Location: Sarasota
Do Not Show Listings
1838 OLEANDER ST, SARASOTA, FL 34239
$3,295,00016 Days on yellowkey MLS ID: A4697493
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3230 Built: 2020 Tax: $15,078 (2025)Community: Poinsettia Park 2Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,078
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Poised on one of the prettiest tree-lined West of Trail streets, this modern coastal residence offers the ideal blend of casual elegance, thoughtful design, and everyday livability. In like-new condition and custom built in 2020 by award-winning Allegra Homes—recognized by the Building Industry Association for outstanding craftsmanship and innovative home design—this 3,220-square-foot residence with 4 bedrooms and 3 baths showcases impeccable quality and attention to detail throughout. The dramatic great room features soaring 16-foot ceilings, clerestory windows that bathe the space in natural light, designer lighting, a striking electric fireplace, and a custom entertainment wall with a stone façade and illuminated glass display shelves. Triple sliding glass doors create a seamless transition to the covered and screened lanai features a 40-foot heated saltwater pool, 2 covered seating and dining areas, a fully equipped grilling station, and convenient access to a full pool bath—creating the ultimate year-round Florida lifestyle. The culinary-influenced kitchen impresses with a professional Sub-Zero and Wolf appliance package, custom cabinetry, and a dramatic granite waterfall island with comfortable seating for 4. The full-height matching backsplash creates a stunning focal point while adding a sophisticated designer touch. The private owner's wing comes with direct lanai access, 2 customized walk-in closets, a dedicated den or home office, and the all-white bath is a refreshing oasis with its freestanding soaking tub, oversized walk-in shower, separate vanities, ample counter and cabinet space, and a water closet. A first-floor guest suite provides ideal accommodations for family and visitors, while the second level offers two additional bedrooms, a full bath, and an oversized bonus room perfect for a media room, playroom, fitness space, or additional gathering area. The home's sophisticated interior is complemented by a calming palette of whites, creams, and light-toned beiges, creating a neutral backdrop for any design style. Modern conveniences include whole-house audio with lanai speakers, a comprehensive 360-degree exterior camera system, and a low-maintenance fenced yard complete with powder-coated aluminum gates, rock walkways, artificial turf, and a private irrigation well. The striking front elevation showcases stone-wrapped columns, a brick paver driveway, and beautifully designed landscaping that creates exceptional curb appeal. You'll enjoy the convenience of walking to Southside Village with its boutique shopping, gourmet markets, acclaimed restaurants, sidewalk cafés, and vibrant local gathering spots. Downtown Sarasota, the area's renowned cultural attractions and world-famous Gulf beaches are all just minutes away. Families will appreciate the highly regarded Southside School District, known for its strong academic programs, innovative educators, and enriching arts opportunities. This exceptional residence offers the rare opportunity to enjoy luxury, comfort, and an unmatched Sarasota lifestyle in one of the city's most desirable West of Trail locations.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2430 FLOYD ST, SARASOTA, FL 34239
$1,675,00040 Days on yellowkey MLS ID: A4697497
REDUCED by $25,000 (1.5%) on 07/14/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2743 Built: 2025 Tax: $18,461 (2025)Community: Rustic LodgeSingle Family
Taxes:$18,461
Elementary School: Alta Vista Elementary
Remarks: Set in the sought-after Arlington Park area, this exceptional 2024-built modern residence offers a rare blend of refined design, flexible living, and resort-style outdoor space. With 6 bedrooms and 4.5 baths in total, including a detached 1 bedroom, 1 bath guest house above the garage, the home is thoughtfully designed for both everyday comfort and elevated entertaining. The main residence welcomes you with bright, expansive living spaces, abundant natural light, remote-control window treatments throughout, a sleek fireplace, and effortless indoor-outdoor flow. At the heart of the home, the chef’s kitchen makes an elegant statement with crisp white cabinetry, solid-surface countertops, stainless steel appliances, a striking range hood, built-in oven, walk-in pantry, and an oversized island designed for gathering. The bedroom layout offers exceptional versatility for family, guests, work-from-home needs, or media space, while generous closet and storage space throughout the home add everyday ease. The primary suite is a private retreat, complete with dual walk-in closets and a refined sense of comfort. The detached guest house elevates the property’s flexibility even further. Positioned above the garage, it features its own bedroom, full bath, and living area, along with space that could be built out into a kitchen or kitchenette area. It is ideal for extended family, visiting guests, an au pair suite, private office, studio, or additional retreat space. Outdoors, the home is designed to live like a private Sarasota escape, with a sparkling pool, expansive paver patio, covered dining area, outdoor kitchen, balcony, and lush tropical landscaping. A detached 2-car garage, fenced yard, and two laundry rooms, one upstairs and one downstairs, provide added convenience. Located minutes from downtown Sarasota, Southside Village, Sarasota Memorial, dining, shopping, and the area’s world-class beaches, this residence delivers modern luxury, rare guest-house functionality, and an elevated lifestyle in one of Sarasota’s most desirable central locations.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Banning Tibbetts (941-713-5663)
2155 WEBBER ST, SARASOTA, FL 34239
$237,50097 Days on yellowkey MLS ID: O6401903
46 Days Off yellowkey (back on 7/28/2026)
REDUCED by $42,500 (15.2%) on 07/28/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 970 Built: 1954 Tax: $5,099 (2025)Community: South Side ParkSingle Family
Taxes:$5,099
Remarks: Under contract-accepting backup offers. Discover a rare opportunity in the heart of Sarasota — a historic 2-bedroom, 1-bath home on a lot offering over 4,700 sq ft of buildable space, priced at $315,000. Whether you're an investor, developer, or end-user ready to build your dream home, this property delivers serious upside. Ideal for a high-end single-family residence or a rent-by-the-room income strategy, the existing structure and generous lot give you the flexibility to execute your vision. Located just minutes from Sarasota Memorial Hospital and the world-famous Gulf Coast beaches, the parcel falls outside most flood plains — sitting in FEMA Flood Zone X — offering peace of mind and reduced insurance costs. Redfin Sarasota Memorial Hospital is less than one mile away, making this an especially attractive location for healthcare workers or medical tourism rentals. The property is situated in the Southgate neighborhood within ZIP code 34239 — one of Sarasota's most sought-after in-town corridors. Don't miss this investor-friendly opportunity in one of Southwest Florida's premier real estate markets.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Antoinette Munroe (786-252-8237)
2046 OLD TREVOR WAY, SARASOTA, FL 34232
$389,9001 Day on yellowkey MLS ID: O6428573
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1504 Built: 1997Monthly Fee: $42 Tax: $3,903 (2025)Community: Arbor TraceSingle Family
Taxes:$3,903
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Tucked in the quaint, peaceful neighborhood of Arbor Trace. Having a very low HOA fee per month and no CDD makes this a wonderful affordable family home with 3 nice sized bedrooms, 2-bathrooms, and a 2 car garage. Large oak trees surround the homes and quiet streets of this community providing a calm you can soak in every day. Step inside to find luxury vinyl plank floors throughout the living areas and bedrooms, and stainless-steel appliances. The backyard is private and fully fenced for your furry friends and family. This home has a perfect location between Fruitville and Bee Ridge, easy I75 access, and is just a short drive to downtown Sarasota and Siesta Key.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1731 SIESTA DR, SARASOTA, FL 34239
$2,595,00097 Days on yellowkey MLS ID: TB8500166
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2026 Tax: $3,515 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$3,515
Remarks: Under Construction. Brand new construction with ultra-luxury finishes, estimated for completion end of September 2026. This is the one. A statement home in one of Sarasota’s most desirable “West of the Trail” locations, designed with intention, elevated finishes, and a level of detail you simply don’t see every day. Be the first to live in it! Featuring 3 bedrooms, 2.5 bathrooms, plus a separate detached 1 bed, 1 bath guest house/in-law suite, this property offers flexibility, privacy, and true lifestyle living. From the moment you walk in, you’re welcomed by a stunning foyer featuring Taj Mahal quartzite and custom solid wood cabinetry, setting the tone throughout. Wide-plank oak flooring runs throughout the home, complemented by designer lighting, double recessed lighting, and curated finishes at every turn. The kitchen is a true showpiece—featuring Taj Mahal quartzite countertops, custom oak cabinetry in a soft cashmere tone, LED strip lighting, 3’ floating shelves with integrated lighting, a statement hood, oven and cooktop, refrigerator, built-in microwave island, spice rack, and a corner cabinet with a built-in lazy Susan. The island showcases sleek slat panel detailing, and the wine feature will be upgraded to a waterfall design. The living space is equally impressive, anchored by a Dimplex deluxe built-in electric fireplace with logs, framed by a custom American walnut wall unit, travertine stone, and metal detailing. The primary suite is a true retreat, featuring custom sand-grey paneling with integrated LED lighting, floating solid wood shelving with drawers, and a fully built-out walk-in closet with oak cabinetry and LED lighting. The spa-inspired primary bath showcases Taj Mahal quartzite countertops, a floating vanity with dual sinks, brushed gold fixtures, and a walk-in shower with dual shower heads including a rainfall feature. Step outside and it only gets better. The backyard is designed for true resort-style living, featuring a full infinity-edge pool with integrated jacuzzi, a fully equipped outdoor kitchen with BBQ and gazebo, perfect for entertaining. Take it to the next level—literally—with a rooftop terrace complete with a built-in bar with mini-fridge and private mini golf course, offering the perfect setting to enjoy sunsets and sweeping views of the beach and Sarasota skyline. Additional highlights include custom oak built-ins with LED lighting in the garage, designer light fixtures and wall sconces throughout, brushed gold plumbing and bathroom fixtures, Bosch appliances, Avanti wine fridge, and Samsung Bespoke washer & dryer. NO HOA. The location is unmatched!! 10 minutes to Siesta Key Beach, rated #1 beach in the US by US News, known for its white-quartz sand and turquoise water, and minutes to Turtle Beach. Just 5 minutes to Southside Village, a charming, walkable area with coffee shops, wine bars, and boutique dining, and 6 minutes to The Crossings at Siesta Key and Morton’s Gourmet Market. Downtown Sarasota is 10 minutes away, while St. Armands Circle and Lido Key Beach are approximately 15 minutes away. Sarasota Memorial Hospital is also just 5 minutes away. This home delivers the perfect balance of luxury, design, and lifestyle, complete with a private guest residence and resort-style outdoor living, making it an exceptional opportunity you don’t want to miss. All photos are renderings and virtually staged. IF BUYER WANTS TO CUSTOMIZE DESIRED APPLIANCE PACKAGE, STONE, ETC. IT IS NOT TOO LATE!
Listing is courtesy of: AIM WEALTH REALTY LLC (305-762-9576)
Listing Agent: Lyndsey Kaplan (813-924-4017)
7431 AGUILA DR, SARASOTA, FL 34240
$675,000146 Days on yellowkey MLS ID: A4684108
2 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2354 Built: 2016Monthly Fee: $160 Tax: $6,749 (2025)Community: Palmer ReserveSpa: NoSingle Family
Taxes:$6,749
Elementary School: Tatum Ridge Elementary
Remarks: Virtually Staged. Welcome to a tucked-away pocket of Sarasota that perfectly balances peace, privacy, and proximity to everything you want. Set on a quiet cul-de-sac, this home is surrounded by preserved land and common areas that create a calm, protected setting. With no homes behind you, no home to the right, and common area across the street, the property feels intentionally buffered from surrounding development while still being centrally located. It’s quiet, safe, and removed without feeling remote. Directly across from Tatum Ridge Elementary School and Celery Fields the location offers immediate access to some of Sarasota’s best walking and biking trails. The county has preserved this area beautifully, keeping green space, trails, and natural views intact while growth continues just minutes away. You’re within easy reach of Sarasota’s newest shops, restaurants, and daily conveniences, and only minutes to Lakewood Ranch for additional dining, shopping, golf, and events. Everything feels close and accessible right at your fingertips yet the home itself remains quiet and secluded. The backyard is where this property truly shines. Enjoy relaxing in the screened-in pool area overlooking a private preserve and lake, with no neighbors behind you and uninterrupted natural views. It’s the kind of setting that makes you want to slow down, sit outside, and stay awhile. This is a rare opportunity to live next to preserved land in a location that continues to grow while protecting the natural beauty that makes it special. If you’ve been waiting for privacy, location, and preserve views in Sarasota, this is the one don’t miss it.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
2742 S EAST AVE, SARASOTA, FL 34239
$500,00085 Days on yellowkey MLS ID: A4692545
0 Days Off yellowkey (back on 7/28/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1342 Built: 1957 Tax: $331 (2025)Community: South Side ParkSingle Family
Taxes:$331
Remarks: Under contract-accepting backup offers. Opportunity knocks in one of Sarasota's most sought after neighborhoods. Surrounded by multimillion dollar homes, this 2 bedroom, 2 bathroom pool home is ideal for investors, builders, renovators, or buyers looking to secure a prime piece of real estate and create something truly special. Whether you envision a complete renovation or a future custom home, the possibilities are endless. Set on a mature lot with tropical plants, this property offers exceptional privacy and a tranquil setting. The screened pool area is the centerpiece of the home, providing the perfect space to entertain, unwind, or transform into an impressive outdoor living area. Inside, the home features higher ceilings, two spacious living areas, generously sized bedrooms with built in closets, and a Location doesn't get much better than this. You're minutes from everything that makes Sarasota special, Sarasota Memorial Hospital is less than a mile away, Downtown Sarasota and Main Street's shops and restaurants are just under two miles down the road, and world-famous Siesta Key Beach is a quick four-mile drive. Outdoor lovers will appreciate Arlington Park right around the corner, with its walking trails, tennis courts, aquatic center, playgrounds, and dog park. Families will also love that the home falls within a highly rated school districts all within walking distance. Additional features include city water and sewer, a carport, and an estimated 4 year old air conditioning system. The roof is estimated to be approximately 15 years old. Properties with this combination of location, value, and potential are becoming increasingly difficult to find. Bring your vision and take advantage of this exceptional opportunity before it is gone.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
6828 WINSLOW ST, SARASOTA, FL 34243
$525,00020 Days on yellowkey MLS ID: TB8526907
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2045 Built: 1998Monthly Fee: $118 Tax: $6,171 (2025)Community: ChaparralSpa: YesSingle Family
Taxes:$6,171
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Pride of ownership shows thru out, in this meticulously maintained pool home! This prime location offers easy access to I-75 and I-275, SRQ Airport, restaurants and many other amenities. The community offers a pool and boat ramp, with dock on the Braden river, park, playground, clubhouse, and deed restrictions to maintain a beautiful neighborhood. As you enter this home, you enter a large foyer with a niche that leads to an open floor plan with high ceilings and crown moldings in the main areas with sliders that lead to your own private screened and covered pool/spa retreat complete with lush landscaping. The home features a split 3/2 bedroom plan. The master bedroom features sliders to the pool, tray ceiling and ensuite. Plus...Garage Door replaced 2024, new driveway 2023, new pool filter 2025 and more! If you're looking to live the Florida lifestyle...this is it! Call today to make this your "Home, Sweet, Home"!!!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Mary Messina, Pa (813-598-6279)
4037 MAVERICK AVE, SARASOTA, FL 34233
$345,000110 Days on yellowkey MLS ID: O6397987
0 Days Off yellowkey (back on 7/13/2026)
INCREASED by $10,000 (3.0%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1111 Built: 1979 Tax: $3,303 (2025)Community: SouthridgeSingle Family
Taxes:$3,303
Elementary School: None
High School: None
Middle School: None
Remarks: Dive into the ultimate Florida lifestyle with this beautiful 3-bedroom, 2-bath pool home designed for both comfort and entertaining! Even better, a brand-new roof is currently being installed, offering added value and peace of mind for the future homeowner. Step inside to a bright and inviting layout featuring a well-appointed kitchen with stainless steel appliances, durable tile countertops, and a stylish backsplash—perfect for everyday living and hosting guests. Seamlessly transition to outdoor living through the screened-in patio, where you can relax in comfort before stepping out to your very own sparkling inground pool—an ideal setting for weekend gatherings, summer fun, or peaceful evenings under the stars. Additional highlights include a one-car garage, a functional floor plan, and plenty of space to make this home your own. With its private pool, inviting layout, the added benefit of a new roof, and move-in-ready appeal, this home is a standout opportunity. Don’t miss your chance—schedule your private showing today before this pool home is gone!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
2121 CLEMATIS CT, SARASOTA, FL 34239
$2,595,00070 Days on yellowkey MLS ID: A4692569
REDUCED by $180,000 (6.5%) on 06/18/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3881 Built: 2026 Tax: $3,632 (2024)Community: Arlington ParkSpa: YesSingle Family
Taxes:$3,632
Tax Year: 2024
Remarks: Not just another house but a carefully curated masterpiece by Segatto Property Solutions Inc. Come experience a blend of modern luxury, sophisticated design, and effortless Florida living in this stunning, newly completed custom residence. This move-in-ready, two-story block home offers four bedrooms and 4.5 baths plus an office, thoughtfully designed with impeccable attention to detail, soaring ceilings, and an open-concept layout ideal for everyday living and elevated entertaining. From the moment you enter, you’re greeted by 10-foot ceilings throughout, with dramatic 22-foot ceilings in the great room that create a grand, light-filled space. The office and primary suite also feature 12-foot ceilings, adding an extra layer of refinement and comfort. The designer kitchen is the heart of the home, showcasing quartz countertops, all Moen fixtures in bronze gold, and matte black, a premium KitchenAid appliance package, custom cabinetry, walk-in pantry, and an oversized island that flows seamlessly into the great room and dining areas. Expansive sliders open to the outdoor living space, delivering the ultimate indoor-outdoor lifestyle. Go outside to your fully fenced, private oasis featuring a heated saltwater pool, a fully equipped covered outdoor kitchen with grill and refrigerator, and an outdoor shower, ideal for entertaining or unwinding in total privacy. The first floor primary suite offers a spa-like retreat with luxurious finishes, generous space and a beautifully appointed bath, featuring dual shower heads, free-standing tub and an oversized walk-in closet. Upstairs, two additional en suites and a versatile loft area with a wet bar provide the ideal setting for a media room, lounge or guest retreat. Practicality meets luxury with a well-appointed first-floor laundry room featuring LG smart washer and dryer, additional built-in storage and a utility sink. Personalize your new home with a Builder Allowance of $50,000 to be used for your closet buildouts. Every detail of this home reflects quality craftsmanship and modern elegance, delivering the feel of a high-end model home without the wait. Ideally in Arlington Park, near shopping, dining, beaches and everything Sarasota has to offer, this exceptional home is ready for its first owners. Schedule your private showing today. Homes of this caliber, completed and move-in ready, are a rare opportunity.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
300 GARDEN LN, SARASOTA, FL 34242
$2,590,000327 Days on yellowkey MLS ID: A4662830
REDUCED by $200,000 (7.2%) on 07/08/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Elementary School: Phillippi Shores Elementary
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
1330 S JEFFERSON AVE, SARASOTA, FL 34239
$599,000139 Days on yellowkey MLS ID: A4685616
REDUCED by $86,000 (12.6%) on 07/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1716 Built: 1960 Tax: $7,730 (2025)Community: Rustic Lodge 2Single Family
Taxes:$7,730
Remarks: SIGNIFICANT PRICE REDUCTION makes this a truly great buy in a sought after neighborhood!! Don't miss this gorgeous home in the iconic Rustic Lodge enclave in Arlington Park. Meticulously remodeled and rebuilt in 2020, the thoughtfully designed layout flows seamlessly from a central gathering space combining great room and kitchen—ideal for everyday living and entertaining. Highlights include soaring shiplap ceilings, engineered hardwood floors, premium lighting, and PGT impact doors and windows. The kitchen is anchored by a large island featuring granite countertops, high-end appliances, and custom cabinetry, while French doors open to the secluded outdoor spaces. This 3 bed 2 bath split floor plan features a Primary Suite with elegantly appointed walk-in closet and a spa-inspired bathroom complete with walk-in shower, soaking tub, and dual sinks. The north wing of the home includes two guest bedrooms and a full bath with shower/tub combination, offering separation and privacy from the primary suite. Conveniently located adjacent to the kitchen, the laundry room includes a top tier washer and dryer. An oversized garage affords a full wall of built-in storage space. Outdoor features include a newly landscaped garden, decorative awnings, delightful garden art, a driveway with inset river rock, and a walled "secret garden" oasis in the side yard, complete with shade umbrella and charming garden gate. Major systems/appliances replaced during the total renovation in 2020 include roof, air conditioning, water heater, electrical, plumbing, kitchen, bathrooms, flooring, and impact resistant doors and windows. Ideally situated on a corner lot near the Arlington Park complex, and just minutes from Downtown Sarasota, Southside Village, and award winning Siesta Key Beaches.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carol-Ann Warr (941-780-0665)
4937 LANDINGS CT, SARASOTA, FL 34231
$1,525,000112 Days on yellowkey MLS ID: A4689027
2 Days Off yellowkey (back on 7/27/2026)
REDUCED by $100,000 (6.2%) on 06/10/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3504 Built: 1985Monthly Fee: $29 Tax: $8,703 (2025)Community: The LandingsSpa: NoSingle Family
Taxes:$8,703
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. UNDER CONTRACT AND ACCEPTING BACKUP OFFERS! NOW OFFERED AT A SIGNIFICANTLY IMPROVED PRICE, this is an outstanding opportunity to own a custom WEST-OF-TRAIL home in one of Sarasota's most desirable GATED COMMUNITIES. Soaring ceilings and an abundance of natural light define this spacious 4-bedroom, 4-bath residence, thoughtfully designed and custom built by the original owner for both everyday living and effortless entertaining. Rich Cypress siding, elegant crown molding, plantation shutters, and imported Italian porcelain tile add warmth, architectural refinement, and timeless style throughout the home. The open floor-plan creates a seamless flow between living spaces, while a striking floor-to-ceiling white brick wood-burning fireplace serves as a dramatic focal point in the great room. Clerestory windows and skylights enhance the bright, airy ambiance, and custom built-in cabinetry compliments the home's clean, coastal-inspired design. Step outside to a private pool with an inviting setting for relaxing or hosting guests. A flexible office/den provides the ideal space for working from home or enjoying a quiet retreat, while generously sized bedrooms ensure comfort and privacy for family and visitors alike. Located within The Landings, a highly sought-after and gated West-of-Trail community, residents enjoy a lush, park-like environment with mature landscaping, scenic walking trails, and access to the Intracoastal Waterway. Community amenities include a kayak launch, kayak racks (as available), and a fishing pier situated at the end of a scenic nature trail, perfect for embracing Sarasota's waterfront lifestyle. Optional membership to the Landings Racquet Club offers tennis courts, a fitness center, clubhouse, and a vibrant social calendar. Ideally situated just minutes from downtown Sarasota, fine dining, shopping, and the world-renowned beaches of Siesta Key, The Landings offers an exceptional blend of privacy, natural beauty, and active living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
4471 TRAILS DR, SARASOTA, FL 34232
$499,000152 Days on yellowkey MLS ID: A4683777
2 Days Off yellowkey (back on 7/13/2026)
REDUCED by $26,000 (5.0%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1721 Built: 1987Monthly Fee: $193 Tax: $3,485 (2025)Community: TimberlakesSpa: NoSingle Family
Taxes:$3,485
Remarks: Under contract-accepting backup offers. NEWLY PRICED AT $499,000— MOTIVATED SELLER AND READY FOR A QUICK CLOSE. Don’t miss this exceptional opportunity to own a beautifully maintained home in The Lakes, with added peace of mind with a 2023 ROOF, A NEW 2024 AC SYSTEM AND COMPLETE HURRICANE PROTECTION ON ALL WINDOWS, enhancing both security and energy efficiency. Thoughtfully priced to sell and available for immediate occupancy. Welcome to this inviting 3-bedroom, 2-bath residence in one of Sarasota’s most sought-after communities. Offering 1,721 square feet of comfortable living space, this home features a desirable split-bedroom floor plan that provides both privacy and everyday functionality. Spacious living and dining areas flow seamlessly to a screened porch—the perfect setting for morning coffee or relaxing evenings overlooking the private, tree-lined backyard. The serene outdoor setting offers ample room to entertain, garden, or simply unwind in a peaceful setting. Residents of The Lakes enjoy an impressive array of amenities, including a clubhouse, two community pools, tennis and basketball courts, a fitness center, and scenic walking trails. Ideally located in the heart of Sarasota, you're just minutes from world-class beaches, exceptional dining, premier shopping, and the area's vibrant cultural attractions. Aggressively priced at $499,000 with a motivated seller prepared for a quick closing, this move-in ready home offers exceptional value in one of Sarasota’s most desirable communities. Schedule your private showing today before this opportunity is gone!
1340 HARBOR DR, SARASOTA, FL 34239
$10,995,000182 Days on yellowkey MLS ID: A4680096
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5157 Built: 2027 Tax: $23,499 (2024)Community: Harbor AcresSpa: YesSingle Family
Taxes:$23,499
Remarks: Under Construction. Superb New Construction opportunity in Harbor Acres, a one-third-acre waterfront property on the widest part of the neighborhood's deep-water harbor on Sarasota Bay. The views are great and the home is located on a protected, sailboat water basin with no bridges to the Gulf of Mexico. Newer boat dock and boat lifts accommodate up to 15,000-pound boat plus two recreational water craft, making easy access to Sarasota's waterways and the gulf, AND the home was designed by one of the BEST architectural firms, MHK, and under construction by one of the BEST waterfront builders, Voigt Brothers. The floor plan is amazing and the home is available for purchase during the construction phase, which makes it easy for future owners to modify the interior plans to their desires and choose their finishes. Harbor Acres is considered one of the best neighborhoods in Sarasota— and speaking of BEST, it has it all….location, waterfront, appreciation, neighbors. A close-knit community that is close to Downtown Sarasota and in-town amenities yet a half mile to Sarasota Memorial Hospital and Southside Village shops and restaurants. Call for floor plans or to walk the property.
Listing Agent: Barbara May (404-822-9264)
6709 PROCTOR RD, SARASOTA, FL 34241
$699,0003 Days on yellowkey MLS ID: A4701063
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2735 Built: 1954 Tax: $3,261 (2025)Community: Not ApplicableSingle Family
Taxes:$3,261
Elementary School: Lakeview Elementary
Remarks: Looking for a property in Sarasota with acreage and serious investment potential? The existing home is over 2,700 sq ft on just over 1.5 acres, with OUE zoning, a large barn with stables, detached garage space, and an attached studio dwelling. This property needs to be renovated and offers a compelling canvas for transformation. This 1954 property features 3 bedrooms, 3 full baths, a fireplace, open porch, and no HOA. The attached studio dwelling has its own private entrance, kitchen, and bathroom, creating flexibility for a future multigenerational living concept after renovation. Outside, the acreage includes a large barn with horse stables, a detached garage, and additional oversized garage space. For buyers searching for a 3-bed home in Sarasota with land, this property stands apart for its combination of acreage, existing structures, and potential. The home is dated and requires significant TLC and renovation, making it best suited for a builder, developer, investor, equestrian buyer, or someone ready to take on a substantial project. Reimagine the property as an updated acreage residence, explore an equestrian-focused renovation, or create a multigenerational family compound tailored to your needs. Bring your contractor, plans, and vision to 6709 Proctor Rd and explore the possibilities offered by this Sarasota acreage property.
Listing Agent: Jennifer Mcclendon (720-839-2131)
214 GAINES AVE, SARASOTA, FL 34243
$660,000114 Days on yellowkey MLS ID: A4688411
REDUCED by $20,000 (2.9%) on 05/14/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1992 Built: 1955 Tax: $6,877 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$6,877
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Experience the best of Sarasota living in this beautifully updated single-story ranch home with pool, nestled in sought-after Whitfield Estates—a Manatee County gem with a Sarasota address. Situated near Sarasota Bay, this home sits among multi-million-dollar residences and offers the perfect blend of comfort, charm, and opportunity. This 3-bedroom, 3-bath home welcomes you with bright, open living spaces filled with natural light. The primary bedroom and 2nd bedroom both feature walk-in closets and ensuite baths. The open-concept floorplan connects the living, dining, and kitchen areas—ideal for entertaining or relaxing by the cozy fireplace. A stylish kitchen bar provides extra seating and a central gathering spot. Step outside to your private Florida oasis: a heated pool with screened enclosure, surrounded by lush landscaping on a spacious 1/3-acre lot. Enjoy morning coffee on the front patio with peek-a-boo views of Sarasota Bay, or take an evening stroll to the bay and watch the sunset. Whether you’re searching for a full-time residence, seasonal retreat, or short-term rental investment, this property offers endless possibilities in one of Sarasota’s most desirable neighborhoods. This property is built of concrete block construction, has impact windows, and sits in the desirable X flood zone (flood insurance is not required). Roof is membrane material (2017). AC (2023). For an optional annual HOA fee of just $35, homeowners in Whitfield Estates may obtain a culinary membership at Sara Bay Country Club, granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). You and your guests will have plenty of entertainment and convenience options within a short drive including Sarasota Bay, IMG Academy, SRQ Airport, University Towne Center Mall, downtown Sarasota, St. Armands Circle, Lido Key and gulf beaches.
Listing Agent: Christine Pope (941-685-5565)
6536 PEACOCK RD, SARASOTA, FL 34242
$5,650,000113 Days on yellowkey MLS ID: A4688703
1 Days Off yellowkey (back on 7/28/2026)
Bed: 7 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4697 Built: 2024 Tax: $46,507 (2025)Community: Stickney Point SubSingle Family
Taxes:$46,507
Remarks: Under contract-accepting backup offers. There is only one — Siesta Sun Sets. Set against the quiet backdrop of Sabal Lake, with glimpses of the Gulf beyond, this residence unfolds with a sense of irresistible intention. Influenced by West Indies architecture, the design blends expansive indoor-outdoor living with natural textures, layered spaces, and a palette that mirrors its surroundings — soothing, sun-washed, and enduring. Across more than 4,000 square feet, the home offers seven incredible en-suite bedrooms and multiple living areas designed for both gathering and restful retreat. The great room anchors the experience, where kitchen, dining, and living spaces open outward to twin balconies — one overlooking the extensive grounds, the other framed by mature oaks, offering a quiet contrast of shade and light. Above, a private club level introduces a more intimate setting — a theater-style lounge, additional suites, and access to the rooftop deck. It is here, at the highest point of the home, that the name reveals itself. As day transitions to evening and the Gulf reflects gold, the softening sky reveals stunning sunsets, becoming the backdrop against which you count your blessings. Below, the grounds are equally considered. A multi-sport court — rare in both scale and versatility — sits alongside a resort-style pool and 360-degree spillover spa, creating a setting as seductive as it is serene. Covered outdoor living spaces extend the home’s presence, offering multiple areas for dining, gathering, and quiet retreat, all within a private, fully enclosed landscape. Siesta Sun Sets is not defined by any one feature, but by the way it brings them together — water, light, elevation, and space — into a residence that feels both grounded and removed, exclusive and secluded. A masterwork of resilient engineering and high-end coastal construction, this estate is architecturally primed to withstand coastal elements while serving as a premier venue for grand-scale entertaining and lucrative seasonal retreats. More than a home, Siesta Sun Sets is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
2010 HYDE PARK CIR, SARASOTA, FL 34239
$2,175,000124 Days on yellowkey MLS ID: A4687471
REDUCED by $24,000 (1.1%) on 06/11/2026
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3515 Built: 2026 Tax: $4,305 (2025)Community: Purtz SubSpa: YesSingle Family
Taxes:$4,305
Remarks: Rarely does a new construction offer this combination of space, design, and functionality. Situated on an oversized 10,200 sq. ft. corner lot, this two-story residence features a private elevator, two luxurious primary suites, one on each level, and one of the best values in Arlington Park. Designed by Courtyard Modern Development LLC, this exceptional home offers 3,515 sq. ft. of living space, 4 bedrooms, 5 full bathrooms, 1 half bath, and an attached 2-car garage, thoughtfully designed for modern living. The first floor (1,825 sq. ft.) features a spacious primary suite, private office, laundry room, chef’s kitchen, and expansive open-concept living areas that seamlessly connect to the outdoor entertaining spaces. Upstairs, the 1,690 sq. ft. second level includes a stunning primary suite with a large private balcony, two additional guest bedrooms, and elevator access connecting both floors. The backyard is designed to embrace the Florida lifestyle, featuring a heated saltwater pool and spa, generous green space, natural landscaping, and multiple areas for entertaining, relaxing, or enjoying time with family and friends. Every space has been carefully planned to create a seamless indoor-outdoor living experience. Whether you’re searching for a primary residence, seasonal retreat, or investment opportunity, this property offers flexibility with potential for both short-term and long-term rentals, making it an outstanding option for a variety of buyers. Located in one of Sarasota’s most desirable neighborhoods, this home combines privacy, oversized lot size, contemporary architecture, and luxury finishes with exceptional value. Opportunities to own a newly built home on a corner lot of this size, with two primary suites and a private elevator, are becoming increasingly rare. Schedule your private showing today and experience why this is one of Arlington Park’s most compelling new construction opportunities...
Listing Agent: Jason Coy Turner (205-612-4353)
2605 BOTANY AVE, SARASOTA, FL 34239
$555,00051 Days on yellowkey MLS ID: A4696274
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1669 Built: 1962 Tax: $2,373 (2025)Community: South Gate ManorSpa: NoSingle Family
Taxes:$2,373
Remarks: This delightful 2-bedroom, 2-bathroom home, plus space to create an office/guest house offers 1,669 square feet of inviting living space. It’s the perfect place to enjoy the laid-back Florida lifestyle. As you step inside, you’re greeted by charming terrazzo floors that bring a touch of retro style to the home. The spacious eat-in kitchen is ideal for entertaining or enjoying a quiet dinner at home. Hurricane impact windows throughout and new roof provide added storm protection, energy efficiency and peace of mind. Retreat to the primary bedroom suite that offers a comfortable and private retreat with generous closet space and an en-suite bath designed with clean finishes. Retreat outside to your private backyard oasis. The fully fenced back yard features lush gardens, creating a tranquil and picturesque setting ideal for relaxing or entertaining. The stand-alone building has been built with hurricane standards and has so many possibilities to enhance your life. Come make it your own -
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
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