Location: Sarasota
Do Not Show Listings
4221 HEARTHSTONE DR, SARASOTA, FL 34238
$649,00022 Days on yellowkey MLS ID: A4693372
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2430 Built: 1993Monthly Fee: $140 Tax: $4,743 (2025)Community: Huntington PointeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,743
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Your Updated and Beautifully move-in-ready home awaits! There are Brand New luxury vinyl floors and fresh paint throughout! There are shiny modern baseboards and cove moldings, new vanities and fixtures in the 2 guest bathrooms. You'll feel the openness immediately. The lake view as you walk through the front double doors will help you relax and feel right at home. This spacious home offers 4 bedrooms and 3 bathrooms in a split plan that provides privacy for owners and guests. The 4th bedroom suite could easily be a mother-in-law suite or nanny's quarters, with pool access. High ceilings, crown moldings, French doors, and a flexible floor plan all combine to appeal to any size family - or extended family! The spacious kitchen features generous size granite counters, luxury appliances, and an open view to the family room, so everyone is involved in the dinner details! The butler pantry cabinet helps make food prep or buffet service easy! Informal dining is right there too, with a view through the aquarium window to the pool and double lanai space. The primary bedroom suite has pool access and features a large walk-in closet with built-in shelves and drawers. His and hers sink cabinets provide space and storage. The glass-block-surrounded walk-in shower will rinse off the tension from your day. There's plenty of room for sun bathing by the pool, and the lanai offers privacy and shade for relaxing, with fans and lights for your evening enjoyment. Tucked in the middle of a gated neighborhood on Palmer Ranch, this house will entice you with its details, location, and open feeling. The location is close to lots of shopping and restaurants, the Legacy biking and walking trail, Oscar Scherer State Park, Siesta Key's world-famous snow-white quartz sand beach, Nokomis Beach, churches, libraries, Pine View School for Gifted Students, and marinas and accesses to Sarasota Bay for boating, fishing, and kayaking to watch the manatees and dolphins. The new and original Sarasota Memorial hospital campuses are not far away. Four Bedrooms, two updated living spaces, three bathrooms, an inviting pool, and a lake view!!! What are you waiting for?
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
6723 AVENUE C, SARASOTA, FL 34231
$1,949,000138 Days on yellowkey MLS ID: C7521189
REDUCED by $50,000 (2.5%) on 06/19/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1851 Built: 1999 Tax: $5,412 (2025)Community: Bay View AcresSingle Family
Taxes:$5,412
Elementary School: Pine View School
High School: Pine View School
Middle School: Pine View School
Remarks: Location, location, location! Siesta Key - Private Boat Slip - Completely Updated - NOT in a FLOOD ZONE & No Hurricane damage!! Situated on Avenue C just before the South Siesta Key Bridge, this beautifully updated home offers an unbeatable coastal lifestyle. Enjoy less than a mile walk to the world-famous Siesta Key Beach, where you can take in stunning sunsets, white sand beaches, and relaxing weekends by the water. Boaters will love the easy access to the Intracoastal, just minutes away, with approximately 15 minutes to reach the Gulf of America. The home is also within walking distance to local restaurants and beaches, while being tucked inside a peaceful bird sanctuary, offering a rare blend of convenience and natural surroundings. Inside, the home has been fully updated. Improvements completed in 2020 include a NEW ROOF, tile flooring throughout, a brand-new kitchen, and updated bathrooms. The floor plan offers three bedrooms, including a SECOND PRIMARY SUITE, three bathrooms, and an oversized two-car garage. The backyard is designed for true Florida living, featuring a large heated pool, a spacious lanai with new panoramic screening, and a PRIVATE BOAT SLIP, one of only two slips in the entire neighborhood. The pool was resurfaced with new tile in 2025, and the dock was completed in 2025 as well. This home captures the best of coastal Florida living with walkability, boating access, and thoughtful updates throughout. Enjoy the neighborhood with a short walk to popular spots including Daiquiri Deck, Siesta Key Oyster Bar, Captain Curt’s Crab & Oyster Bar, The Old Salty Dog, Abel's ice cream, Ruth’s Chris Steak House, and Carrabba’s Italian Grill. With Publix Super Market and shopping just down the road, you can enjoy peace and quiet while still being close to everything you need. Schedule your own personal tour today!
Listing is courtesy of: SELLSTATE VISION REALTY (941-336-5400)
Listing Agent: Savannah Zarris (941-807-4304)
5645 CHURCHILL DOWNS RD, SARASOTA, FL 34241
$1,295,000529 Days on yellowkey MLS ID: A4634600
1 Days Off yellowkey (back on 6/19/2026)
REDUCED by $355,000 (21.5%) on 05/27/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2541 Built: 1973 Tax: $5,153 (2023)Community: Sarasota PlantationsSingle Family
Taxes:$5,153
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Under contract-accepting backup offers. Private compound ~ House & Guest House on almost 5 acres tucked at the end of a quiet country lane. Not in flood zone ! This serene oasis includes beautiful pond and 5000 SF outbuilding with successful Pet Resort business, perfect for home-based businesses. The charming, established neighborhood is conveniently located to beautiful beaches and vibrant downtown city life. It is also very HORSE FRIENDLY! The main house (3 Bed/2.1 Bath) & guest house (2 Bed/1.1 Bath) are updated. All buildings have new/newer roofs & windows! Feels far away, yet so close to Siesta Key beaches, downtown Sarasota and SRQ airport. Tons of updates throughout the property. The main house features a modern kitchen and bath updates with a new roof in 2023. The open floor plan and soaring ceilings perfectly frame the lovely views of the L-shaped pond. Thoughtfully designed, this home offers ample storage with a large pantry and separate laundry room with half bath. The large decks provide expansive views of the pond and garden area. The guesthouse, situated well away from the main home, was nicely renovated in 2020. The two-bedroom, one-and-a-half-bath cottage with vaulted ceiling and open floor plan feels and lives much larger than its 1,500 square feet. The living room sliders opening to a walled patio/garden space create a private, serene retreat. The freestanding kennel building, measuring about 5,000 square feet, includes reception and grooming areas, plus a half bath. The kennel includes 30 dog runs, nine cat rooms and three isolation areas for flexible accommodations. The proximity to population centers and easy highway access offers so much potential for pet boarding, doggie daycare, professional dog trainers or show handlers. This well-maintained property is truly an unexpected find and a rare opportunity that blends privacy and convenience. If you've been searching for a family compound, home-based business, dog property or horse property, schedule your private tour today. Check out the tour links, and don't miss the drone tour in link 2! More photos available upon request.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Bill Blume (941-525-6257)
2306 VALENCIA DR, SARASOTA, FL 34239
$1,210,00058 Days on yellowkey MLS ID: A4691100
REDUCED by $35,000 (2.8%) on 06/06/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1949 Built: 1955 Tax: $4,130 (2026)Community: South GateSingle Family
Taxes:$4,130
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2026
Middle School: Brookside Middle
Remarks: Welcome home to the heart of Sarasota's Southgate neighborhood! This stunning, fully rebuilt residence blends modern comfort with timeless appeal. Featuring 3 bedrooms 2.5 baths, the home showcases a bright open-concept floor plan with 10 ft.ceilings creating a light and bright atmosphere throughout. The impressive kitchen features custom soft-close cabinetry, premium appliances, a dedicated bar area, and a spacious breakfast bar ideal for casual gatherings. The master bedroom has a spa inspired bathroom with generous closet space. Sliding doors throughout this lovely home invites you outdoors to your private oasis. The maintenance-free yard features a sparkling heated large pool and spa enhanced with a sunshelf. The shaded patio is perfect for relaxing and casual entertaining. Lush landscaping provides complete privacy enclosed by a full fence for your pets enjoyment too. Southgate is a well renowned sought after area located in the Southside School district, just a few minutes from Sarasota Memorial Hospital, down town area, and the beach. This amazing house could be your....."Home sweet Home"
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
4015 ASBURY PL, SARASOTA, FL 34233
$355,000388 Days on yellowkey MLS ID: A4654008
REDUCED by $4,900 (1.4%) on 06/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1957 Tax: $945 (2024)Community: Spring Lake Sub Add 1Single Family
Taxes:$945
Tax Year: 2024
Remarks: This charming and versatile home is located in a quiet neighborhood and offers features for both living and investment. The main home includes a den, a utility room with washer & dryer and solar power for energy efficiency. The private in law suite is complete with a separate entrance and kitchenette, ideal for multigenerational living or rental income. Recent upgrades includes a new roof (2020) and a new well pump (2024) ensuring peace of mind for years to come. Outside you'll find a detached storage shed for additional space and convenience. This is the perfect home with flexible living options and great investment potential. Schedule your viewing today!
Listing is courtesy of: ALIGN RIGHT REALTY SRQ OPULENCE (941-362-3300)
Listing Agent: James Frederick (941-812-1982)
6821 CHLOE CT, SARASOTA, FL 34241
$664,99099 Days on yellowkey MLS ID: TB8486434
REDUCED by $35,000 (5.0%) on 04/09/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2627 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Taxes:$6,217
Elementary School: Lakeview Elementary
Remarks: Under Construction. You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign? refinements that grant this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with french doors as well as a convenient powder room and indoor laundry. Make your way upstairs to privacy and personality, making each extra bedroom and the retreat a great place to thrive. In the fully gated community of Lakeview Crossing, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Come see what quality construction and thoughtful design looks like for yourself and make this David Weekly Home yours today. **This property offers a limited-time interest rate incentive.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
1045 FOX CREEK DR, SARASOTA, FL 34240
$3,400,00024 Days on yellowkey MLS ID: A4694380
Bed: 4 Bath: 5.0 Gar: 5 Liv Area Sq Ft: 6721 Built: 2007Monthly Fee: $25 Tax: $12,620 (2025)Community: Fox Creek AcresSingle Family
Taxes:$12,620
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Exclusively situated on 5.1 expansive acres, this custom-built Sarasota estate is masterfully designed as a fully self-contained private family enclave. Completely insulated from the outside world, the property is introduced by a long, palm-lined approach and a sweeping circular paver driveway, where total privacy and the Florida lifestyle are immediately evident. The primary residence spans 6,721 square feet of luxurious living space, making a grand architectural statement the moment you enter a foyer flanked by towering 24-foot ceilings. The estate showcases abundant natural light, French doors and rich maple built-ins throughout. At the heart of the home, the epicurean kitchen features elite millwork by Campbell Cabinetry, a spacious L-shaped island, a butler's pantry, and professional-grade Wolf and Sub-Zero appliances—including dual ovens and a specialized warming drawer. The fluid floor plan offers unmatched versatility, hosting a formal dining room with custom tray ceilings, a magnificent Great Room with fireplace under a 22-foot ceiling, two separate private offices, one of which has a wood-beamed cedar ceiling, and a spectacular, approximately 1,000-square-foot recreation wing outfitted with its own full kitchen and bath. Retreat to the first-floor owner’s suite, an elegant sanctuary featuring a private sitting area, a spa-inspired bath, and peaceful views overlooking the estate and pool. Outdoor living captures the estate-style relaxation, with a vast screened lanai and a sparkling saltwater pool overlooking open lawns and mature perimeter landscaping that naturally buffers the property. Recreational amenities are premier, featuring an integrated basketball court and a dedicated section of the driveway already marked for pickleball. The sprawling grounds serve as a grand retreat, anchored by an exceptional detached multi-car garage pavilion. Perfect for collectors or specialized hobbyists, this secondary structure features oversized 11-foot doors, a dedicated RV and boat storage area, carport, and a versatile, fully plumbed auxiliary suite with a full shower, ideal as a detached executive workspace or private retreat. Unequaled in structural integrity, the home functions as a fortified private fortress engineered with poured-concrete construction, comprehensive rebar reinforcement, elevated foundation, standby generator, salt-and-carbon water filtration system, separate sprinkler well, and advanced 13-camera security system. Providing space perfectly zoned to accommodate equestrian pursuits, miniature horses, alpacas, or exotic hobby collections, the OUE1 acreage offers absolute lifestyle freedom, all while being securely situated in Flood Zone X, with an exceptionally low annual HOA fee and no CDD. Positioned at the absolute center of convenience, the estate sits just 3.5 miles from Waterside Place, 4 miles from the University Town Center district, and 4.5 miles from Main Street Lakewood Ranch—placing championship golf courses, premier dining, luxury shopping, and active community calendars right at your fingertips. Surrounded by the tranquility of your private sanctuary, allure of downtown Sarasota and world-renowned Gulf Coast beaches await just moments beyond your gates.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Judi Taulbee (941-544-6227)
5365 BARTOLOMEO ST, SARASOTA, FL 34238
$725,0009 Days on yellowkey MLS ID: A4696542
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 2019Monthly Fee: $520 Tax: $3,651 (2025)Community: Esplanade On Palmer RanchSingle Family
Taxes:$3,651
Middle School: Laurel Nokomis Middle
Remarks: Virtually Staged. One or more photo(s) has been virtually staged. Built in 2019, this meticulously maintained 3-bedroom, 2-bath residence offers 1,918 sq.ft. of thoughtfully upgraded living space designed for both comfort and functionality. The home features a spacious extended lanai complete with a Hot Springs hot tub, creating the perfect setting for outdoor relaxation and entertaining. Interior upgrades include custom California Closets in the primary suite, custom cabinetry in the laundry room, and elegant plantation shutters throughout. Additional enhancements include a 240-volt hookup for a home generator, whole-house surge protector, Culligan whole-home water filtration system, lanai hurricane shade, plantation shutters, and an extended driveway for added convenience and parking flexibility. This property combines modern construction with quality upgrades and attention to detail throughout. Esplanade on Palmer Ranch delivers a true resort lifestyle with the on-site Bahama Bar restaurant, resort pools and spa, fitness center with studio classes, 8 pickle ball courts, 2 tennis courts, 3 dog parks, scenic nature trails, and direct Legacy Trail access. Oscar Scherer State Park is just one mile away. More than a home, this is a private luxury retreat offering the ultimate blend of elegance, recreation, wellness, and Gulf Coast living. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
708 42ND ST, SARASOTA, FL 34234
$649,00077 Days on yellowkey MLS ID: A4688855
REDUCED by $26,000 (3.9%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 1936 Tax: $5,492 (2025)Community: Indian Beach Map OfSingle Family
Taxes:$5,492
Remarks: Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Helen Magill (941-320-7166)
5361 SAN JUAN DR, SARASOTA, FL 34235
$385,00077 Days on yellowkey MLS ID: N6143756
REDUCED by $14,000 (3.5%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1972 Tax: $1,722 (2025)Community: De Soto LakesSingle Family
Taxes:$1,722
Remarks: One or more photo(s) has been virtually staged. MOTIVATED SELLER – BRING YOUR OFFERS! Imagine waking up each morning to peaceful lake views and ending your day with breathtaking sunsets over Crown Lake. Nestled on an oversized lot in the desirable Desoto Lakes community, this beautifully renovated 2-bedroom, 2-bath home offers nearly 2,000 square feet of stylish, move-in-ready living space in one of Sarasota’s most convenient locations. From the moment you step inside, you’ll appreciate the bright, open-concept design that fills the home with natural light and creates an inviting atmosphere perfect for both everyday living and entertaining. The stunning renovated kitchen serves as the heart of the home, featuring brand-new appliances, sleek countertops, modern cabinetry, and a seamless flow into the spacious living and dining areas. Thoughtfully updated throughout, this home blends modern finishes with comfortable living. The previously screened lanai has been professionally converted into additional interior living space, providing endless possibilities for a family room, home office, hobby space, or entertaining area while maximizing the home’s functionality and square footage. One of the most valuable upgrades is already complete—brand-new hurricane impact windows installed throughout the home in 2025, providing enhanced storm protection, energy efficiency, and peace of mind for years to come. For hobbyists, car enthusiasts, or anyone needing extra workspace, the oversized garage and workshop is a rare find. Complete with epoxy flooring and an air compressor, it offers the perfect setup for projects, storage, or pursuing your favorite hobbies. Step outside and enjoy the beauty of your private backyard oasis overlooking picturesque Crown Lake. The manicured grounds and tranquil water views create a peaceful, resort-style setting that feels like a vacation every day. Best of all, with NO HOA and NO deed restrictions, you’ll enjoy the freedom and flexibility to truly make this property your own. Adding even more value, this property is NOT located in a flood zone, meaning NO flood insurance is required. Location is everything, and this home delivers. Conveniently situated just minutes from downtown Sarasota, world-famous Gulf Coast beaches, University Town Center, Lakewood Ranch, exceptional dining, shopping, entertainment, and Sarasota-Bradenton International Airport, you’ll enjoy easy access to everything that makes the Sarasota lifestyle so desirable. Homes offering this combination of lake views, extensive updates, oversized lot, workshop space, hurricane impact windows, and an unbeatable Sarasota location are hard to find. Don’t miss this incredible opportunity—schedule your private showing today and discover why this could be your perfect Florida home.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
1864 CLEMATIS ST ST, SARASOTA, FL 34239
$1,799,50012 Days on yellowkey MLS ID: A4696114
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2330 Built: 1925 Tax: $14,946 (2025)Community: Lot 13 & W 25 Ft Of Lot 15 Blk C Desota ParkSpa: YesSingle Family
Taxes:$14,946
Remarks: This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with detached casita is rich with character. The beautifully designed residence offers 2,330 square feet of living space. The home boasts a total of 12 rooms featuring a spacious entry, open plan living area including a formal dining room, living space and chef's kitchen and a versatile family room located directly off the pool area. The 3 bedroom main house has 2 bedrooms with their own en-suite bathrooms plus an additional 3rd bedroom/office/flex space, updated hurricane rated windows and whole home tankless hot water heater. The casita offers the 4th bedroom with en suite bath and kitchenette. Upon entering the tiled courtyard you are invited to step inside and discover an abundance of architectural details like the hurricane rated pecky cypress entry door, arched doorways, pecky cypress beams and fireplace mantel, custom built-ins and original architectural details that all add up to the unique touches of sophistication. The northern exposure fills the home with natural light, highlighting the garden views through casement dual pane hurricane rated windows adorned with tasteful and functional window treatments. Inside the spacious foyer your attention is drawn to the custom window treatments and new flooring and opens to an expansive open plan living room featuring a working fireplace with a pecky cypress mantel that adds warmth and ambiance and pecky cypress beams. The living space is flanked by a light filled dining room that opens to a second private courtyard and the recently renovated gourmet chef's kitchen that includes custom cabinetry, Taj Mahal quartzite countertops, zellige tile backsplash and top of the line appliances - SubZero refrigerator, Thermador warming drawer and Italian Fulgor Milano gas range. Down the hall the main floor primary suite includes a large ensuite bathroom with a separate shower, four closets for ample storage and a convenient laundry space. The second bedroom suite is tucked away with dual closets, dressing area, its own courtyard and private access to the pool. At the back of the home the 3rd bedroom/office/flexroom is located off a large and comfortable family room with pecky cypress beams and tile flooring that opens up through a wall of hurricane rated stack glass back doors to the pool area. The pool area is a tropical paradise featuring a heated pool and hot tub with a new remote controlled electronic system. The pool cage encompasses plenty of space for lounging and dining and includes the entry to the casita and full bath with mini split unit, tile flooring and wooden beams, includes built-in murphy bed and a dedicated generator. Outside the casita is a large paver courtyard with a custom outdoor cooking area that includes a plumbed 36" natural gas grill with rotisserie and pizza oven accessories and an outdoor refrigerator. This "West of Trail" home is ideally located in the Southside Elementary School district, convenient to Sarasota Memorial Hospital and located just steps away from Morton's Gourmet Grocery and some of Sarasota's best restaurants, shopping and art galleries.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Tra Raines, Iii (941-415-2508)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,000107 Days on yellowkey MLS ID: A4684899
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3564 Built: 2026 Tax: $10,197 (2025)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$10,197
Remarks: Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style. Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
3165 REGATTA CIR, SARASOTA, FL 34231
$459,000113 Days on yellowkey MLS ID: A4683961
REDUCED by $5,900 (1.3%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1193 Built: 1964Monthly Fee: $6 Tax: $3,638 (2025)Community: Gulf GateSingle Family
Taxes:$3,638
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Completely remodeled with all work permitted and completed to the highest standards, this move-in ready Gulf Gate home lives large and showcases exceptional quality, thoughtful design, and true craftsmanship. Live where others vacation — perfectly positioned just 2.4 miles from the nearest Siesta Key beach access, placing world-renowned white sand beaches and breathtaking Gulf sunsets just minutes from your doorstep! The designer-curated kitchen features solid wood white shaker cabinetry, premium quartz countertops, a custom tile backsplash, and new stainless-steel appliances. Just off the kitchen, a spacious dining area is anchored by a beautifully crafted custom solid wood banquette with an integrated bookcase, bench seating, and built-in storage — a rare and functional design feature. Both full bathrooms have been beautifully renovated with new vanities, updated countertops, and custom tiled showers. Additional interior upgrades include new luxury vinyl plank flooring, fresh interior and exterior paint, new doors and trim, and updated lighting & fixtures. Indoor laundry adds everyday convenience. Major system improvements provide peace of mind, including new PVC underground sewer drain lines, new water lines, a new water heater, updated electrical panel, HVAC (2020), and a *BRAND NEW ROOF* (2026)! All windows are equipped with hurricane shutters. Designed for seamless indoor/outdoor living, multiple sliding glass doors open to a spacious screened and covered back porch featuring upgraded Trex decking — the perfect space for morning coffee or relaxed evenings under the twinkle lights. The backyard is truly special, highlighted by a custom PAVER FIRE PIT with built-in bench seating. Enjoy fresh landscaping, a new front paver walkway, and a large fenced backyard. Covered carport parking includes an outdoor storage closet, plus an additional shell parking space which provides plenty of parking. Centrally located on a quiet circle in prime Gulf Gate, this home offers easy access to world-famous Siesta Key Beach and is within walking or biking distance to an array of local restaurants and shopping in Gulf Gate. Publix, Trader Joe’s and Costco are all just minutes away, and Gulf Gate Elementary School is right around the corner. Turnkey furnishing option is also available which could make for an easy second home. Bright, cheerful, and beautifully finished — this home is truly move-in ready! Buyer’s agent to verify all MLS information including room sizes, utilities and HOA if applicable.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Jonah Wright (941-932-1661)
4711 CEDRON CT, SARASOTA, FL 34240
$959,000449 Days on yellowkey MLS ID: A4646513
REDUCED by $21,000 (2.1%) on 06/11/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3098 Built: 2024Monthly Fee: $434 Tax: $8,847 (2025)Community: ArtistrySpa: NoSingle Family
Taxes:$8,847
Remarks: One or more photo(s) has been virtually staged. Wide, open lake views from one of the largest lots in Artistry — the sellers selected this oversized homesite intentionally, positioned across from an easement so you look out over open space and water, never into a neighbor's home. $959,000 | 3,009 SF | 3 Bedrooms + Double-Door Den | Tandem 3-Car Garage Tucked on a quiet interior street, this upgraded Van Gogh model is clean, bright, and intentionally finished: high ceilings, crisp architectural lines, and a soft neutral palette that feels elevated without forcing a specific style. The kitchen is built for real living and entertaining — quartzite backsplash, 36" gas cooktop, wall oven, oversized island, and generous storage. The expanded primary suite is a standout, framed by panoramic bay windows that bring the lake into the room and flood the space with natural light. Two guest bedrooms are positioned for privacy, and the double-door den offers true flexibility — office, media room, or optional fourth bedroom. Outside, the extended lanai overlooks the water, and the oversized, uniquely shaped lot adds width and depth — room to create the outdoor setup you actually want. A detail most buyers miss: the builder prep for a future pool is already done, with gas, water, and drainage pre-installed, so if you ever add a custom pool, you're not starting from scratch. The tandem 3-car garage adds rare versatility — extra vehicle space, golf cart storage, a workshop, a gym corner, or simply the storage everyone wishes they had. Artistry sits near Lorraine Road and Palmer Boulevard with quick access to downtown Sarasota, Waterside Place, UTC, Lakewood Ranch, and the Gulf beaches — and the soon-to-open Lorraine Road entrance will give residents direct access to Lakewood Ranch, putting Waterside just a short drive away. With no CDD fees, a reasonable HOA, and amenities including pickleball and tennis courts, a state-of-the-art fitness center, resort-style pool, community center, and playground, the lifestyle and long-term ownership costs align.
Listing is courtesy of: THE AGENCY SARASOTA (941-500-5150)
Listing Agent: Robert Hildreth (941-326-0278)
106 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$1,900,000467 Days on yellowkey MLS ID: A4642792
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1999 Built: 1952 Tax: $25,393 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$25,393
Remarks: Virtually Staged. One of the few opportunities to own on St. Armands under $2M! Walk to St. Armands Circle and Lido Beach from this beautifully renovated coastal retreat situated on a rare oversized corner lot. Designed for effortless island living with exceptional luxury rental potential, this move-in ready home offers the lifestyle and investment opportunity today’s buyers are searching for. Positioned in one of Sarasota’s most desirable beach markets, the property is ideally suited for short-term rental demand, seasonal income, or long-term luxury resale value. Inside, the bright open floor plan showcases custom carpentry, detailed moldings, and upscale coastal finishes throughout. The remodeled kitchen, baths, and laundry room combine style with functionality, while recent updates including newer HVAC, doors, pool pump, and water heater provide peace of mind and low-maintenance ownership. Outdoor living is equally impressive with a screened-in pool, private patio, and multiple entertaining spaces that deliver the resort-style atmosphere vacation renters and second-home buyers expect. Walk, bike, jump on the trolley or golf-cart to renowned dining, boutique shopping, waterfront parks, and beach access. Rare opportunities this close to St. Armands Circle continue to attract strong buyer and rental interest. Whether you are expanding an investment portfolio, completing a 1031 exchange, or securing your own island getaway, this property represents a high-demand asset in an exceptional coastal location.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Cathy Palmer (678-524-1104)
4616 VINTAGE DR, SARASOTA, FL 34243
$500,0002 Days on yellowkey MLS ID: A4697492
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2308 Built: 1990Monthly Fee: $95 Tax: $2,671 (2025)Community: Vintage CreekSingle Family
Taxes:$2,671
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome to Vintage Creek, a quiet, established Sarasota neighborhood where mature palms and tranquil lakes set an unhurried pace just minutes from the shopping, dining, and energy of University Town Center. Lovingly cared for by the same owner for three decades, this three-bedroom, two-bath pool home wears its pride of ownership in every detail, from the manicured tropical landscaping and brick-columned entry to the cheerful red double doors that open into a light-filled, tiled foyer. Inside, soaring vaulted ceilings and an easy, open flow give the 2,308-square-foot layout a bright, airy feel. A formal living and dining room greets you first, framed by graceful arched windows, with triple sliding doors that draw your eye straight out to the pool. The home opens into a spacious family room beneath a dramatic arched transom window, flowing seamlessly into a beautifully updated kitchen finished in 2020. Crisp white shaker cabinetry, soft-close drawers, quartz counters, a subway tile backsplash, and a generous center island with seating for four make it as functional as it is pretty, while a sunny breakfast nook with its own sliders keeps everyday meals close to the view. A smart split plan tucks the private primary suite on its own side of the home, complete with vaulted ceiling, a walk-in closet, direct pool access, and a spa-like bath featuring a quartz-topped double vanity, a soaking tub set in its own curtained nook, a separate glass shower, and a private water closet. Two additional bedrooms and a stylishly updated second bath, which doubles as a convenient cabana bath opening to the pool, sit comfortably apart for family or guests, and a dedicated interior laundry room adds to the everyday ease. The heart of this home is outdoors, where an oversized covered lanai invites you to dine, relax, and unwind beneath the fans before stepping out to the screened, caged pool and its wide wraparound deck. Lush palms and privacy fencing frame the space, creating a peaceful retreat that feels worlds away yet sits moments from everything. Thoughtful updates bring lasting peace of mind, including clear hurricane shutters, a brand-new electrical panel, a 2023 water heater, and a transferable termite warranty. Hurricane curtains enclose the lanai and shield the outdoor furniture as well, so there is no need to move everything inside before a storm. The low-HOA community offers a residents' pool and serene lakes, all tucked close to UTC, I-75, Nathan Benderson Park, top dining, and the world-famous Gulf beaches that define the Sarasota lifestyle. Come experience the comfort, care, and location that make this home so special. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
7505 WEEPING WILLOW BLVD, SARASOTA, FL 34241
$860,000269 Days on yellowkey MLS ID: O6346384
REDUCED by $15,000 (1.7%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3141 Built: 1987Monthly Fee: $119 Tax: $8,342 (2024)Community: Bent Tree VillageSingle Family
Taxes:$8,342
Remarks: Virtually Staged. Luxurious Lakefront Living in The Woodlands of Bent Tree! This beautiful home offers a private setting on over half an acre, backing onto a spring-fed lake in the gated Woodlands of Bent Tree. Nestled in an A-rated school district and surrounded by lush landscaping, this property combines elegance, comfort, and convenience in one perfect package. Featuring 4 bedrooms, 3 baths, a 2-car side-entry garage, and a brand new roof, the split plan design showcases both functionality and style. Enjoy formal living and dining rooms, a spacious family room with soaring ceilings, a fireplace, and a stylish wet bar. The chef’s eat-in kitchen is a showstopper with quartz countertops, stainless steel appliances, and direct access to the family room—ideal for gatherings and entertaining. Your expansive primary suite includes a spa-inspired bath with dual sinks, a jetted garden tub, large walk-in shower, and generous walk-in closet. Secondary bedrooms are equally spacious, offering flexibility for guests, family, or office space. Step outside to your private oasis: a screened pool and spa overlooking breathtaking lake views, with plenty of room to relax or entertain. The expansive backyard provides additional space to enjoy the outdoors. Just a short golf cart ride to Bent Tree Country Club or Laurel Oak Country Club, and minutes from Siesta Key Beach, UTC Mall, downtown Sarasota, shopping, and dining—this home has it all. Don’t miss this rare opportunity to own in The Woodlands of Bent Tree—schedule your private showing today and fall in love with the perfect blend of luxury, privacy, and natural beauty!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
1595 PINYON PINE DR, SARASOTA, FL 34240
$649,9008 Days on yellowkey MLS ID: A4696972
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2359 Built: 2004Monthly Fee: $80 Tax: $3,631 (2025)Community: Villages At Pinetree Spruce PiSpa: NoSingle Family
Taxes:$3,631
Remarks: WELCOME TO YOUR DREAM HOME! Situated in a highly sought-after community with low HOA fees and no CDD fees, this beautifully maintained 3 bedroom, 3 bathroom single-family home delivers the perfect blend of comfort, functionality, and modern Florida living. Prepare to fall in love with this stunning, turnkey residence that perfectly blends modern luxury with everyday comfort. Every major detail has been meticulously updated, offering your total peace of mind and a true “move-in-ready” experience. THE HEART Of the HOME - Step in to a bright, expansive open-concept layout featuring a very large living room, a spacious dining room and seperate cozy den - perfect for a family movie nights or a quiet reading nook. The entire home boasts brand- new luxury vinyl plank flooring (2024), freshly painted walls in a crisp, modern palette, and beautiful designer light fixtures that add a tough of elegance to every room. MODERN CHEF’S KITCHEN - The show stoping new kitchen (2024)features contemporary cabinets, sleek countertops, ample space for meal prep and entertaining. WORK FROM HOME - The private home office is a standout feature, complete with stylish functional barn doors that adds the perfect balance of privacy and architectural charm. OUTDOOR OASIS - Step outside into your personal paradise. The sparkling swimming pool is surrounded by brand new pavers (2024), creating a pristine, resort-style setting for summer BBQs, sunbathing or evening cocktails under the stars. KEY UPGRADES - HVAC System 2024, Flooring durable luxury vinyl 2024, Paint 2024, Pool Pavers 2024, Kitchen 2024 Schedule your tour Today! This Immaculate home combines top- tier2024 renovations and won’t stay long on the market!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Basia Lenczowski (941-779-5571)
4779 TIVOLI PL, SARASOTA, FL 34235
$299,00032 Days on yellowkey MLS ID: A4693816
1 Days Off yellowkey (back on 6/18/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1428 Built: 1996Monthly Fee: $919 Tax: $2,321 (2025)Community: Longwood VillasSingle Family
Taxes:$2,321
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Welcome to this single family home that has been recently painted inside and out. New carpets have been installed in the 3 rooms and a deep clean has been done recently. A spacious private lanai outback is welcomed by a lovely preserve and this home is located on a cul-de-sac for maximum privacy. There are no CDD's in here and the HOA handles the roof replacement and repairs,outside painting,pressure washing,irrigation,driveway and walk repairs along with mowing, trimming and edging.There are lakes that residents can use for kayaking,fishing or just for viewing wildlife. Longwood Run public park is just down the street for enjoying tennis,pickleball,basketball or the playground.Coveniently located to UTC mall, restaurants,markets and much more.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: David Short (941-961-3995)
4060 WEBBER ST, SARASOTA, FL 34232
$329,50059 Days on yellowkey MLS ID: A4691042
REDUCED by $19,500 (5.6%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1546 Built: 1960 Tax: $3,916 (2025)Community: Southern ViewSpa: NoSingle Family
Taxes:$3,916
Elementary School: Brentwood Elementary
Remarks: Virtually Staged. Welcome to 4060 Webber Street—an ideally located Sarasota home offering convenience, flexibility, and access to some of the area’s most sought-after outdoor amenities. Just moments from the Legacy Trail, the Sarasota Springs Trailhead, Downtown Sarasota, UTC, and world renowned beaches. This property is perfect for those looking to enjoy all that the Florida lifestyle has to offer. The home features a comfortable layout with inviting living spaces and plenty of natural light, enhanced by luxury vinyl plank flooring throughout the main living areas and primary bedroom for a clean, modern feel. The living room is anchored by a cozy wood-burning fireplace, creating a warm focal point for relaxing or entertaining. The spacious, open kitchen offers ample room for cooking, gathering, and hosting, making it the true heart of the home. The property features a fully fenced yard with a double gate on the side, providing direct access to a concrete pad—ideal for storing a boat, trailer, or additional vehicles. With no HOA restrictions, you’ll enjoy the freedom to make the most of your property without added limitations—whether for personal use or investment purposes. Located just a short drive to Siesta Key, downtown Sarasota, shopping, dining, and major roadways, this home combines accessibility with lifestyle appeal. Don’t miss this opportunity to own a versatile property in a prime central Sarasota location
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Derek Robbins (941-356-4906)
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