Location: Sarasota
Do Not Show Listings
5025 MARSH FIELD RD, SARASOTA, FL 34235
$1,099,911234 Days on yellowkey MLS ID: A4667464
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 1980 Tax: $4,988 (2024)Community: Meadows TheSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,988
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Price reduced below Market Value on this One of a Kind single-story residence offers a functional split floor plan with a heated pool and spa overlooking approximately 150 feet of golf course frontage. Outdoor living is anchored by a covered patio, open-air entertaining areas, a tiki bar, and a fire pit, creating multiple zones for outdoor use with direct golf course views. Recent updates include a new roof, two new A/C units, 400-amp electrical service, impact windows, and a tankless water heater, supporting long-term ownership and system efficiency. The circular drive and wrap around walkway frame the residence and showcase approximately 9,800 sq. ft. of paver hardscape, providing defined access and outdoor circulation around the property. The open interior layout includes living and dining areas, an open kitchen connected to the main living space, and flexible rooms suitable for a home office, fitness room, or bonus use. The primary suite is on the main level, positioned for privacy and oriented toward the pool, spa, and golf course setting features an adjacent bonus room, perfect of Nursery, Yoga studio or Amazing addition to your Closet. The backyard provides open sightlines across the golf course, combining landscaped green space with pool, spa, and patio areas. The property is situated on a quiet residential street within an established community featuring golf, walking paths, and open green space. Convenient access to regional destinations includes shopping, dining, medical and services near University Town Center (UTC), along with recreation at Nathan Benderson Park. Major road access provides connectivity to downtown Sarasota, area beaches, and Sarasota-Bradenton International Airport. Matterport 3D walkthrough and video tour available, allowing remote viewing of layout, flow, and room dimensions. Schedule your private tour today.
Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)
Listing Agent: Ervina Fink (941-587-1855)
5125 WILLOW LEAF DR, SARASOTA, FL 34241
$1,190,00090 Days on yellowkey MLS ID: A4683770
1 Days Off yellowkey (back on 5/30/2026)
REDUCED by $50,000 (4.0%) on 04/21/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3837 Built: 1986Monthly Fee: $60 Tax: $8,339 (2025)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$8,339
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. An exceptional custom home by Arthur Rutenberg, set on nearly one acre behind the gates of Bent Tree Village, offers space, privacy, and thoughtful design in one of Sarasota’s most desirable communities. Step through the double wood doors into a welcoming foyer that opens to formal living and dining rooms, creating an immediate sense of openness. The layout flows naturally, making it just as comfortable for quiet evenings as it is for hosting guests. The kitchen is designed for someone who truly enjoys cooking. You’ll find generous counter space, extensive wood cabinetry with abundant storage, a breakfast bar, and a full suite of updated appliances, including a wine refrigerator. An informal dining area sits just off the kitchen, overlooking the screened lanai, pool, and spa, perfect for everyday meals with a view. The family room is spacious and inviting, anchored by an oversized wood-burning fireplace and complemented by a wet bar, an ideal setup for gatherings or relaxed weekends at home. The primary suite provides a private retreat with an ensuite bath featuring dual sinks, a water closet, a freestanding tub, and a step-in shower. Four additional bedrooms allow for flexibility. The fifth bedroom, with its own private entrance, can easily serve as a home office, game room, or guest suite. Outside, the screened pool and spa area is the true centerpiece. With nearly an acre of surrounding grounds, there’s ample room for entertaining, recreation, or simply enjoying the privacy and greenery. Located in a private gated community with convenient access to shopping, dining, golf, and the cultural amenities Sarasota is known for, this home offers the best of both comfort and location. And in walking distance to Lakeview Elementary School. Less then 5 miles to two private schools, the Classical Academy or Out of Door Academy. It’s a property that must be experienced in person to fully appreciate.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
6212 AVENTURA DR, SARASOTA, FL 34241
$825,0003 Days on yellowkey MLS ID: A4695185
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2738 Built: 1995Monthly Fee: $117 Tax: $6,178 (2025)Community: EastlakeSpa: YesSingle Family
Taxes:$6,178
High School: Riverview High
Middle School: None
Remarks: 6212 Aventura Drive brings lakefront living, privacy, and real function together in one of Sarasota’s gated communities. Located on a corner lot with a side-load garage, this home gives you water views, outdoor living, and a layout built for everyday use. The kitchen is the center of the home with quartz counters, KitchenAid appliances, a 42-inch induction cooktop, double-stack cabinetry, soft-close pull-out drawers, pantry pull-outs, under-cabinet lighting, and ambient lighting. The open layout connects the kitchen, dining, and living areas without feeling crowded. The home has been heavily updated, including remodeled bathrooms, remodeled laundry room, plantation shutters, electronic blinds on the rear sliders, smart lighting, heated bathroom mirrors, a Tesla wall charger, blown-in attic insulation, UV light, updated A/C vent grilles, and a 2022 high-efficiency York variable-speed A/C system with a transferable 10-year parts and labor warranty. Out back, the lanai overlooks the lake and features a temperature-controlled Jacuzzi swim spa with swim jet, professional landscape lighting, water fountain feature, outdoor sink hookup, and pre-wiring for an in-ground pool. Located about 9 miles from Siesta Key, 11 miles from University Town Center, and 4 miles from Publix, this Sarasota home offers the privacy of a gated neighborhood with quick access to beaches, shopping, dining, and daily essentials.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
5800 HOLLYWOOD BLVD #112, SARASOTA, FL 34231
$159,0003 Days on yellowkey MLS ID: A4695217
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 679 Built: 1976 Tax: $1,728 (2025)Community: Baywood Colony Garden AptsCondo
Taxes:$1,728
Elementary School: None
High School: None
Remarks: Welcome to effortless Sarasota living at 5800 Hollywood Blvd—an inviting 1-bedroom, 1-bath condo ideally positioned for both comfort and convenience. This well-appointed residence offers a light and functional layout, perfect as a primary home, seasonal retreat, or investment opportunity—your chance to own a piece of paradise. Enjoy a relaxed coastal lifestyle just minutes from the world-renowned Siesta Key Beach, where powdery white sands and turquoise Gulf waters await. Everyday conveniences are at your doorstep, with an array of shopping, dining, and entertainment options nearby, creating the perfect balance of tranquility and accessibility. The interior offers a comfortable living space with a seamless flow, providing a welcoming environment to unwind or entertain. Whether you're enjoying a quiet morning or returning after a day at the beach, this residence delivers easy, low-maintenance living in a highly desirable location. An exceptional opportunity to own a piece of paradise in Sarasota at an attractive price point, close to everything that makes this area so sought after.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
5316 CREEKSIDE TRL, SARASOTA, FL 34243
$649,9003 Days on yellowkey MLS ID: A4695087
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2539 Built: 2002Monthly Fee: $82 Tax: $3,756 (2025)Community: Carlyle At Villages Of Palm-AireSingle Family
Taxes:$3,756
Remarks: Welcome to this beautiful home located in the Carlyle subdivision at Palm Aire of Sarasota. This stunning 4-bedroom, 3-bathroom home, complete with a den, offers a harmonious blend of style, comfort, and convenience. Nestled in a prime location, this property provides an unparalleled lifestyle enriched by splendid amenities and easy access to Sarasota's finest attractions. This exceptional home boasts an array of features designed to ensure peace of mind and enhance your living experience: Upgrades include, Hurricane Impact Windows and Sliding Doors: Offering safety and security during Florida's stormy seasons. Security System: Provides an added layer of protection for your family and home. Epoxy Flooring in the Garage: Ensures durability and easy maintenance. Saltwater Heated Pool: Perfect for year-round enjoyment and relaxation. The Roof was replaced in 2019. With 2,538 square feet of thoughtfully designed living space, this home is the ideal retreat for those seeking the Florida lifestyle. The split-plan layout maximizes privacy and functionality, while the inviting eat-in kitchen seamlessly flows into the family room, creating a delightful space for entertaining. Both the family room and the primary bedroom feature sliding doors that open to the pool area, enhancing the indoor-outdoor living experience. The third bathroom also opens to the pool area, making it perfect for guests. The primary suite is large, measuring a generous 20 x 15 feet. It features two spacious walk-in closets and an en-suite bathroom equipped with a separate tub and a large shower, offering a spa-like experience in your own home. Living in Carlyle at Palm Aire means enjoying an active and vibrant community lifestyle. Residents have access to: Private Heated Community Pool, Tennis Court and a Playground. These amenities come with a low HOA fee and no CDD. For golf enthusiasts, membership at the nearby Palm Aire Country Club is available, offering two 18-hole championship courses, Har-Tru tennis courts, pickleball courts, a state-of-the-art fitness center, an Olympic-sized swimming pool, and a beautiful clubhouse. Convenience is at your doorstep with the University Parkway/UTC Mall corridor just a short drive away, offering an array of shopping, dining, and entertainment options. Downtown Sarasota, St. Armand's Circle, and the world-renowned beaches of Siesta Key, Lido Key, and Longboat Key are just 10 miles away, with Anna Maria also within easy reach. Plus, the Sarasota-Bradenton International Airport is just a quick drive away, making travel a breeze. With I-75 only 3 miles away, cities like Tampa, St. Petersburg, and Venice are easily accessible. Don't miss the opportunity to make this wonderful property your next home, where you can enjoy the best of Florida living in the sought-after community of Carlyle at Palm Aire.
Listing Agent: Jon Buice (941-962-7443)
5709 AVISTA DR #5709, SARASOTA, FL 34243
$270,0003 Days on yellowkey MLS ID: A4695079
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1284 Built: 1985 Tax: $3,086 (2025)Community: Avista Of Palm-Aire Sec 1 Ph 2Condo
Taxes:$3,086
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: EXPERIENCE ELEVATED FLORIDA LIVING- in this beautifully appointed TURNKEY condominium overlooking the GOLF COURSE lush fairways and tranquil water- so just bring you luggage! Perfectly positioned with desirable southern exposure, the expansive screened lanai offers a serene backdrop of sparkling ponds, tropical birds, and breathtaking sunsets — an ideal setting for morning coffee or evening entertaining. Designed with an elegant yet relaxed sophistication, this open-concept residence showcases soaring cathedral ceilings, abundant natural light, and newer luxury vinyl plank flooring throughout for effortless style and maintenance. The thoughtfully renovated kitchen is tailored for both entertaining and everyday living, featuring granite countertops, abundant cabinetry, a spacious pantry, breakfast nook, and elevated breakfast bar seating for casual dining. Both bathrooms have been tastefully upgraded with refined coastal finishes including natural stone backsplashes, granite surfaces, and a timeless Florida-inspired aesthetic. Offered fully turnkey furnished, this impeccably maintained residence includes stylish newer furnishings, quality linens, updated appliances, and a brand-new central air conditioning system installed in 2025 — allowing for a seamless move-in experience. The flexible split-bedroom floor plan provides privacy for owners and guests alike, with the front guest suite offering its own private retreat behind pocket doors off the foyer. Additional conveniences include in-residence laundry, multiple linen closets, generous storage, and an oversized 30-foot deep garage with ample room for a vehicle, golf cart, workshop space, and walk-up attic storage. Residents enjoy the charm and intimacy of this boutique golf course community, highlighted by mature landscaping, peaceful green spaces, and resort-style amenities including a heated pool, spa, clubhouse, and outdoor grilling area perfect for entertaining friends and neighbors. Optional membership opportunities are available at Palm Aire Golf & Country Club, offering golf, tennis, social, and dining experiences to complement the luxury Florida lifestyle. Ideally located just minutes from the UTC corridor, upscale shopping, fine dining, medical facilities, and only a short drive to downtown Sarasota, St. Armands Circle, Lido Beach, and the Gulf Coast’s world-renowned beaches, this exceptional residence is perfectly suited for full-time living, a seasonal retreat, or an outstanding investment opportunity.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Joanna Petriccione, Pllc (941-929-3212)
5917 OLIVE AVE, SARASOTA, FL 34231
$473,0003 Days on yellowkey MLS ID: O6411402
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1330 Built: 1957 Tax: $3,209 (2025)Community: Golden AcresSingle Family
Taxes:$3,209
Elementary School: Gulf Gate Elementary
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Located in the desirable coastal community of Sarasota, this inviting home offers a relaxed Florida lifestyle with a comfortable layout and bright, open living spaces. The interior features a functional flow designed for everyday living and easy entertaining, with well-sized bedrooms and versatile common areas. Outdoor space provides room to enjoy the warm weather year-round, whether relaxing, gardening, or hosting gatherings. Conveniently situated near Gulf beaches, shopping, dining, and cultural attractions, this property delivers both lifestyle and location in one of Sarasota’s most sought-after areas.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
3217 BENEVA RD #102, SARASOTA, FL 34232
$154,0003 Days on yellowkey MLS ID: A4694965
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1978 Tax: $1,870 (2025)Community: Village Brooke Sec 2Condo
Taxes:$1,870
Remarks: Live the carefree Sarasota lifestyle you’ve been looking for in this stylish first-floor condo located in the highly desirable Village Brooke community. Perfect for a busy professional, seasonal resident, or anyone ready to simplify and enjoy life a little more, this updated 1-bedroom, 1-bath home offers comfort, convenience, and resort-style amenities just minutes from everything Sarasota has to offer. Inside, the bright open layout features durable luxury vinyl plank flooring, a modern sage green palette, and an updated kitchen with white shaker cabinets, stainless steel appliances, pendant lighting, granite countertops, and a breakfast bar that’s ideal for casual dining or entertaining friends. The spacious bedroom includes mirrored closets, a ceiling fan, and sliding glass doors leading to your private screened lanai — the perfect spot to relax after work with a drink or morning coffee. Additional features include a refreshed bathroom with a rich wood vanity, exterior locked storage, and convenient in-building laundry. Outside your door, Village Brooke feels like a private resort with sparkling pools, tennis and shuffleboard courts, a fitness center, clubhouse, scenic walking paths, and beautifully landscaped grounds with peaceful fountain views and picnic areas. And when you’re ready to explore, you’re just minutes from Downtown Sarasota’s vibrant restaurants, nightlife, shopping, and world-famous Gulf Coast beaches. Whether you’re looking for a low-maintenance primary home, winter retreat, or investment opportunity, this condo delivers the perfect blend of lifestyle and location.
Listing Agent: Brett Keyser, Jr (941-957-8425)
4204 PINE MEADOW TER, SARASOTA, FL 34233
$599,9003 Days on yellowkey MLS ID: A4694949
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2085 Built: 1978 Tax: $4,302 (2025)Community: Pine MeadowSingle Family
Taxes:$4,302
Elementary School: Ashton Elementary
Remarks: Welcome to 4204 Pine Meadow Terrace, a beautifully maintained home tucked away in the desirable Pine Meadow community of Sarasota. This inviting residence offers a spacious and functional layout with abundant natural light, comfortable living spaces, and a peaceful neighborhood setting. The home features a well-appointed kitchen, generous bedrooms, and a private outdoor area perfect for relaxing or entertaining with your salt water pool. Conveniently located near top-rated schools, shopping, dining, parks, and just a short drive to Sarasota’s world-famous beaches, this property combines comfort, convenience, and Florida lifestyle living at its best. Whether you’re searching for a primary residence, seasonal retreat, or investment opportunity, this home is a must-see. Roof is 2015, Hurricane windows and sliders 2018, HVAC 2021, Brand new septic pump, and Brand new kitchen appliances 2026
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Mark Singer (941-806-9121)
1815 ROXANE WAY #65, SARASOTA, FL 34235
$159,9003 Days on yellowkey MLS ID: A4694305
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 806 Built: 1964Monthly Fee: $472 Tax: $1,041 (2025)Community: Strathmore Villa Sec 07Villa
Taxes:$1,041
Remarks: Located in the heart of Sarasota, this desirable 55+ community offers the perfect combination of comfort, convenience, and the Florida lifestyle. Residents enjoy a variety of amenities included in the low HOA fee, such as a community pool, shuffleboard courts, clubhouse, recreational facilities, basic cable, landscaping, and more. World-famous Siesta Key Beach and Lido Key Beach are only few miles away. This rare free-standing, maintenance-free villa in the Strathmore community features 1 bedroom, a den, and 1 bathroom with many recent upgrades. In 2023, hurricane-impact, double-pane insulated windows were installed, along with new hurricane-impact front and back doors. The HVAC system was replaced in 2024, and all water lines have been re-piped with CPVC. The bathroom has been beautifully updated with grab bars, a built-in nook, bench seating, a new toilet, faucet, fixtures, and mirror. The kitchen has been refreshed with new LED ceiling lighting, freshly painted cabinets, and updated hardware. Additional improvements include new ceiling fans, blinds, curtain rods, and curtains throughout the home. The unit does not currently have a washer and dryer; however, the storage room under the carport could be converted into a laundry room with a stackable washer and dryer. Conveniently located just a few steps from the villa is the community laundry facility, where residents can use coin-operated washers and dryers. The low HOA fee covers water, sewer, internet, cable, trash, lawn care, landscaping, irrigation, roof repairs, exterior pest control, clubhouse access, community pool, and much more. Bobby Jones Golf Club is just minutes away, along with a nearby dog park and beautiful green spaces for walking, running, and biking. The community is conveniently located only 10 minutes from UTC Mall and downtown Sarasota, with easy access to shopping, dining, entertainment, and cultural attractions.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Gabriella Anastasakis (516-633-4019)
1023 TOCOBAGA LN, SARASOTA, FL 34236
$3,495,00010 Days on yellowkey MLS ID: A4694000
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3599 Built: 1994Monthly Fee: $167 Tax: $27,942 (2025)Community: Tocobaga BaySpa: NoSingle Family
Taxes:$27,942
Remarks: Sophisticated gated living just moments from the heart of downtown Sarasota. Evoking the timeless elegance of Palm Beach with the warmth of Old Florida charm, this exceptional Spanish Mediterranean residence is tucked within the exclusive gated waterfront enclave of Tocobaga Bay. One of only 9 private residences in the community, ideally positioned just moments from Sarasota’s renowned dining, arts, shopping, and waterfront attractions. Surrounded by lush tropical landscaping and tranquil water views, the home is thoughtfully designed for both sophisticated entertaining and relaxed everyday living. Expansive interiors are filled with natural light, highlighted by a grand foyer, travertine flooring, oversized floor-to-ceiling picture windows, motorized shades, and custom window treatments throughout. The residence features 3 bedrooms, each with its own ensuite bath, along with a media room or private office and a private 3-stop elevator. The oversized 4-car garage offers exceptional storage and ample space for vehicles, golf carts, kayaks, and recreational equipment, while the air-conditioned bonus room provides flexibility for a fitness studio, game room, private office, or additional storage. The newly renovated chef’s kitchen is beautifully appointed with premium finishes including a La Cornue gas cooktop, Sub-Zero refrigerator, custom Campbell Cabinetry, spacious walk-in pantry, oversized center island and Taj Mahal quartz countertops and backsplash. The oversized living room offers an inviting atmosphere for gathering, while the separate formal dining room is perfectly suited for elegant dinners and entertaining. The primary suite serves as a peaceful sanctuary complete with its own Juliette balcony, dual custom walk-in closets, and a spacious ensuite bath. Two additional guest suites occupy the third floor, each with private baths, offering ideal comfort and separation for family and guest. Designed to embrace Sarasota’s indoor-outdoor lifestyle, the open-air heated saltwater pool is surrounded by lush tropical landscaping and expansive patio space for lounging and dining. Additional improvements: new tile roof (2023), new irrigation system (2024), updated water heaters (2023 & 2024), electrical panels (2024), and updated A/C units. Residents enjoy access to the community day dock with direct bay access, perfect for boating and waterfront enjoyment. Perfectly located near Sarasota’s renowned beaches, St. Armands Circle, The Bay Park, and the iconic Ringling Bridge, this remarkable residence offers an exceptional lifestyle just minutes from the energy and culture of downtown Sarasota. Offered fully furnished and ready for immediate enjoyment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Linda Driggs (941-374-2920)
600 MOURNING DOVE DR, SARASOTA, FL 34236
$11,900,0003 Days on yellowkey MLS ID: A4694192
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5767 Built: 2026Monthly Fee: $89 Tax: $47,243 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$47,243
Remarks: Under Construction. Positioned on one of Bird Key’s most expansive waterfront parcels featuring 200 foot of water-frontage, this extraordinary new construction estate captures sweeping Sarasota Bay views and represents a rare blend of architectural sophistication, enduring strength, and refined coastal luxury. Masterfully designed by renowned architect DSDG Architects and built by Dynan Construction, Sarasota’s premier waterfront builder, the residence has been thoughtfully engineered to the Fortified Gold standard, offering exceptional resilience and peace of mind for luxury waterfront living. A striking modern façade introduces interiors defined by dramatic floor-to-ceiling glass, allowing natural light and panoramic water views to pour throughout the home while seamlessly blending indoor and outdoor living. Warm, curated interior finishes create an inviting yet sophisticated ambiance, balancing contemporary architecture with timeless livability. Designed for both grand-scale entertaining and effortless daily living, the residence features four luxurious bedroom suites, a private office, a gym/wellness center with sauna, elevator access to all levels, an expansive rooftop deck designed to capture breathtaking sunsets over Sarasota Bay, and a spacious three-car garage. The outdoor living experience is equally compelling, with resort-inspired entertaining spaces thoughtfully designed to embrace the coveted waterfront lifestyle. The masterfully designed infinity-edge pool serves as the centerpiece of the outdoor living experience, offering a striking visual connection to the surrounding waterfront setting. Set within one of Sarasota’s most prestigious waterfront communities, this exceptional offering presents a rare opportunity to own a statement residence between downtown Sarasota and St. Armands Circle, offering an unmatched lifestyle surrounded by fine dining, boutique shopping, cultural attractions, boating amenities, and breathtaking Gulf beaches.
Listing is courtesy of: COASTAL RESERVE (941-586-7736)
Listing Agent: Cassandra Miller (941-586-7736)
6157 MIDNIGHT PASS RD #F22, SARASOTA, FL 34242
$529,9003 Days on yellowkey MLS ID: A4692762
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1332 Built: 1974 Tax: $5,274 (2025)Community: Bay OaksSpa: YesCondo
Taxes:$5,274
Elementary School: Phillippi Shores Elementary
Remarks: This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
3360 RAMBLEWOOD DR S #8, SARASOTA, FL 34237
$174,90014 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
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)
4021 OLIVE AVE, SARASOTA, FL 34231
$435,000209 Days on yellowkey MLS ID: A4670598
0 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1988 Tax: $4,820 (2024)Community: Flora-VillaSingle Family
Taxes:$4,820
Remarks: Under contract-accepting backup offers. Welcome to this spacious 3-bedroom, 2-bathroom home in beautiful Sarasota. Step inside and you’ll find an open, inviting floor plan filled with natural light and plenty of room for both relaxation and entertaining. Each bedroom is generously sized with ample closet space, offering both comfort and functionality. The kitchen flows seamlessly into the living and dining areas, making gatherings easy and enjoyable. The large second-story loft provides a flexible space—perfect for a home office, media room, or guest retreat. The home’s outdoor space is just as impressive, featuring a spacious backyard ideal for hosting, gardening, or adding your own personal touch. Tucked within a quiet cul-de-sac, the location offers an extra layer of privacy and peace while still being close to everything Sarasota has to offer. This property has also been successfully used as a short-term rental, making it a great option for investors or those seeking flexible ownership. With its proven rental history, it’s ready to continue generating income or become your personal retreat. Just minutes from some of America’s best beaches, you’ll have easy access to Sarasota’s stunning coastline and turquoise waters. Nearby, you’ll also find a wide array of shopping, dining, and entertainment options to enjoy year-round. Whether you’re looking for a primary residence, vacation home, or income-producing investment, this Sarasota gem delivers comfort, convenience, and opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Spencer Robinson (941-702-0365)
5214 BEECHMONT AVE, SARASOTA, FL 34234
$180,00092 Days on yellowkey MLS ID: A4684037
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1973 Tax: $2,497 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,497
Remarks: Tri-par Estates in an active, vibrant 55+ community where each property is individually owned with a deed and title to the home. This large corner lot is NOT in the flood zone, but IS in the pet-friendly area and the homes comes furnished. The open living/dining combo is spacious and bright with updated windows, mostly 2025- low-e/double-pane. Other updates include vinyl planking floor throughout, kitchen, bathrooms, all appliances newer including water heater, and freshly painted throughout. The main washroom features a step-in shower, and the primary ensuite has a tub with shower. The laundry is located inside the home for your easy convenience. Public records indicate 880 sq ft for the main house; a mini-split unit has been added to the all-season Florida room for a total of 1,060 sq ft. Outside updates include: TPO roof- 2025, aluminum carport - 2026, pavers -2025, electrical box, garden sprinkler system, and addition of a 10' x 14' shed which provides tons of space for all your storage needs. Tri-par provides a wealth of amenities: enjoy the heated/cooled Olympic-sized for year round swimming, newly constructed large hot tub, palapa tiki hut, pickleball courts, fitness center, shuffleboard courts, miniature golf, horseshoes, game rooms for ping-pong, billiards and more. The clubhouse is host to events such as dinners, dances, and celebrations of all kinds. Situated only minutes from downtown Sarasota, museums, shopping, eateries, the airport and of course the world-renowned Siesta Key and Lido key beaches! You own your own land in this special parks and recreation district, and pay no HOA fee directly to the association. The annual amount of $1,648 is included in your property taxes, and includes such items as fiber-optic internet and direct TV- many channels. Golf cart-friendly community with optional storage for your R/V or boat.
Listing Agent: Ivy Neyedly, Pllc (941-914-1994)
2124 CLEMATIS PL, SARASOTA, FL 34239
$2,299,000347 Days on yellowkey MLS ID: A4656371
REDUCED by $101,000 (4.2%) on 05/13/2026
Bed: 6 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 3574 Built: 2025 Tax: $4,726 (2025)Community: South GateSpa: YesSingle Family
Taxes:$4,726
Elementary School: Southside Elementary
Remarks: PRICE IMPROVEMENT | SELLER MOTIVATED. Now presenting a stunning new construction residence in Arlington Park, built by Courtyard Modern Development, where modern design, functionality, and Sarasota luxury lifestyle come together seamlessly. This exceptional two-story home offers 6 bedrooms, 7 full bathrooms, and approximately 3,574 sq ft of living space, thoughtfully designed to deliver both elegance and comfort in every detail. The first level welcomes you with an open-concept layout featuring a spacious living room, dining area, and chef-inspired kitchen, complemented by a walk-in pantry and dedicated laundry room. The primary suite is conveniently located on the main floor, offering privacy and comfort, complete with a large primary bathroom and large walk-in closet. Builder will design a custom closet configuration to reflect the future homeowner's personal needs. An additional guest bedroom with en-suite bath is also located on this level. In addition, enjoy the convenience of a full bathroom that opens to the pool area. The second level features four generously sized bedrooms, each with its own en-suite bathroom and large closets, providing ultimate privacy and convenience for family and guests. Step outside and experience true Florida living with a private pool and spa, expansive outdoor areas including a large covered balcony overlooking the pool, a planned outdoor grill space, perfect for entertaining or relaxing year-round. You will also enjoy the beautifully and thoughtfully designed landscaped yard. Additional features include a 2-car garage and extended driveway. Zoned for the A-rated , this home is ideally located just minutes from Downtown Sarasota, Sarasota Memorial Hospital, Siesta Key Beach, and Southside Village. This is your opportunity to enjoy a home perfectly blending luxury, location, and lifestyle.
Listing Agent: Alberto Rueda Ramirez (701-314-6916)
1755 7TH ST, SARASOTA, FL 34236
$2,100,00045 Days on yellowkey MLS ID: GC539589
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4451 Built: 2023 Tax: $32,680 (2025)Community: Schindler SubHalf Duplex
Taxes:$32,680
Remarks: A rare blend of modern luxury, income potential + lifestyle flexibility awaits in this striking custom 2023 duplex in the heart of Gillespie Park, moments from downtown Sarasota. Designed for those wanting more than just a home, this architectural standout offers 4,400+ sq ft of elevated living with two fully independent residences, each approx 2,200 sq ft featuring 2 bedrooms, 2 bathrooms, private laundry, soaring ceilings + a light-filled expansive design. Whether downsizing, creating a multi-gen retreat, or offsetting your lifestyle with income, this property delivers exceptional versatility, live in one + generate revenue from the other (currently $3,600/month). The main level showcases a chef-inspired kitchen with premium Thermador appliances, gas cooking, dual dishwashers, walk-in pantry + built-in coffee/wine bar, while the upper level offers a refined private living experience with sleek Bosch appliances+ ensuite bedrooms. Outdoor living feels like a private resort with a secluded courtyard featuring an outdoor kitchen and hot tub, plus an expansive second-level balcony ideal for relaxing. Built for efficiency + longevity with solar power, natural gas tankless water heaters, elevator access + rare 3-car alley-access garage, features seldom found this close to downtown. Zoned for short-term rentals and crafted as a high-end multigenerational retreat with full custom handicap-accessible design, delivering an exclusive lifestyle in a prime location.
Listing is courtesy of: DANIEL CRAPPS AGENCY, INC. (386-755-5110)
Listing Agent: Daniel Crapps (386-397-3002)
5102 MOELLER AVE, SARASOTA, FL 34233
$369,90027 Days on yellowkey MLS ID: A4691946
REDUCED by $15,100 (3.9%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1744 Built: 1992Monthly Fee: $23 Tax: $3,439 (2025)Community: Cedar Grove Of 1St Add ToSingle Family
Taxes:$3,439
Middle School: McIntosh Middle
Remarks: Welcome to one of Sarasota’s best valued opportunities for First time home buyers, and Investors looking for flexible living space in a Prime Location in a very desirable school district. With approximately 1,775 square feet of living space, this meticulously maintained 2-story home offers room to grow with 3 spacious bedrooms, 2.5 bathrooms, and a versatile office/flex space perfect for working from home, hobbies, a guest area, or additional functional living space. Located at the end of a quiet street with minimal traffic, the home offers a more peaceful setting where you can ride bikes, play outside, and families can enjoy a neighborhood feel that’s becoming harder to find. Even better, Ashton Elementary School and Sarasota Middle School are within walking distance, allowing kids to walk to school just steps away. The fully fenced backyard and beautiful wood decking create the perfect space for pets, entertaining, or relaxing outdoors. Inside, the bright open kitchen features granite countertops, light wood cabinetry, and an inviting layout designed for everyday living and gatherings. One of the biggest advantages of this home is convenience. Shopping, restaurants, I-75 access, and Sarasota’s world-famous beaches are all only minutes from your door. With rising Sarasota prices making larger homes harder to find at this price point, this property offers a rare combination of space, flexibility, location, and value.
Listing Agent: Judi Taulbee (941-544-6227)
12016 LEGACY ESTATES BLVD, SARASOTA, FL 34238
$1,795,000151 Days on yellowkey MLS ID: A4676570
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3639 Built: 2017Monthly Fee: $560 Tax: $8,084 (2025)Community: Legacy Estates At Esplanade On Palmer RanchSpa: NoSingle Family
Taxes:$8,084
Remarks: Under contract-accepting backup offers. Welcome to 12016 Legacy Estates Blvd, a meticulously maintained 3-bedroom, 3.5-bath home offering 3,639 sq. ft. of living space in a sought-after resort-style community. This spacious residence features beautiful porcelain tile floors, abundant natural light, and an open layout designed for both comfortable living and entertaining. The home provides plenty of space for family and guests and includes an oversized bonus room that can be easily converted into a fourth bedroom or media room. Pride of ownership is evident throughout. Step outside to your private outdoor retreat featuring an oversized lanai, outdoor kitchen, and a serene pool overlooking a peaceful pond, perfect for relaxing or hosting gatherings while enjoying Florida’s indoor-outdoor lifestyle. Residents enjoy access to an impressive resort-style clubhouse offering a fitness center, spa, game room, and large common areas ideal for social events. The community pool is complemented by the popular Bahama Bar, serving great food and drinks in a relaxed setting. For outdoor enthusiasts, the community offers two convenient access points to the famous Legacy Trail, perfect for running, walking, or biking. This exceptional property combines luxury, space, and outstanding amenities in an unbeatable location.
Listing Agent: Austin Hager (941-254-3199)
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