Location: Sarasota , 34239
Do Not Show Listings
2163 WALDEMERE ST, SARASOTA, FL 34239
$2,290,000245 Days on yellowkey MLS ID: A4669073
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3334 Built: 2024 Tax: $4,371 (2023)Community: Loma Linda Park ResubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,371
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Experience modern Sarasota living at its finest in this stunning five-bedroom, five-and-a-half-bath residence located in the heart of Arlington Park. Designed for style and comfort, this exceptional home offers a bright, open floor plan and a seamless indoor-outdoor lifestyle just minutes from Siesta Key, downtown Sarasota, and St. Armands Circle. The gourmet kitchen serves as the centerpiece of the home with a spacious island, premium appliances, and contemporary finishes ideal for both daily living and entertaining. The adjoining living and dining areas feature clean lines and abundant natural light, creating an inviting flow throughout the main level. Each bedroom suite provides generous space and privacy, including four king suites and a flexible fifth suite with a queen and twin bunk—perfect for guests or multi-generational living. Designer bathrooms with custom tilework and upscale fixtures deliver a spa-inspired experience. The outdoor spaces elevate the property even further with a heated pool and spa, summer kitchen, fireplace, and putting green. A rooftop deck expands the living area with panoramic views and room for sunset gatherings. Additional highlights include a game room, multiple patios, and ample parking. Set within one of Sarasota’s most convenient neighborhoods, this home combines luxury design, entertainment amenities, and proximity to everything the Gulf Coast has to offer—an ideal choice for a full-time residence, vacation escape, or investment opportunity.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
2572 JEFFERSON CIR, SARASOTA, FL 34239
$749,00039 Days on yellowkey MLS ID: A4693524
REDUCED by $26,000 (3.4%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1434 Built: 1972 Tax: $6,795 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,795
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: This TURN-KEY sought-after CITY LIMITS gem is situated on a large 0.22 acre lot with an oversized 1 stall garage! Step inside this beach inspired, open concept beauty that is filled with natural Southern exposed light. Luxury vinyl flooring flows throughout, while the well-appointed kitchen features quartz countertops and stainless steel appliances, perfect for both everyday living and entertaining. The French doors invite you to a private fenced backyard retreat that boasts a new heated sun-shelf pool with an expansive paver deck to lounge. Recent updates provide you with peace of mind! Accordion shutters and a new electrical service have been installed. No cast iron here! Plumbing and supply lines have been replaced! Weekly rentals are allowed so don't miss this TURN-KEY opportunity within the City Limits! This home serves as the prime gateway to a vibrant, active lifestyle with a wide array of local amenities right at your fingertips! Arlington Park's walking trails, basketball, tennis, outdoor fitness stations, and the aquatic center are all within half a mile! The beaches, downtown, arts, dining scene and highly rated schools are only minutes away – all within one of the most desirable City limit’s neighborhoods, and no HOA fees!!!
Listing Agent: Kari Klein (941-961-7419)
1800 WEBBER ST, SARASOTA, FL 34239
$4,790,00043 Days on yellowkey MLS ID: A4693157
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3262 Built: 2025 Tax: $12,950 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$12,950
Remarks: Nestled in the heart of West of the Trail, this luxury single-story estate represents the pinnacle of modern living. Encompassing 3,262 square feet, the home features 4 bedrooms, 4 full bathrooms, and 2 half baths, all thoughtfully designed for both comfort and functionality. Set on an expansive 15,930-square-foot lot, the residence offers tranquility just moments from the shops and dining of Southside Village. Enjoy the convenience of a circular driveway with a custom paver design and garage space for three cars. With striking architecture, impeccable craftsmanship, and beautiful, thoughtfully curated finishings—showcasing detailed trim work and refined design throughout—this residence delivers sophistication and all-inclusive resort-style living in one of the area’s most desirable locations. Inside, soaring 18-foot vaulted ceilings and custom tray ceilings enhance the open-concept layout, while 12-foot full pocket sliders seamlessly connect indoor and outdoor living spaces. The living room is anchored by a sleek fireplace, creating a warm yet modern focal point. The chef’s kitchen is equipped with professional-grade gas appliances, a waterfall-edge quartz island, custom cabinetry, and an expansive butler’s pantry for effortless entertaining. A glass-enclosed wine display and tray ceiling details add dramatic appeal. The primary suite features 14-foot ceilings and a spa-inspired bath with a freestanding soaking tub, dual vanities, and a luxurious walk-in shower. All bedrooms include custom California Closets. A designated large office, spacious laundry room, and private gym complete the interior amenities. The home also has a full security system installed. Outdoors, the resort-style backyard showcases a heated saltwater pool and hot tub spa with elegant water features. The back patio, finished with a Brazilian hardwood ceiling, is enhanced with remote-controlled mosquito blinds with sun protection for year-round comfort, as well as a full sound system that can be app controlled. A fully equipped outdoor kitchen, fire pit, and outdoor SunBrite TV create the ultimate entertaining space, while a private putt-putt golf course adds a one-of-a-kind touch to this exceptional property. Please let us know how we can help and give us a call to set up a tour of this beautiful home. Thank you.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
2156 ORCHID ST, SARASOTA, FL 34239
$899,000300 Days on yellowkey MLS ID: A4663262
REDUCED by $51,000 (5.4%) on 05/26/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1850 Built: 2024 Tax: $3,119 (2024)Community: South GateSpa: YesSingle Family
Taxes:$3,119
Tax Year: 2024
Remarks: If you’re looking for a true “wow” factor, this stunning new-construction residence delivers. This custom-designed home combines luxury finishes with thoughtful functionality. Step inside to soaring 16-foot ceilings and dramatic exposed beams in the great room, creating an impressive sense of space. The chef’s kitchen is the centerpiece, featuring a striking brown agate back-lit island, granite countertops, modern cabinetry with pullouts and utensil organizers, an eight-burner professional range with bread and baking oven, custom vent hood, and upscale appliances—perfect for entertaining. Throughout the home, you’ll find large-format tile floors, custom window treatments, and the option to purchase designer furnishings. Offering 3 spacious bedrooms and 2.5 baths, this residence blends style and comfort seamlessly. Outdoor living is just as impressive, with a brand-new modern pool and pool cage (completed August 2024), a Jacuzzi brand hot tub, and a private outdoor shower with hot and cold water. The property is professionally landscaped, freshly painted inside and out (August 2025), and boasts impact windows and doors, ensuring safety, efficiency, and some of the lowest homeowners insurance rates available. Additional highlights include a tankless gas water heater, gas and electric dryer connections, and no flood zone location. Situated on one of Sarasota’s highly coveted “Flower Streets,” this property offers rare flexibility: the City of Sarasota permits 7-night minimum rentals, and the home is not subject to Southgate deed restrictions. Just 1 mile south of Sarasota’s luxury waterfront downtown, and less than 3 miles to the world-famous Siesta Key Beach, the home is also walkable to Conner’s Steakhouse, Baker & Wife, shopping, dining, banks, and groceries—all tucked away on a quiet dead-end street.
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$425,000151 Days on yellowkey MLS ID: A4679367
REDUCED by $55,000 (11.5%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Elementary School: Wilkinson Elementary
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
3512 CAMINO REAL, SARASOTA, FL 34239
$2,650,000228 Days on yellowkey MLS ID: A4671290
REDUCED by $95,000 (3.5%) on 04/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3810 Built: 2025 Tax: $6,583 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$6,583
Remarks: 3512 Camino Real represents a rare opportunity to acquire a newly constructed luxury residence strategically positioned for high-performing short-term rental income in one of Sarasota’s most supply-constrained residential corridors. Located inside the City of Sarasota and approximately 10 minutes to Siesta Key Beach, Siesta Key Village, and Downtown Sarasota, this property is purpose-built to operate under a weekly rental model that aligns with current city regulations while attracting higher-quality, longer-stay guests. Unlike many coastal investment properties that rely on nightly rental volatility or regulatory gray areas, this home offers a compliant, predictable income profile paired with strong long-term appreciation fundamentals. Completed in 2025 by award-winning Heritage Builders, the British West Indies–inspired residence spans 3,810 square feet on an oversized .27-acre corner double lot, offering 5 bedrooms, 4.5 bathrooms, a dedicated office, a game room, and a 3-car garage. The layout comfortably sleeps up to 12 guests, supporting premium weekly rates and strong demand across multiple seasons. The home’s interior and exterior amenities are intentionally aligned with today’s luxury short-term rental market: a private heated resort-style pool and spa, expansive covered lanai with outdoor kitchen, open-concept living areas, high ceilings, impact-rated windows, concrete block construction, and elevated hurricane standards. These features enhance guest experience while also reducing operational risk, insurance exposure, and long-term maintenance costs—key considerations for investor underwriting. From an operational standpoint, a weekly rental strategy delivers meaningful advantages: fewer guest turnovers, lower housekeeping and wear-and-tear costs, improved booking stability, and reduced party risk. The surrounding Granada neighborhood further strengthens the investment thesis, offering oak-lined sidewalks, walkable parks, proximity to boating access, Southside Village dining, and Downtown Sarasota’s cultural and marina district—all while remaining above the flood zone, a critical differentiator for long-term ownership and asset resilience. Beyond income potential, 3512 Camino Real offers multiple exit strategies. Its new-construction pedigree, desirable residential setting, and luxury finish level support future resale to primary residents, second-home buyers, or continued investor ownership. Limited supply of large, newly built homes with pools inside Sarasota city limits underpins long-term value appreciation and broad buyer appeal across market cycles. A comprehensive Short-Term Rental Investor Report, including projected revenue, operating assumptions, conservative and upside scenarios, and long-term investment analysis, is available upon request and is attached in the MLS for qualified buyers.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
1525 MALLARD LN, SARASOTA, FL 34239
$8,250,00040 Days on yellowkey MLS ID: A4692537
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 5664 Built: 2021 Tax: $67,285 (2025)Community: Paradise ShoresSpa: YesSingle Family
Taxes:$67,285
Remarks: A true masterpiece of modern coastal design, this custom-built 2021 waterfront estate is a stunning showcase of luxury, craftsmanship, and breathtaking views. Nestled in the highly coveted West of Trail Paradise Shores community, this 5,664 sq. ft. architectural beauty offers five bedrooms, five and a half baths, and state-of-the-art amenities designed for the discerning buyer. Step through the custom 10-foot decorative glass entry doors, and you’re welcomed by an ambiance of refined elegance. The home’s open-concept design is accentuated by vaulted ceiling details, a showcase electric fireplace, and a multitude of custom built-ins. Hardwood flooring flows throughout the first floor and continues onto the upstairs balcony and bonus room, creating a warm yet sophisticated atmosphere. A Control4 automation system provides whole-home automation, allowing effortless control of lighting, sound, and security. At the heart of the home, the chef’s kitchen boasts top-tier Wolf and Sub-Zero appliances, including a 36” Wolf cooktop, built-in ovens, a Sub-Zero refrigerator/freezer, wine cooler, and walk-in pantry, ensuring every culinary experience is extraordinary. The built-in dining buffet/bar adds an element of effortless entertaining. The main floor primary suite is a private retreat featuring dual vanities, an oversized walk-in shower, a soaking tub, two custom-designed walk-in closets, and stunning custom ceiling details. A private en-suite guest quarter located on the first floor, offers a den and an exclusive balcony, making it a perfect sanctuary for visitors. Upstairs, three beautiful and spacious en-suite bedrooms offer privacy and comfort, while a bonus movie room provides the ultimate entertainment escape, complete with a dry bar for added convenience. Designed for seamless indoor-outdoor living, the 1,000 sq. ft. raised outdoor area is nothing short of spectacular, with the pool and spa elevated to the main living level which is at 14 feet. Lounge in the resort-style pool and spa, gather around the double-sided fireplace topped with two televisions, or enjoy dining in the fully equipped outdoor kitchen, complete with a Sub-Zero refrigerator, ice maker, and Wolf natural gas grill with side burner. Remote-controlled retractable screens offer sun/shade versatility for a comfortable outdoor retreat year-round, while the fire bowls and lush landscaping create an enchanting ambiance. For boating enthusiasts, this estate boasts 123 feet of seawall and water frontage, a private dock, a 20,000 lb boat lift, and two jet ski lifts, offering direct access to the Gulf of Mexico – no bridges, just open water. Engineered for both beauty and resilience, the home sits at an elevation of 14 feet, with PGT high impact security windows and doors, spray foam insulation, a concrete tile roof, and a whole-house Kohler generator. An elevator services all three levels, leading to the sky deck, where panoramic views of Sarasota Bay and downtown create an remarkable backdrop. The 6 plus car garage with epoxy flooring provides ample space for a car collection and additional storage. Located just a short walk to Southside Village, you’ll enjoy some of Sarasota’s finest dining and boutique shopping, including Morton’s, Libby’s, and Veronica’s. With downtown Sarasota and Siesta Beach just a quick drive away, this home offers the ultimate combination of luxury, lifestyle, and location. Experience unparalleled waterfront living—schedule your private showing today.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
2313 LOMA LINDA ST, SARASOTA, FL 34239
$499,000223 Days on yellowkey MLS ID: A4671821
5 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1606 Built: 1952 Tax: $3,139 (2024)Community: Loma Linda ParkSingle Family
Taxes:$3,139
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Welcome to your Sarasota sanctuary—where timeless character meets modern comfort in one of the city’s most desirable locations. Nestled just off Bahia Vista and minutes from downtown, this beautifully maintained 3-bedroom, 2-bath home offers an open-concept design and a relaxed coastal feel that perfectly captures the Sarasota lifestyle. From the moment you arrive, you’ll appreciate the inviting curb appeal and fully fenced backyard complete with multiple seating areas—ideal for entertaining or enjoying quiet evenings outdoors. Step inside to discover a bright, spacious living area featuring beautiful tile floors, a cozy fireplace, and a skylight that fills the home with natural light. The updated kitchen showcases stylish finishes, wood cabinetry, and modern appliances that make everyday cooking a pleasure. The open layout flows seamlessly into the dining and living spaces, creating an easy, welcoming vibe. Each bedroom is generously sized, with the primary suite offering a walk-in closet and private ensuite bathroom for ultimate comfort. This home’s location is truly unbeatable—walking distance to Sarasota Memorial Hospital, Arlington Park, and Bahia Vista, and just minutes to downtown Sarasota’s dining, arts, and shopping scene. Families will love being within the A-rated school district, including Alta Vista Elementary, Brookside Middle, and Sarasota High. With a combination of classic charm, thoughtful updates, and an outstanding central location, this home delivers the best of Sarasota living—whether as a primary residence, seasonal escape, or investment opportunity. Schedule your private showing today and experience the perfect blend of character, comfort, and convenience in the heart of Sarasota.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jack Medford (856-275-7704)
3625 JACINTO CT, SARASOTA, FL 34239
$590,000103 Days on yellowkey MLS ID: A4686033
REDUCED by $10,000 (1.7%) on 05/09/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1957 Tax: $707 (2025)Community: GranadaSingle Family
Taxes:$707
Remarks: A rare West-of-Trail opportunity for the right cash buyer. 3625 Jacinto Court sits on a quiet residential street in one of Sarasota's most sought-after mainland neighborhoods, where new construction and luxury homes continue to reshape the streetscape. The existing single-family home features an open-concept floor plan with exposed beam ceilings, Saltillo tile flooring, all new windows, multiple living areas, and a kitchen with stainless appliances and a breakfast peninsula. French doors open to a private side patio surrounded by mature landscaping, and a separate primary bedroom offers privacy from the main living space. The home is livable as-is for the buyer who appreciates character and wants to renovate over time, or it can serve as a holding asset on a prime West-of-Trail lot while plans take shape for a future custom build. The location is the headline. Tucked between Sarasota Bay and Tamiami Trail, the neighborhood is defined by tree-lined streets, historic charm, and walkability to Southside Village's restaurants, cafés, and boutiques. Downtown Sarasota's theaters, galleries, and waterfront are a short drive away, and the world-famous quartz sands of Siesta Key are just minutes from your door. Southside Elementary serves the area as part of the highly regarded local school district. The home needs updating and is being sold strictly as-is. Cash buyers only — likely not financeable in current condition. Bring your contractor, your architect, or your vision and capitalize on a West-of-Trail address at an entry-level price point.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Marc Rasmussen (941-200-4663)
2200 BAHIA VISTA ST #B3, SARASOTA, FL 34239
$220,000189 Days on yellowkey MLS ID: A4675118
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1980 Tax: $2,483 (2025)Community: Cordova GardensCondo
Taxes:$2,483
Remarks: EXCEPTIONAL VALUE AND LOCATION. Newly renovated & minutes to downtown Sarasota, this condo is located in Cordova Gardens which is known for its beautifully maintained gardens, community pool and unbeatable location. This first-floor entry unfurnished condominium has two bedrooms and two full baths (one en suite) and three outdoor patios. There is an all-new kitchen with new appliances, new ceramic tile and renovated bathrooms, new washer/dryer, new central A/C, new window treatments, new light fixtures and freshly painted. READY TO MOVE IN. The condo includes an outdoor storage closet, assigned and guest parking, pool, grounds and building maintenance, pest control, fire/smoke detection and Association management covered by the HOA. The complex is 5 minutes from downtown Sarasota and 15 minutes from Lido and Siesta Key beaches.
Listing is courtesy of: SECURE CAPITAL (203-981-4682)
Listing Agent: Frank Dinardo, Jr (203-981-4682)
1389 TANGIER WAY, SARASOTA, FL 34239
$5,985,000158 Days on yellowkey MLS ID: A4677509
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5310 Built: 2003 Tax: $39,106 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$39,106
Remarks: One or more photo(s) has been virtually staged. Step into a private, gated waterfront estate in Sarasota offering deep-water boating access, refined coastal architecture, and an unsurpassed location just minutes to Siesta Key Beach, Southside Village, and downtown Sarasota. Located in the coveted San Remo Estates community, this exceptional residence blends timeless elegance with modern functionality—perfect for buyers searching for a luxury Sarasota waterfront home with privacy and proximity to the city’s best dining, shopping, and beaches. Designed by renowned architect Walter Hamm and built by Bill McGinness, the home is engineered for lasting stability with construction supported by 54 concrete pilings, a powerful value point for buyers seeking a well-built coastal property. Set on a sprawling private lot with mature landscaping and serene surroundings, the home captures panoramic water views and features a protected deep-water harbor, ideal for boaters who want quick access to Sarasota Bay and Gulf. Inside, the home showcases a bright, open layout filled with natural light, elevated by custom millwork, coffered ceilings, rich wood flooring, and polished travertine. The gourmet kitchen is designed for both entertaining and everyday living, featuring an oversized center island, quartz countertops, premium wood cabinetry, granite perimeter counters, subway tile backsplash, and stainless-steel appliances, along with an inviting breakfast nook that overlooks the water. The adjacent family room creates a warm gathering space, while the formal dining room is ideal for hosting. A private office provides a quiet, dedicated workspace, ideal for today’s lifestyle. The primary suite on the main level is a true waterfront retreat with oversized windows framing tranquil views, two custom walk-in closets, and a spa-style bath with a floating vanity, illuminated mirrors, a freestanding soaking tub, and an oversized walk-in shower. Upstairs, the second level is designed for comfort and entertaining with three generous bedroom suites, a TV/game room, a convenient kitchenette, and a terrace that overlooks the pool and peaceful waterscape, perfect for guests, multi-generational living, or extended stays. Outdoor living is equally impressive, featuring an expansive travertine pool deck, a heated pool and spa, a fenced and spacious yard, and lush tropical landscaping that creates a resort-style environment with exceptional privacy. Andersen sliding doors and windows enhance the indoor-outdoor connection and raise the overall quality of the home. A comprehensive renovation completed in 2015 elevated the interiors with sophisticated, updated finishes, while key improvements include a new roof (2020) and updated AC systems (2023 & 2024). Additional features include an ADT security system, generous storage, abundant closet space, a large laundry room, provisions for an elevator, and an oversized three-car garage. Sought-after San Remo Estates is positioned at the heart of Sarasota, just before the north bridge to Siesta Key, making it one of the most desirable locations for those wanting a Sarasota luxury waterfront home with both convenience and privacy. This exceptional coastal estate delivers the ultimate Florida lifestyle: deep-water boating, serene water views, and effortless access to Sarasota’s beaches, culture, and world-class amenities.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1864 GOLDENROD ST, SARASOTA, FL 34239
$1,595,000162 Days on yellowkey MLS ID: A4676645
REDUCED by $100,000 (5.9%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2307 Built: 2003 Tax: $7,463 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$7,463
Remarks: BEST VALUE WEST OF THE TRAIL! HUGE PRICE IMPROVEMENT! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the open layout and quality appointments that abound with tray and coffered ceilings, custom built-ins and niches, gas fireplace, gorgeous and rare coquina stone floors. This 4 bedroom (one a custom designed office), 3 bath, 3-car garage home features a new island kitchen with custom and glass front cabinets, stainless steel appliances, decorative backsplash and beautiful quartz counters. The tranquil primary retreat overlooks the lanai and pool and features a walk-in closet with built in closet system, wood floors and an incredible ensuite bath. This newly renovated primary bath exudes luxury with custom cabinetry, upscale finishes, and features a walk-in shower for a spa-like experience. The split floor plan showcases two additional guest bedrooms (one with a custom Murphy bed and office) each with access to newly renovated bathrooms. The high ceilings and 3 sets of sliding glass doors flood the open floor plan with natural light, while custom finishes and soft contemporary décor create an atmosphere of effortless sophistication. The very private lanai with a screened pool, new pool heater, fiber optic lighting, Pebble tec finish, pool bath and outdoor shower is surrounded with lush vegetation, perfect for entertaining and outdoor relaxation. The paver driveway and side-entry 3 CAR garage adds additional built-in storage, a 2nd refrigerator and fabulous curb appeal. Within city limits, this residence offers the option of a part-time stay, allowing for potential short term rental income. When you want to enjoy the neighborhood, you are minutes away from downtown Sarasota’s cultural scene, Siesta Key Beach, Southside Village shops and restaurants. World-class health care is located steps away at Sarasota Memorial Hospital’s main campus. This home has it all -- a sanctuary feel AND all the amenities you desire at your fingertips.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
2542 TULIP ST, SARASOTA, FL 34239
$428,50034 Days on yellowkey MLS ID: A4694240
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1270 Built: 1956 Tax: $4,670 (2025)Community: South GateSingle Family
Taxes:$4,670
Remarks: Experience the best of Sarasota living in this beautifully updated South Gate residence, where timeless Florida charm meets an unbeatable location just 15 minutes to Siesta Key. Downtown Sarasota, the arts district, theaters, fine dining, and the boutiques of St. Armands Circle are all just a short drive away, while nearby top-rated schools add to the home’s exceptional location and everyday convenience. Set on a spacious homesite with mature landscaping and a large backyard, this 3-bedroom, 2-bathroom home offers a relaxed and comfortable atmosphere. Inside, natural light fills the expansive living areas, while classic terrazzo flooring flows throughout the home. Sliding glass doors open to a large, screened lanai that extends the living space outdoors, creating the perfect setting for morning coffee, casual gatherings, or relaxing while enjoying the privacy of the backyard. The oversized yard offers plenty of room for pets, play, gardening, or the future addition of a pool. Additional features include a 2023 metal roof and covered carport parking. Whether you are searching for a primary residence or investment opportunity close to Siesta Key and Downtown Sarasota, this property presents an exceptional opportunity to enjoy the Florida lifestyle in one of Sarasota’s most convenient and established neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
1504 S LODGE DR, SARASOTA, FL 34239
$6,990,000106 Days on yellowkey MLS ID: A4683855
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 5450 Built: 1965Monthly Fee: $25 Tax: $15,432 (2025)Community: Cherokee LodgeSpa: YesSingle Family
Taxes:$15,432
Remarks: Dreaming of breathtaking sunsets? This property is for you! A one of a kind bayfront lot located in highly sought-after Cherokee Park, West of Trail. Located in "X" flood zone this property offers unobstructed panoramic views of Sarasota Bay. The stunning vistas of Ringling Bridge, Siesta Key and downtown are truly mesmerizing. Boating enthusiasts will appreciate the brand-new dock with a 16,000lb lift and direct access to Sarasota's exceptional boating waters. Enjoy the home as it is or take advantage of this rare opportunity to build a custom waterfront estate on this magnificent property. Offered at $6,990,000, do not miss your chance to own one of Sarasota's finest waterfront locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Melody Davis (908-202-4085)
2232 BAHIA VISTA ST #A6, SARASOTA, FL 34239
$209,000266 Days on yellowkey MLS ID: A4666617
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,239 (2024)Community: Cordova Gardens ICondo
Taxes:$2,239
Remarks: Welcome to this beautifully maintained end-unit condominium ideally situated in one of Sarasota’s most sought-after neighborhoods. Just minutes to vibrant downtown Sarasota’s arts district, offering fine dining, boutique shopping, theaters, and cultural venues. Close to the scenic Bayfront Park and Marina Jack, perfect for waterfront dining, walking trails, and watching sunsets over Sarasota Bay. Easy access to Sarasota Memorial Hospital, world-class beaches (including Siesta Key and Lido Beach), and premier golf courses. This spacious 2-bedroom, 2-bath split-plan layout offers privacy and comfort, ideal for both seasonal or year-round living. As an end unit, this home features extra privacy and natural light, enhanced by soaring vaulted Pecky Cypress ceilings and large transom windows that fill the open-concept living area with abundant light, while adding warmth and architectural character. The open floor plan includes a spacious kitchen, perfect for entertaining, and flows into the main living and dining areas. Enjoy a bonus loft perfect for a home office, guest space, or creative studio, and relax on two private, screened-in lanais—ideal for morning coffee or evening cocktails. Additional features include updated bathrooms, in-unit laundry, and plenty of storage throughout. Whether you're looking for a primary residence, seasonal retreat, or an income-producing property (with 6-month rental capability), this home offers the best of Sarasota living in an unbeatable location.
Listing Agent: Jim Mast (941-587-9066)
2746 ORCHID OAKS DR #301, SARASOTA, FL 34239
$230,00036 Days on yellowkey MLS ID: A4693949
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1980 Tax: $3,486 (2025)Community: Orchid Oaks ICondo
Taxes:$3,486
Elementary School: Phillippi Shores Elementary
Remarks: Top-floor corner unit at Orchid Oaks that comes fully furnished, turnkey, and move-in ready. This beautifully updated 2BD/2BA, 1,376 sq ft condominium is tucked beneath a canopy of mature oaks just off Phillippi Creek, offering the rare combination of natural serenity and central Sarasota convenience. The updated kitchen has been opened up and features a hood, wine fridge, and ample cabinetry. Open living and dining areas flow seamlessly to a screened lanai with electric fireplace and TV overlooking the community pool with a true treetop escape. Primary suite has a king bed, walk-in closet, and en suite bath. Guest bedroom with two twins. No carpet, only tile and LVP throughout the unit. The in-unit laundry is right off the entry with cabinetry. One covered assigned parking space. Community has additional parking available and amenities include a pool, clubhouse, gazebo, walking trails, a dog run, plus a creekside dock. The association maintains and provides private access to the shopping center next door and the HOA dues include elevator, water, sewer, cable, pest control, roof, painting, lawn service, exterior maintenance and building insurance. 30-day minimum lease allowed up to three times per year which makes it an excellent for option for seasonal use or income production. Minutes to Siesta Key, Downtown Sarasota, SRQ Airport, golf, dining, and shopping. Relaxed Florida living at its finest.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kate Howard (563-940-3383)
2377 BURTON LN, SARASOTA, FL 34239
$840,000189 Days on yellowkey MLS ID: O6367915
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 1992 Tax: $2,924 (2024)Community: Burton LaneSingle Family
Taxes:$2,924
Remarks: Walk to downtown Sarasota and ride your bike to America's two best beaches; Lido and Siesta, and ride the Bicycle Legacy Trail nearby. This 1992 beautifully designed and built floor plan with near 10' ceilings flows well and even allows for a possible in-law or guest quarters, separate from your private area. Relax on your oversized roofed and screened Lanai and enjoy the Selby-Garden-like-yard full of blooming tropical plants and palm trees. Live anxiety free as this house incurred no leaks, no flooding, and no loss of electricity during past storms. The metal roof and the concrete block construction are rated the most wind resistant of all building materials. The Homeowners Insurance is only $3,100 including hurricane coverage; no flood insurance is required as the zone is X. Not only do you have no association or CDD fees to pay, the Arlington Park neighborhood is one of the most desired areas in the City of Sarasota with the city's prized AQUATIC CENTER and PREMIER PARK, full of amenities, a few blocks away. The highly rated Sarasota Memorial Hospital is 1/2 mile away along with numerous restaurants and pubs within walking distance. Enjoy peace of mind knowing the Arlington Park Neighborhood is a quiet, serene place to live. CLOSE, and BEAUTIFUL makes this a home you MUST-SEE. Located on a cul-de-sac in the only subdivision within the Arlington Park Neighborhood where all the homes were built in 1992 and seldom do any come available. Six of the eight homes have identical floor plans with different facades adding interest to the little subdivision. 3-bedrooms, 2-baths, 2-car garage, 10’-ceilings, 1894 Sq.Ft., with angular walls for added interest, living- room, plus family-room, plus dining-room, gated front-porch and screened & roofed oversized-lanai and lush tropical foliage and a privacy-fence surrounding the entire home on a quiet and city cul-de-sac. The neutral-colored-diagonal tile runs throughout the entire home. -Pet-free house for the last 9 years and no carpet SO YOUR ALLERGIES WON’T ACT UP, plus a central vacuum blows the exhaust from vacuuming into the garage and it is not recirculated inside the house. -Pesticide Free House and Yard for the last 21 years. No Fire Ants here, No grass to mow. Location, Location, (No incidents in my 20 years) -Bicycling Aficionados can ride the nearby Legacy Trail. -Walk to upscale restaurants, and pubs in the Southside Shopping area plus Morton's Gourmet Market. Fast food is even closer. Plus the City’s Premier Recreational Facility, Arlington Park Aquatic Center is ½ mile away, with several Pools, a ½ mile Shaded Walking Trail, a Dog Park, Play Ground, Tranquil Lake, Picnic Tables, Tennis & Racquet Ball Courts, and indoor, air-conditioned Pickleball. -Less than ¾ mile is a YMCA with an Olympic Pool and L.A. Fitness with a Pool. -Walk just two miles to the Regal Cinemas in Downtown and lots of Restaurants and Entertainment. -Walk or ride 1 mile to Cinebistro and Live Theater Performances in the Southgate Mall. -Sarasota Memorial Hospital is less than ½ mile -Grocery Stores are less than a mile away -Walk to High School and Middle School .8 mile away. Top-Rated Southside Elementary.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
3727 TANGIER TER, SARASOTA, FL 34239
$2,490,00039 Days on yellowkey MLS ID: A4693739
0 Days Off yellowkey (back on 5/15/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2696 Built: 1959Monthly Fee: $13 Tax: $12,434 (2025)Community: San Remo EstatesSingle Family
Taxes:$12,434
Remarks: Under contract-accepting backup offers. Welcome to a rare opportunity to own a spacious and beautiful home in the coveted San Remo Estates neighborhood, just before the North Siesta Key Bridge. This 4-bedroom, 3-bath residence offers 2,696 square feet of living space and features a huge bonus room ideal for a media room, home office, gym, or guest suite. The living room's wood-burning fireplace adds warmth and character, while the screened-in pool deck patio and fenced backyard provide the perfect setting for relaxing or entertaining. The home can be customized to your personal preferences. It is currently in the remodel permit process through the City of Sarasota Building Department, offering a unique opportunity for buyers to work directly with our design team. You may select your own cabinetry, flooring, paint colors, lighting, appliances, kitchen island details, hardware, exterior colors, and even choose to add a hot tub spa. While many buyers love the charm of a ranch-style home, this property allows you to transform it into your own vision. Situated on a generous 12,395 sq. ft. lot, the property features beautifully maintained landscaping, a spacious green backyard, and includes a 2-car garage. Whether your dream style is British West Indies, Mid-Century Modern, Cottage, or something entirely custom, the design direction is completely up to you. This is a special opportunity to create a personalized home in one of Sarasota’s most desirable neighborhoods, just minutes from Siesta Key, beaches, dining, and shopping.
2915 LYNNHURST ST, SARASOTA, FL 34239
$475,00088 Days on yellowkey MLS ID: A4687800
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1632 Built: 1945 Tax: $4,100 (2025)Community: Rio VistaSpa: NoSingle Family
Taxes:$4,100
Remarks: CASH-FLOW OPPORTUNITY! This INCOME-PRODUCING DUPLEX Two 2bed 1bath units, is already done for you and delivering strong returns with a 7% CAP RATE and SOLID ANNUAL TENANTS IN PLACE. The property has been BEAUTIFULLY UPDATED with all major mechanicals handled, including a NEW ROOF (2021), UPDATED AC UNITS (2021 upstairs and 2018 downstairs), and a FULL RE-PLUMB (2019) with PEX, PVC, and NEW SEWER lines. Both units feature UPDATED KITCHENS AND BATHROOMS along with DURABLE VINYL FLOORING THROUGHOUT, while the upstairs unit includes NEW APPLIANCES, CABINETS, AND COUNTERTOPS. Each unit is INDIVIDUALLY METERED, tenants PAY ALL UTILITIES, and both are currently rented at $1,800 per month to excellent tenants. The downstairs unit is being sold TURNKEY FURNISHED and has previously been used as a SHORT-TERM RENTAL, offering additional income potential. The property is ideally located just 2 miles to downtown Sarasota, Right Next to Arlington park and pool, around the corner from Pinecrest and 3 miles to Bayfront Park, with close proximity to public transportation and the Legacy Trail. Additional highlights include a FULLY FENCED YARD, SHADED BACKYARD SPACE, a LARGE COVERED STORAGE SHED, and PARKING FOR UP TO 5 VEHICLES. NO FLOOD INSURANCE IS REQUIRED with NO FLOODING OR STORM DAMAGE!!! This is a rare opportunity to own an UPDATED, STABLE, CASH-FLOWING PROPERTY from day one.
Listing is courtesy of: FIVE STAR REAL ESTATE OF FLORIDA LLC (904-539-3336)
Listing Agent: Sarah Allbee, Pa (727-285-0843)
3700 S OSPREY AVE #214, SARASOTA, FL 34239
$299,000260 Days on yellowkey MLS ID: A4667426
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,282 (2025)Community: Plaza GardensCondo
Taxes:$2,282
Remarks: Perfect Investment Property! Discover Your Ideal Retreat at Plaza Gardens in Sarasota! Welcome to this beautifully remodeled, fully furnished two-bedroom condo situated in the heart of Sarasota! Surrounded by lush tropical greenery and well-kept gardens, this boutique-style residence is the perfect escape for those seeking a serene beach getaway. Located just southeast of Siesta Key’s North Bridge, you're only minutes away from stunning Siesta Key beaches for sun-soaked relaxation. Enjoy the convenience of nearby shopping with Morton’s Market and Publix just around the corner. Downtown Sarasota, known for its vibrant shopping, dining, and cultural experiences, is also a short drive away. This thoughtfully designed condo features an open floor plan that maximizes space and comfort. The modern kitchen comes equipped with new stainless steel appliances, stylish cabinetry, and sleek quartz countertops, perfect for meal preparation. With easy-to-maintain wood laminate flooring and a spacious bathroom accessible from both bedrooms, this unit ensures privacy and comfort. The primary suite includes a cozy alcove with a built-in cabinet and chic quartz countertop for a washer and dryer, blending style with functionality. This turn-key condo is an excellent opportunity for seasonal rentals! With low association fees and a prime location, it’s ideal for vacationers looking to experience the charm of Sarasota and its beautiful beaches. Don't miss out on this exceptional chance to own a piece of paradise at Plaza Gardens. Experience the perfect blend of relaxation, convenience, and investment potential today!
Listing Agent: Andrea Cohen (786-773-0370)
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