5 Bath home to-be-built residence by E/M Custom Homes offers refined craftsmanship, elegant coastal architecture, and a flexible multigenerational design in addition to the existing 2/1 ADU currently on the property that comes Turnkey Furnished to move in ASAP. Come live, boat, and park on property while you build your dream home. The main home to be built features 4 bedrooms and 4.5 baths, while a detached 3-car garage includes a stunning 2-bedroom, 1-bath guest suite with its own deck and water views. Plans are ready to build, or you may bring your own vision to this extraordinary property. Inside, soaring ceilings, open-concept living areas, and panoramic water views create a light-filled sanctuary. The chef’s kitchen boasts premium appliances, custom cabinetry, a large island, and quartz countertops—perfect for entertaining. Retreat to the luxurious primary suite with spa-inspired bath and private terrace overlooking the water. Outdoors, enjoy a resort-style pool and spa, lush landscaping, and private dock with boat lift—ideal for boating, paddleboarding, or sunset cocktails. Multiple covered lanais provide stunning views from every angle. Residents of The Sanderling Club enjoy gated security, tennis and pickleball courts, a historic beachfront clubhouse, and access to the pristine sands of Siesta Key Beach. Whether you seek a full-time residence, seasonal retreat, or investment opportunity, this exceptional waterfront haven offers unmatched privacy, luxury, and lifestyle. 28' Scout Center Console Boat also available for purchase. Land only with existing 3-car garage/2BR ADU also available for purchase. Reference MLS#A4660300
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kiki Bowers (941-718-3435)
3751 S SCHOOL AVE #11, SARASOTA, FL 34239
$145,000100 Days on yellowkey MLS ID: A4683405
1 Days Off yellowkey (back on 4/23/2026)
REDUCED by $4,900 (3.3%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972 Tax: $1,774 (2025)Community: Sunland AptsCondo
Taxes:$1,774
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Stunning and move-in ready, this beautifully renovated and fully furnished 2-bedroom, 2-bath condo offers effortless living in an exceptionally convenient central Sarasota location. Perfectly positioned in the heart of the city, you are just minutes from Downtown Sarasota, Sarasota Memorial Hospital, and a straight drive to Siesta Key’s world-famous beaches. Enjoy the rare combination of accessibility and everyday walkability, with popular dining, cafés, and entertainment only a short stroll away. Inside, the condo has been updated to the nines, showcasing a bright, naturally light interior and a complete 2023 renovation including a modern kitchen with quartz countertops and breakfast bar, fully renovated bathrooms, updated flooring throughout, impact (hurricane-rated) windows, and custom window treatments. Offered fully furnished and move-in ready, this residence is ideal for seasonal living, downsizing, or anyone seeking a low-maintenance Sarasota retreat. Ground-floor convenience, a quiet private setting, parking directly outside the unit, and the added benefit of not being located in a flood zone further enhance the appeal. The community pool and laundry facilities are just steps away, adding to the ease of everyday living. Located within a desirable 55+ community, this condo delivers comfort, simplicity, and exceptional lifestyle appeal. Spend your time enjoying Sarasota’s favorite attractions while living in the heart of the city — mornings on Siesta Key’s world-renowned beaches, afternoons exploring local markets and boutiques, and evenings spent dining at the area’s exceptional restaurants. The property can be rented after 1 year of ownership with 4 month lease minimums - no pets allowed. Schedule your tour today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
5940 DRIFTWOOD AVE #15, SARASOTA, FL 34231
$319,00030 Days on yellowkey MLS ID: A4692199
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,407 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$2,407
Elementary School: Phillippi Shores Elementary
Remarks: Experience the ease of coastal living just minutes from the world-renowned shores of Siesta Key with this inviting, free-standing villa, an ideal retreat for buyers seeking comfort, convenience, and value. Perfectly positioned in Sarasota's desirable 34231 corridor, this residence offers a rare opportunity to enjoy the beach lifestyle without the premium price typically associated with island living. Designed for relaxed, low-maintenance ownership, the villa features a spacious, open-concept layout with abundant natural light, neutral finishes, and easy-care ceramic tile flooring throughout. Recent updates include new HVAC in 2024, roof 2019, water heater and Impact windows in 2022. The well-appointed kitchen provides ample cabinetry and workspace, flowing seamlessly into the main living and dining areas, with functionally elegant built-ins with storage, and perfect for entertaining or hosting seasonal guests. Generous bedroom accommodations offer privacy and comfort, while updated baths enhance the home's move-in-ready appeal. A highlight of the property is the private outdoor living space, ideal for morning coffee, evening cocktails, or simply enjoying the coastal breezes. Residents also enjoy serene sunsets on Sarasota Bay, access to community amenities such as a pool, clubhouse, and beautifully maintained grounds, perfect for a lock-and-leave seasonal.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
3171 DICK WILSON DR, SARASOTA, FL 34240
$2,950,000116 Days on yellowkey MLS ID: A4681698
REDUCED by $50,000 (1.7%) on 05/22/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4382 Built: 1995Monthly Fee: $353 Tax: $9,199 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$9,199
Remarks: Welcome to one of the crown jewels of Laurel Oak Country Club, a stunningly renovated estate situated on an exceptionally private homesite personally selected by the community's original developer as his family residence. Golf membership is optional, but ownership of this extraordinary home places you at the front of the membership waiting list. Nestled on nearly one acre overlooking the Jones Course, this remarkable 5-bedroom residence offers breathtaking views of the golf course, formal English gardens, and a custom creek with waterfalls and pond. Thoughtfully updated with uncompromising attention to detail, the home seamlessly blends timeless elegance with modern luxury. Inside, you'll find real hickory wood flooring, two spacious primary suites, and a beautifully renovated chef's kitchen featuring Sub-Zero, Miele, BlueStar, and Thermador appliances, complemented by marble countertops and a large center island. The luxurious primary bath has been completely remodeled with dual vanities, dual water closets, and an oversized walk-in shower. The grounds are truly spectacular. A formal English garden showcases antique brick pathways, green walls, custom arbors, a fountain, and mature fruit trees including lemon, fig, and plum. Sellers further enhanced the property with a picturesque creek, three waterfalls, and a tranquil pond, all best enjoyed from the authentic clay paver patio. Additional fruit trees include lychee, grapefruit, navel orange, banana, and mango. This grand residence is loaded with upgrades and thoughtful features, including: • New main A/C (2025) plus additional systems replaced in 2022 and 2023 • Roof replaced in 2019 • Impact-rated doors, windows, and sliders throughout most of the home • Whole-house generator with 1,000-gallon underground fuel tank for hurricane preparedness • Whole-house water filtration system with UV sanitizer • UV Halo Ozonator integrated into the pool equipment • New attic insulation • New gutters, including custom copper gutters across the front elevation • New epoxy garage flooring • Heated and cooled craft/storage room in the garage • Renovated Butler's Pantry • Laundry room with pet shower and new plank flooring • Outdoor kitchen with newer grill, sink, and granite countertops • Brick flooring in the sunroom • Fireplace rebuilt with Taj Mahal marble surround and custom paneled feature wall • New designer chandeliers in the foyer and primary bath • Upgraded fixtures, fans, and lighting throughout, including Perrin & Rowe and Restoration Hardware selections • Pool safety fence • Extensive landscape lighting creating a magical nighttime setting • Private second-floor balcony with custom sunshade The home's unique positioning provides unmatched privacy, while winding walkways invite you to explore this lush, park-like paradise. This is more than a home—it's a private retreat, thoughtfully curated and meticulously maintained, where no expense was spared. Experience the perfect combination of luxury, comfort, beauty, and peace of mind in one of Laurel Oak's most exceptional properties. King bed in primary suite does not convey.
Listing is courtesy of: ESLINGER REALTY INC (941-915-9961)
Listing Agent: Aya Sewell (941-223-0354)
4591 MOHICAN TRL #137, SARASOTA, FL 34233
$185,00075 Days on yellowkey MLS ID: A4686959
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1146 Built: 1973 Tax: $1,415 (2025)Community: Lake TippecanoeCondo
Taxes:$1,415
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Unwind on your private covered lanai, where tranquil lake views stretch out before you—calm, glassy waters reflecting the sky and surrounding greenery, creating a peaceful backdrop that feels like your own personal retreat. Whether you’re enjoying a quiet morning coffee as the sun rises over the water or relaxing in the evening with gentle breezes drifting across the lake, this outdoor space invites you to slow down and savor the moment. Inside, the thoughtfully designed open floor plan seamlessly connects the living spaces, ensuring those beautiful water views remain the focal point from the main living area as well as the spacious primary suite. Natural light fills the home, enhancing the airy, relaxed feel throughout. A split-bedroom layout offers privacy for guests, with a well-positioned second bedroom and bath tucked away from the primary suite. Located in the peaceful 55+ community of Lake Tippecanoe, this charming villa offers not just a home, but a lifestyle. Residents enjoy a picturesque lakeside pool, shuffleboard courts, and an inviting clubhouse perfect for social gatherings and connecting with neighbors. Ideally situated just minutes from the world-renowned Siesta Key Beach and the vibrant culture, dining, and shopping of downtown Sarasota—approximately 7 miles away—this property is perfectly suited as a full-time residence or a seasonal retreat. With covered parking conveniently located just outside your front door, every detail has been considered for easy, comfortable living in a serene setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Beverly St Hilaire (818-416-2505)
6233 ROCKEFELLER AVE, SARASOTA, FL 34231
$489,0001 Day on yellowkey MLS ID: A4695266
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1334 Built: 1973 Tax: $4,869 (2025)Community: Shadow LakesSingle Family
Taxes:$4,869
Remarks: Your Private Sarasota Sanctuary Awaits! Tucked away in a quiet neighborhood, this beautifully updated 2-bedroom, 2-bathroom pool home perfectly blends serene seclusion with an unbeatable coastal lifestyle. Step inside to a sun-drenched, open-concept floor plan defined by elegant tile flooring, completely updated kitchen including solid surface countertops, Updated cabinetry and stainless steel appliances. Beyond the kitchen, awaits a flexible bonus sunroom that opens to the outdoors through elegant French doors. The beautifully upgraded main bathroom features a spa-like double-sink vanity. Outside, the impressive lot serves as your personal tropical oasis, boasting a sparkling screened in swimming pool, alongside a sprawling open-air brick terrace bordered by a secure privacy fence, mature palms, and soaring bamboo. Complete with a durable metal roof and spectacular curb appeal, this move-in-ready retreat sits just minutes away from the vibrant dining and shopping of Gulf Gate and the world-famous quartz sands of Siesta Key beach. Schedule your tour today!
3360 RAMBLEWOOD DR S #8, SARASOTA, FL 34237
$174,90016 Days on yellowkey MLS ID: A4693442
REDUCED by $5,000 (2.8%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1003 Built: 1974Monthly Fee: $605 Tax: $631 (2025)Community: Ramblewood AcresCondo
Taxes:$631
Elementary School: Tuttle Elementary
High School: Booker High
Remarks: Price Reduction & Seller Now Offering 6 Months of HOA Fees Paid Upfront!!! Welcome to this clean and cozy 2-bedroom, 2-bath detached villa that combines the privacy and charm of a single-family home with the ease of maintenance-free villa living. Nestled in the desirable southeast corner of Ramblewood Acres, this home features its own garden area and backyard retreat—perfect for relaxing, entertaining, or creating your own tropical oasis. Move-in ready as-is, or use it as a blank canvas for a full renovation to suit today’s modern style and finishes. Residents of Ramblewood Acres enjoy an exceptional lifestyle with amenities for all ages, including: 3 swimming pools, tennis courts, playground and clubhouse with fitness facilities. Prime Location, just minutes from Downtown Sarasota, St. Armands Circle, Lido Beach, and Sarasota Bradenton International Airport, this community offers the perfect combination of comfort, recreation, and convenience. Some photos are Virtually Staged in order for you to see the home's full potential.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Kimberly B. Wolf (941-302-0034)
1576 FAWNWOOD CIR, SARASOTA, FL 34232
$369,999295 Days on yellowkey MLS ID: N6140061
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1391 Built: 1990Monthly Fee: $45 Tax: $3,771 (2024)Community: Deer HollowSpa: NoSingle Family
Taxes:$3,771
Elementary School: Gocio Elementary
Remarks: Only Home for sale in this highly sought after Neighborhood! Vaulted Ceilings up to 12 feet by front door. Complete with Radiant Barrier in attic for additional savings on cooling, new AC is still under warrantee. 3 possibly 4 BEDROOM residence Extremely Viable rental portion could converted with a yet to be converted private entrance Extravagance can be reasonably priced in this tranquil neighborhood. Beautifully updated Deer Hollow Unit 4C home situated on a secluded Family oriented Circle with only limited traffic yet is minutes away from I75, Boasting 3 or possibly 4 bedrooms and 2 baths, this 1990-built residence features an oversized two car garage, a newer roof (2018), and pristine interiors perfect for entertaining. The sun-drenched wide open kitchen dazzles with unique custom epoxy countertops, ample storage in its cabinets and pantry, while the elegant and spacious master suite Over 15 feet in diameter, offers a luxurious escape with your own en suite bathroom, featuring glass-door shower and dual sinks. Imagine morning coffee on the well-manicured lawn, framed by a gorgeous landscaped path, or unwinding in the fenced backyard with a cozy firepit to enjoy with friends. Just steps from the front door, the community tot lot beckons for family fun, while nearby University Town Center Mall, Benderson Park’s boat races, and Siesta Key’s sandy shores await. With art museums, golf, and adventure courses at your fingertips, this is the family home you’ve been dreaming of. Visit today and schedule a showing! I've verified FHA FINANCING IS ASSUMABLE consult with your mortgage professional for details.
Listing is courtesy of: AGGRESSIVE REAL ESTATE (941-468-3605)
Listing Agent: Brennan Mccarthy (941-468-3605)
2728 PROSPECT ST, SARASOTA, FL 34239
$270,000179 Days on yellowkey MLS ID: TB8454320
0 Days Off yellowkey (back on 1/16/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1032 Built: 1957 Tax: $1,217 (2025)Community: Brunks Add To City Of SarasotaSingle Family
Taxes:$1,217
Remarks: Hard-to-find single-family opportunity in one of the fastest appreciating corners of Arlington Park. The seller’s surprise relocation offers you the rare chance to secure this block construction single-family home with value-add potential and short-term weekly rentals allowed, well below market value - a true gem for investors, flippers, or savvy owner-occupants looking for upside and flexibility. Light TLC may be required, but little to no major issues. So what makes this one so special? 1) Solid Block construction with great bones, ready for your finishing touches. 2) 2 beds / 1.5 baths, plus a rear enclosed lanai previously used as an office, offering easy potential to convert into a spacious 3rd bedroom or master suite. 3) Private, fenced-in backyard with a storage shed and plenty of room, perfect for entertaining, pets, and enjoying peaceful Florida evenings. 4) Zoned within Sarasota city limits, allowing weekly short-term rentals. 5) Fantastic location, just 3 blocks from Arlington Recreational Park, featuring an Olympic-sized pool, tennis courts, pickleball, outdoor gym, basketball courts, and one of the area’s most popular dog parks. 6) Minutes to the arts, culture, shopping, and entertainment of downtown Sarasota, 1 mile from Sarasota High School, 1.2 miles from Sarasota Memorial Hospital, and just 15 minutes from the gorgeous white sands of Siesta Key Beach. Light TLC needed. Rear portion of roof has a leak. Seller-obtained estimate for roof-replacement available. Overall, this property offers flexibility and value in today’s market. Whether you’re seeking your next flip, long-term rental, or a well-located vacation home near the beach, this one’s got the bones, unmatched location, and zoning to make it happen. Easy to show. No HOA/CDD. Feel free to soft pitch before writing anything up. Disclosures and MLS info sheet available. No assignable contracts accepted.
Listing is courtesy of: RICHARD PETERS REALTY LLC (352-448-9712)
Listing Agent: Alexander Izikson (781-996-9676)
5201 STEVENS DR, SARASOTA, FL 34234
$615,000117 Days on yellowkey MLS ID: A4681358
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2016 Built: 1958 Tax: $2,494 (2025)Community: Indian Beach EstatesSpa: NoSingle Family
Taxes:$2,494
Elementary School: Emma E. Booker Elementary
Remarks: ENJOY THE BEST OF FLORIDA LIVING in this beautifully maintained mid-century modern home. Featuring 4 bedrooms, 2 1/2 bathrooms, an extended 1 car garage and over 2000 square feet of thoughtfully designed living space. This open floor plan offers a desirable split floor plan with two en-suite bedrooms, an updated kitchen, and large family room perfect for everyday living or entertaining. For additional peace of mind there is a NEW ROOF and IMPACT WINDOWS. Step outside on your lanai where you can create your outdoor oasis or enjoy the views of the oversized backyard. Located in Sapphire Shores, this home is minutes to University Town Center, SRQ airport, Ringling Museum, Downtown Sarasota, St. Armand’s Circle, Lido Beach and offers two bay front parks providing access for water activities and views. A perfect blend of comfort, space and location – this home truly delivers a lifestyle like no other.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
6201-6205 DRAW LN, SARASOTA, FL 34238
$549,900113 Days on yellowkey MLS ID: N6142825
REDUCED by $25,100 (4.4%) on 06/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 1987 Tax: $5,695 (2025)Community: Sunrise VillageSpa: NoHalf Duplex
Taxes:$5,695
Remarks: Come see this rare investment opportunity to own a duplex in one of Sarasota's most desirable locations and in a NON-FLOOD ZONE. This property features 2 Units, each with 2 bedrooms and 2 baths. Both units have been renovated. This duplex is strategically located close to I-75, just 8.7 miles from the world- famous Siesta Key Beach, and near numerous shopping and dining options. What also makes this location prime is that it's located right outside of the highly desirable Sunrise Community but yet with no HOA and close to A-rated schools, making it a fantastic spot for families. Both units have tenants in place at the moment on a month-by-month lease. A great opportunity for an investment in an unbeatable location.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Max Pereira (978-424-6530)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,00090 Days on yellowkey MLS ID: A4684899
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3564 Built: 2026 Tax: $10,197 (2025)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$10,197
Remarks: Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style. Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.
Listing Agent: Steven Moore (401-767-7180)
2717 RIVERBLUFF PL #V49, SARASOTA, FL 34231
$270,000104 Days on yellowkey MLS ID: A4681632
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1480 Built: 1971Monthly Fee: $725 Tax: $2,787 (2025)Community: Strathmore Riverside IVilla
Taxes:$2,787
Remarks: Mrs. Clean Lives Here! Absolutely Charming 2 bed/2bath end-unit Villa! Stunning kitchen that gently flows into dining room area Thw Dining room area opens into large living room with another large family room area creating LOTS of living space A bonus room with the ability to make this your own game room, office space, or just your own oasis! Crown molding in living and dining room with gorgeous wood flooring. Separate storage and laundry room for your convenience Plenty of Guest parking and carport near your front door. This lovely community has a Clubhouse, community pool, fitness, activity calendars, and a Marina ( annual fee is approximatley $1344- annually ). Close to fabulous restaurnants and shops, Detweilers Famers Market and the South bridge to world famous Siesta Key! Freshly Painted within this last year! Active Community with clubhouse facility, community Pool and marina (CHECK)! This is a stunning villa with an exceptional location, just minutes to Siesta Key, shopping and fine dining! If you are looking to live the Sarasota lifestyle come checkjk on this breathtaking villa TODAY!!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
1473 LANDINGS CIR #44, SARASOTA, FL 34231
$448,888287 Days on yellowkey MLS ID: A4662144
REDUCED by $20,000 (4.3%) on 05/13/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2040 Built: 1981 Tax: $6,233 (2024)Community: Landings TreehouseCondo
Taxes:$6,233
Remarks: Welcome to The Landings Treehouse, one of Sarasota’s most sought-after gated communities. This spacious 3-bedroom, 2.5-bath residence offers over 2,000 sq. ft. of living space with a thoughtfully designed open floor plan that balances comfort and style. The main level features a bright living and dining area with soaring ceilings, skylights, a cozy fireplace, and access to a private lanai surrounded by lush tropical landscaping. The updated kitchen boasts granite counters, a center island, breakfast bar, solid wood cabinetry, and stainless-steel appliances—perfect for both everyday living and entertaining. Upstairs, the primary suite offers a walk-in closet, high ceilings, and a spa-inspired bathroom with skylights that fill the space with natural light. Two additional bedrooms provide plenty of room for guests, one with its own en suite bath. Throughout the home, you’ll find luxury vinyl and tile flooring, designer finishes, and built-in features that enhance functionality. Set among mature trees and serene nature, The Landings Treehouse community is known for its exclusive amenities, including a heated community pool, tennis courts, walking trails, and private access to the Intracoastal Waterway through the Landings Racquet Club (membership optional). This desirable location places you just minutes from Siesta Key Beach, Downtown Sarasota, St. Armands Circle, and a variety of shopping, dining, and cultural attractions. With its generous floor plan, resort-style amenities, and unbeatable location, this home is the perfect opportunity to enjoy the relaxed yet vibrant Sarasota lifestyle. The quarterly fee includes flood insurance, roof, outdoor maintenance and landscaping, gutter cleaning, pest control, Treehouse community pool, kayak launch, cable, internet. No additional assessments.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Michel (941-702-3889)
6909 9TH CT E, SARASOTA, FL 34243
$350,00018 Days on yellowkey MLS ID: A4693857
0 Days Off yellowkey (back on 6/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 1989Monthly Fee: $48 Tax: $5,188 (2025)Community: Sarabay WoodsSingle Family
Taxes:$5,188
Remarks: Under contract-accepting backup offers. Opportunity awaits in SaraBay Woods at Whitfield Estates! Located on a quiet cul-de-sac, this 3-bedroom, 2-bath pool home offers approximately 1,700 sq. ft. of living space and endless potential for investors, flippers, or buyers ready to create their dream home. Featuring vaulted ceilings, a fireplace, a spacious layout, and a fully fenced backyard with a pool, this property is the perfect blank canvas for a complete transformation. With great bones and an ideal floor plan, the possibilities are endless to reimagine this home into something truly spectacular. Tucked away in an established community, yet just minutes from downtown Sarasota, IMG Academy, SRQ Airport, St. Armands Circle, UTC shopping and dining, and our world-famous Gulf Coast beaches, the location simply can’t be beat. Enjoy the perks of a voluntary neighborhood association with no mandatory fees. For just $30/year for access to a culinary membership at SaraBay Country Club. Boaters will love being close proximity from SaraBay Marina, offering boat slips and dry dock storage. Whether you’re dreaming of a Florida beach house, a rental investment, or a full-time residence, this home is your blank canvas in one of the area’s most sought-after communities. Bring your vision and creativity, this is your chance to unlock the full potential of a home in one of Sarasota’s most convenient locations!
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
6140 MIDNIGHT PASS RD #603, SARASOTA, FL 34242
$1,199,00061 Days on yellowkey MLS ID: A4688546
REDUCED by $26,000 (2.1%) on 05/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967 Tax: $11,779 (2025)Community: Horizons WestCondo
Taxes:$11,779
Remarks: Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
6140 MIDNIGHT PASS RD #101, SARASOTA, FL 34242
$875,000109 Days on yellowkey MLS ID: A4682618
REDUCED by $24,998 (2.8%) on 04/15/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1041 Built: 1967 Tax: $8,899 (2025)Community: Horizons WestCondo
Taxes:$8,899
Remarks: Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 ½ feet. The west facing wall of oversized 6-foot-high impact windows frame breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Perched above the lobby and mezzanine, use the elevator to enter this bright and cheerful end-unit with west and south facing windows in the living room. Enjoy an open, airy floor plan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. The generously sized bedroom has south and east facing windows and an en-suite bathroom with a beautifully tiled walk-in shower. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. This unit comes with private carport storage for all your beach toys. Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked the #1 Beach in the USA and #4 in the world—your piece of paradise awaits!
6140 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$1,895,00056 Days on yellowkey MLS ID: A4688820
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1967 Tax: $16,236 (2025)Community: Horizons WestCondo
Taxes:$16,236
Remarks: Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.
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