Location: Sarasota
Do Not Show Listings
3249 BENEVA RD #103, SARASOTA, FL 34232
$159,900109 Days on yellowkey MLS ID: TB8480817
REDUCED by $5,100 (3.1%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1975 Tax: $1,981 (2025)Community: Village Brooke Sec 1Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,981
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Motivated Seller! Come see this ground-floor condo located in the heart of Sarasota. This 3-bedroom, 2-bathroom condominium in Village Brooke is known for providing well-manicured landscaping, beautifully maintained amenities, and low condo dues. This unit has one bathroom recently remodeled and there's materials/supplies on hand to complete the 2nd bathroom. HVAC only a few years old. Update and refresh this condo and have immediate sweat equity. Association amenities include TWO neat-as-a pin heated pool areas, 2 tennis/pickleball courts, shuffleboard, peaceful ponds, covered gazebos, bike rack stations, barbeque areas, water, sewer, trash-dumpster, pest control, cable television, and a well-equipped club house complete with a full kitchen area, tables, pool/ping pong table, and lounge space with large screen TV. Wash and dry two loads of laundry at the same time in one of the many convenient laundry areas, one being located in this same building. Find coins to be cumbersome? Choose to use the smart phone app instead. This home is located less than 20 minutes to both Siesta and Lido Key beaches. This specific unit is located near the entrance to the complex, clubhouse, pool, and is walking or biking distance to many shopping and public transportation options. Great value and priced to sell.
Listing is courtesy of: WORTH CLARK REALTY (800-991-6092)
Listing Agent: Jim Litrocapes (941-444-9142)
9221 BERNINI PL, SARASOTA, FL 34240
$1,050,00080 Days on yellowkey MLS ID: A4688126
1 Days Off yellowkey (back on 6/9/2026)
REDUCED by $99,999 (8.7%) on 06/01/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3066 Built: 2023Monthly Fee: $438 Tax: $9,467 (2025)Community: Artistry SarasotaSpa: YesSingle Family
Taxes:$9,467
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. This highly sought-after 3 bedroom + Den and 3 bath model in Artistry Sarasota offers the perfect blend of luxury, privacy, and opportunity—ideal for buyers seeking a refined Sarasota lifestyle with the ability to personalize and elevate the home to their own taste. Perfectly positioned on a tranquil lake with peaceful views of the community nature trail beyond, this property delivers a rare sense of serenity and privacy while remaining just 10 miles from downtown Sarasota. Designed for seamless indoor-outdoor living, the open-concept floor plan features two expansive, Impact sliding glass doors that lead to a private outdoor retreat complete with a saltwater pool and spa. The lanai is already equipped with gas, water, and electric connections for a future outdoor kitchen, creating the perfect foundation for a custom entertaining space tailored to your lifestyle. Inside, the bright and airy kitchen features quartz, countertops, waterfall counter tops on the island, custom cabinetry, under-sink water filtration, and generous gathering spaces designed for both everyday living and entertaining. A whole-home water softener and Impact windows add additional comfort and convenience. The spacious primary suite is filled with natural light from elegant bay windows and features a spa-inspired bath with an oversized walk-in shower. A flexible den offers space for a home office, media room, fitness studio, or additional guest accommodations. Luxury buyers will appreciate the strong architectural foundation, premium homesite, and exceptional location—offering the ability to enhance and curate the interiors over time while already enjoying the best of Florida living today. Residents of Artistry Sarasota enjoy maintenance-free living and resort-style amenities including a community pool, pickleball courts, basketball courts, playground, and scenic walking trails. Located approximately 10 miles from downtown Sarasota, this home offers convenient access to world-class dining, shopping, arts, golf, and Gulf Coast beaches while maintaining a peaceful residential setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Laurie Minear (717-824-5703)
800 S BLVD OF THE PRESIDENTS #5, SARASOTA, FL 34236
$520,000395 Days on yellowkey MLS ID: A4653144
1 Days Off yellowkey (back on 5/13/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1972Monthly Fee: $966 Tax: $6,495 (2024)Community: Embassy VillasCondo
Taxes:$6,495
Tax Year: 2024
Remarks: Experience the best of coastal living just steps from Lido Beach and the serene beauty of Lido Bayfront Park. This charming, move-in-ready condo offers 3 spacious bedrooms and 2 full bathrooms, designed for comfort and effortless living. The bright, open floor plan is enhanced by soaring cathedral ceilings in the main living area, creating an airy, light-filled space perfect for relaxing or entertaining. The first-floor primary suite features a private en-suite bath, while two well-appointed upstairs guest bedrooms provide a peaceful retreat for family and visitors. The beautifully updated kitchen showcases brand-new appliances and cabinetry, seamlessly connecting to a dedicated dining area ideal for everyday meals or hosting guests. Enjoy mornings with a walk along the beach and evenings with stunning sunsets over the bay. Located just minutes from the boutique shopping and dining of St. Armands Circle, and a scenic drive across the iconic John Ringling Causeway to downtown Sarasota, you’re perfectly positioned to enjoy world-class theaters, art galleries, golf courses, and marinas. Live the Florida lifestyle you’ve always dreamed of—right here at St. Armands. Motivated seller—bring all offers!
Listing is courtesy of: ESLINGER REALTY INC (941-915-9961)
Listing Agent: Jeffery Eslinger (941-915-9961)
5547 ASHTON LAKE DR #5547, SARASOTA, FL 34231
$299,50096 Days on yellowkey MLS ID: A4686214
3 Days Off yellowkey (back on 4/26/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1225 Built: 1990Monthly Fee: $550 Tax: $3,248 (2025)Community: Ashton Lakes 01 & 02Condo
Taxes:$3,248
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Location, Location, Location! Only 3.5 miles to the world-famous Siesta Key Beach. Close to I-75 and rte.41, shopping, hospital, schools and restaurants. A much sought after 2-bedroom, 2 bath, ground floor unit, garage, front porch, screened lanai with a captivating view of spring fed Sunnyside Lake and fountains can be yours. Bright & airy. Partially furnished. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts & 4 pickleball courts, 2 heated pools, one large with a lap lane, shuffleboard, clubhouse, grilling stations, and other amenities. we are connected to Merchants mart shopping center by a foot bridge. Shops include CVS, ACE hardware, liquor, Dollar store, restaurants and the famous Detwillers farm market for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Disclosures attached. Roof 2010, Water heater 2015, Air handler 2022.
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
2111 FAIRFIELD AVE, SARASOTA, FL 34232
$349,90012 Days on yellowkey MLS ID: O6414126
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1166 Built: 1978 Tax: $3,813 (2025)Community: Sarasota SpgsSpa: NoSingle Family
Taxes:$3,813
Elementary School: Brentwood Elementary
High School: Sarasota High
Remarks: This charming 3-bedroom, 2-bathroom single-story home offers a highly functional, stairs-free layout that ensures broad, long-term market appeal. The heart of the home features an efficient kitchen beautifully equipped with a sleek suite of stainless steel appliances, perfectly paired with durable, low-maintenance laminate countertops. Moving through the residence, the private quarters serve as a warm and quiet retreat, with plush carpeting in all the bedrooms to provide maximum comfort and sound dampening underfoot. Complete with an attached 1-car garage that provides secure parking and excellent extra storage space, this classic ranch-style home is designed for easy, comfortable living.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
221 DADE AVE, SARASOTA, FL 34232
$575,00012 Days on yellowkey MLS ID: A4696280
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1534 Built: 1978 Tax: $1,790 (2025)Community: Greers Homeland RepSpa: NoSingle Family
Taxes:$1,790
Remarks: 221 DADE AVE. 4bd/2ba $575,000 4 bedroom, 2 bath home features an extra large circular driveway and sits on 1/3 of an acre. No deed Restrictions with plenty of room to build out and/or park vehicles, RV and boat. This one of a kind built home on a cul-de-sac has been fully remodeled inside and out. The house opens to a vaulted ceiling in the large living area and features a tongue in groove ceiling in cedar. Most renovations have been completed in the last 5 years. Brand New Oversized European Eat -In Kitchen with finished cabinet interiors and granite countertops. Mined Stone Slate tile from India throughout. 4th bedroom can be an office or den with coordinated laid stone tile work. Ikea and Floor and Décor Remodeled bathrooms and New Carpeting and new plush padding in all the bedrooms, New Modern Hunter Ceiling fans in every room and 3 fans outdoors in the screened pool lanai. Double walk in closets in the Master and Easy entry walk-in shower with floating glass wall and waterfall showerhead. New woodwork, carpentry and fixtures throughout. New Windows and Upgraded window coverings for all windows and sliding doors included for immediate privacy in this like new home built perfectly for a family. Newly completed $7,000.00 garage remodel with new ceiling and epoxy flooring. New pool surface and New pool cage 2022. Roof is less then 10 years old and a brand new electrical panel replaced with room on the panel for additions. Features a new Kinetico whole home water purification system and RO purified water in the kitchen. Kitchen Sliding doors to the pool and patio with room for an outdoor kitchen. The home comes equipped for RV hookup on the side of the house. Expansive backyard with landscape built out like the start of a tropical sanctuary. A hundred species of birds have visited the creek at the back end of the property. Home sits minutes from right between Downtown Sarasota and UTC. 14 blocks to the oceanfront, 3 miles to Lido Beach. Upgrades do not reflect on the appraisal. This is not a cookie cutter house with plastic floors and discount cheap material updating. House is solid and built with higher standards. Like stepping into Florida life with a beautifully appointed home for parties and entertaining. Home is move in ready, meticulously clean. Some furnishings may be left for an additional price and at the buyers request. No Lowball offers. Cash Buyers Welcome.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
2119 & 2125 MONTCLAIR DR #1 & 2, SARASOTA, FL 34231
$990,00012 Days on yellowkey MLS ID: A4696057
Bed: 6 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 4972 Built: 2007 Tax: $4,981 (2025)Community: Montclair VillasApartment
Taxes:$4,981
Remarks: Montclair Villas offers a rare opportunity to own a 2007 masonry construction duplex in the Coquina Island area, just minutes from Siesta Key. The property features two spacious, two-story 3-bedroom / 2.5-bathroom units, each with an open living area, tile flooring, sliding glass doors, recessed lighting, decorative tray ceiling with crown molding, private swimming pool, screened patio, private yard, and two-car garage. Each unit also includes spacious bedrooms with decorative tray ceilings, crown molding, recessed lighting, and ceiling fans. All utilities are separately metered and paid directly by tenants, helping reduce owner-paid expenses. Additionally, each unit and the common area have separate parcel IDs, offering potential future flexibility through an individual condo sell-off strategy. Given its proximity to Siesta Key, the property may also be well-positioned for potential vacation rental use, providing multiple paths for future ownership flexibility. With quality construction, private outdoor amenities, garage parking, and a highly desirable location, Montclair Villas offers a compelling blend of residential appeal and long-term investment upside.
Listing is courtesy of: THE MULTIFAMILY FIRM LLC (941-444-6160)
Listing Agent: Phil Ginexi (631-404-6060)
1006 DE LEO DR, SARASOTA, FL 34243
$325,00015 Days on yellowkey MLS ID: A4696192
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1345 Built: 1972 Tax: $2,416 (2025)Community: Whitfield Country Club Heights Un 5Single Family
Taxes:$2,416
Remarks: Charming and ideally located in Whitfield Estates, this 2-bedroom, 2-bath home offers the perfect blend of character, comfort, and convenience. Inside, you’ll find original wood floors that add warmth and timeless appeal, while major system updates provide peace of mind for years to come. The home features hurricane impact windows and doors, a newer HVAC system, a recently updated water heater, and fully paid-off solar panels that help keep electric costs remarkably low currently averaging less than $40 per month. With 1,345 square feet of living space, the layout is both functional and inviting, making it an excellent option for first-time homebuyers, seasonal residents, or investors seeking rental flexibility. Whitfield Estates allows short-term rentals, creating an opportunity for personal enjoyment and income potential. Location is everything, and this home delivers. Situated just minutes from IMG Academy, Abel Elementary School, Sarasota-Bradenton International Airport, downtown Sarasota, St. Armands Circle, and the area’s world-renowned Gulf Coast beaches, you’ll enjoy easy access to everything that makes Sarasota one of Florida’s most desirable destinations. Sara Bay Marina is also nearby, offering convenient dry dock storage and access to Sarasota’s waterfront lifestyle. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re searching for a primary residence, winter retreat, or investment property, this charming Whitfield Estates home is ready to welcome its next owner.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
2945 UPPER TANGELO DR, SARASOTA, FL 34239
$660,00054 Days on yellowkey MLS ID: A4690742
2 Days Off yellowkey (back on 6/9/2026)
REDUCED by $35,000 (5.0%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1439 Built: 1960 Tax: $6,132 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,132
Elementary School: Southside Elementary
Remarks: A rare offering within Sarasota’s desirable South Gate community, this meticulously restored Atomic Ranch embodies the essence of authentic Mid-Century Modern design. Revered as one of the foundational architectural styles of the 20th century, this residence has been thoughtfully preserved and elevated by discerning owners who understood the importance of honoring its original integrity. Ideally positioned in the heart of Sarasota, the home offers effortless access to world-class beaches, premier shopping and dining, top-rated schools, Sarasota Memorial Hospital, and the vibrant downtown district. The residence unfolds with a seamless, open-concept design, featuring three spacious bedrooms and two bathrooms, an inviting eat-in kitchen area, and expansive living areas designed for both comfort and entertaining. Walls of vintage sliding glass doors dissolve the boundary between indoors and out, opening to a generous pool terrace. Both covered and open-air, this creates a true indoor-outdoor lifestyle synonymous with classic Florida modernism. Authentic details remain beautifully intact, including original terrazzo flooring throughout, vintage architectural elements, and curated mid-century finishes that speak to the home’s heritage. An oversized garage, along with substantial fenced exterior space, provides flexibility for additional parking, including room for a boat or recreational vehicles. The home has been featured on Sarasota’s renowned “MOD Tour,” celebrated for its originality and preservation. As noted during the tour, the residence showcases vintage sliding glass walls, vibrant period kitchens and baths, and a fluid connection to the pool area. Carefully selected furnishings that reflect the era enhance the spirit of 1960s design. This is a truly special opportunity to own a piece of architectural history. Thoughtfully restored, exceptionally located, and ready to be experienced.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
346 ANDROS DR, SARASOTA, FL 34233
$170,00058 Days on yellowkey MLS ID: A4691142
REDUCED by $29,000 (14.6%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 2003Monthly Fee: $178 Tax: $2,425 (2025)Community: Windward IslesManufactured Home
Taxes:$2,425
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: WELCOME TO WINDWARD ISLES – ONE OF SARASOTA’S MOST DESIRABLE RESIDENT-OWNED 55+ COMMUNITIES! This WELL-MAINTAINED 2 BEDROOM, 2 BATH DOUBLE-WIDE HOME offers the perfect blend of comfort, convenience, and FLORIDA LIFESTYLE LIVING. Built in 2003 and featuring APPROXIMATELY 930 SQ FT OF HEATED SPACE, this home sits on a nicely sized lot with COVERED PARKING, A PRIVATE DRIVEWAY, AND ADDITIONAL STORAGE SHED. Step inside to find a LIGHT AND BRIGHT FLOOR PLAN with LAMINATE FLOORING THROUGHOUT MAIN LIVING AREAS, a SPACIOUS LIVING ROOM, and a FUNCTIONAL KITCHEN equipped with CONVECTION OVEN, REFRIGERATOR, MICROWAVE, and more. The PRIMARY SUITE includes a WALK-IN CLOSET and EN-SUITE BATH, while the SPLIT BEDROOM DESIGN offers privacy for guests. Enjoy your morning coffee or evening relaxation from MULTIPLE OUTDOOR SPACES INCLUDING A SCREENED PORCH, FRONT PORCH, AND REAR PATIO—perfect for taking in Sarasota’s year-round sunshine. WINDWARD ISLES IS A LAND-OWNED CO-OP COMMUNITY offering residents access to a HEATED COMMUNITY POOL, RECREATIONAL FACILITIES, AND A FULL CALENDAR OF SOCIAL ACTIVITIES. The LOW HOA FEE (APPROX. $178/MONTH) INCLUDES WATER, TRASH, LAWN MAINTENANCE, AND COMMUNITY AMENITIES, making this an EXCEPTIONAL VALUE. Ideally located just minutes from SHOPPING, DINING, MEDICAL FACILITIES, AND WORLD-FAMOUS GULF BEACHES, this property offers both PEACEFUL COMMUNITY LIVING and EASY ACCESS TO EVERYTHING SARASOTA HAS TO OFFER. Whether you're looking for a SEASONAL RETREAT or a FULL-TIME RESIDENCE, this home is a fantastic opportunity to own in a HIGHLY SOUGHT-AFTER COMMUNITY. SCHEDULE YOUR PRIVATE SHOWING TODAY.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Jeff Simpson (941-504-5552)
6266 MIDNIGHT PASS RD #404, SARASOTA, FL 34242
$1,170,00059 Days on yellowkey MLS ID: A4691031
REDUCED by $10,000 (0.8%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1263 Built: 1980 Tax: $10,169 (2025)Community: Excelsior Beach To BayCondo
Taxes:$10,169
Remarks: RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated with Impact windows and new HVAC in 2025, Upgraded kitchen and all appliances, plantation shutters, and Hunter Douglas window shades, in-unit washer/dryer, custom tile throughout, tastefully appointed with fine furnishings and all the accoutrements for the Siesta Beach lifestyle. The under-building covered parking and elevators are conveniently located the spacious gulf front patio is the perfect place to relax and enjoy the fabulous views. Excelsior is your Gulf to Bay resort residence with a Private White Sand Beach, Two Large Heated Swimming Pools, Poolside Restrooms / Hot Water Showers, Shuffleboard, Two Heated Whirlpools, Two Lighted Tennis Courts, Two Pickle Ball Courts, Fitness Center, Large Gulfside Sun Deck, Beach Loungers and Chairs, Lounges & Sunbathing Parapets' Outdoor Barbecues / Picnic Areas, Intercoastal Fishing Pier / Shaded Viewing Area, Community Room and monthly community events', Library' Walk to Shopping, Dining, Bike & Boat Rentals Located just a half mile to the S village shops, dining and marina makes this a great spot to enjoy all the best that world famous Siesta Key has to offer.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Bob Stahlschmidt Ii (941-266-2684)
$1,170,00019 Days on yellowkey MLS ID: A4695534
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1263 Built: 1980 Tax: $10,169 (2025)Community: Excelsior Beach To BayApartment
2632 SUNNYSIDE ST, SARASOTA, FL 34239
$395,00058 Days on yellowkey MLS ID: A4690325
3 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 1957Monthly Fee: $17 Tax: $4,699 (2025)Community: South GateSingle Family
Taxes:$4,699
Remarks: Under contract-accepting backup offers. Charming mid-century modern 3 bedroom, 2 bathroom home with an oversized 2-car garage, located in the established, deed-restricted South Gate neighborhood of Sarasota. Offering classic Florida style, the home features original terrazzo flooring throughout the home with the exception of ceramic tile in the kitchen and a functional layout with a spacious primary bedroom that includes an en-suite bathroom and walk-in closet. The living room features a built-in bookshelf, and an enclosed sunroom offers flexible space for a home office or additional family area. The home retains original features and offers ample storage throughout, plus a bonus workshop suitable for hobbies or projects. Recent updates include AC replacement (2023) a new garage door (2023), and brand-new toilets. Home is connected to county sewer and comes with Hurricane shutters. The optional South Gate Community Association offers access to a community pool and community center, including the architecturally significant Victor Lundy-designed property with events and weekly classes. Located in the highly sought-after Southside Elementary school district and near Southside Village, Sarasota Memorial Hospital, and just minutes to Siesta Key Beach, with convenient access to shopping, dining, and everyday amenities.
Listing Agent: Rachel Harvey (941-726-9300)
918 LA COSTA CIR #3, SARASOTA, FL 34237
$139,900116 Days on yellowkey MLS ID: A4683613
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $5,000 (3.5%) on 05/22/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 865 Built: 1972 Tax: $2,335 (2025)Community: Park ViewSpa: NoCondo
Taxes:$2,335
Elementary School: Tuttle Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Priced to sell, this beautifully furnished 2-bedroom, 1-bath condo is conveniently located just half a mile from Downtown Sarasota’s Main Street and only 4 miles to Lido Beach and St. Armands Circle. Perfect for a second home to escape those cold winters, or make it an investment property ready to rent and produce income, if you have 1031 exchange the sellers are ready to accomodate a quick closing, or make it your primary residence, you can't find a better priced condo this close to all downtown Sarasota has to offer as well as it's close proximity to the world famous white sandy beaches of Siesta Key and Lido. Situated in a secure gated community with a serene, park-like setting, residents enjoy access to two community pools (one heated), a community room with full kitchen, and a well appointed exercise room. The condo is being sold **fully furnished**, offering an easy move-in experience in one of Sarasota’s most convenient locations. The kitchen and bathroom have granite counter tops. The water heater was replaced within the past year. Don’t miss this opportunity! HOA includes water/sewer/trash and exterior maintenance.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
4396 WOODMANS CHART #146, SARASOTA, FL 34235
$347,00092 Days on yellowkey MLS ID: A4686620
REDUCED by $28,000 (7.5%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1977 Tax: $3,023 (2025)Community: Woodmans Chart - The MeadowsVilla
Taxes:$3,023
Remarks: Elegant, delightful and move-in ready with serene pond views! This 3 bedroom, light filled end-unit villa with no shared walls offers the easy, maintenance-free lifestyle buyers are looking for; perfect for enjoying Sarasota year-round or locking up and leaving with peace of mind. Even better, the big-ticket items are already taken care of: 2025 exterior paint, 2024 roof, 2022 A/C and water heater. A private atrium, vaulted ceilings, transom windows, and an open floor plan create a bright, airy feel from the moment you enter. You’ll love the stone-look tile flooring, no-popcorn ceilings, and beautifully updated kitchen with solid-wood cabinetry, Santa Cecilia granite countertops, stainless-steel appliances, and breakfast bar. The oversized screened lanai overlooks peaceful wooded and pond views—ideal for morning coffee, relaxing, entertaining, or birdwatching. Additional highlights include an interior laundry room, abundant storage in the stand-up attic, an oversized two-car garage, block construction, and a desirable Flood Zone X location above the flood plain. Homes with this combination of privacy, updates, views, and maintenance-free convenience are hard to find; don’t miss it! All in The Meadows, a sought-after 1,600-acre park-like community just 15 minutes from downtown Sarasota. Residents enjoy 14 miles of scenic trails and access to a fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center, and University Town Center’s shopping, dining, and entertainment. A fabulous Florida lifestyle awaits!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
830 HAMMOCKWOOD CT, SARASOTA, FL 34232
$500,00050 Days on yellowkey MLS ID: A4691916
REDUCED by $50,000 (9.1%) on 05/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2131 Built: 1986Monthly Fee: $65 Tax: $6,286 (2025)Community: Woodland ParkSingle Family
Taxes:$6,286
Elementary School: Fruitville Elementary
Remarks: Under contract-accepting backup offers. -Rare one-story, cul-de-sac lot backing directly to a private nature preserve — one of Woodland Park’s most secluded settings. -Upon entering you will find vaulted ceilings, rich Brazilian cherrywood floors, and walls of windows that frame preserve views from nearly every room. -A wood-burning fireplace and custom staircase anchor the main living area, while skylights flood the space with natural light throughout the day. -The outdoor living is equally impressive — a private covered and screened pool deck creates a year-round retreat that’s as suited for quiet mornings as it is for entertaining. -Recent updates include a BRAND-NEW ROOF and a replacement AC system installed in 2024, so the big-ticket items are already handled. -Low HOA fees of just $65/month. -Woodland Park — oak-canopied streets, nature preserve access, and Old Florida character that’s increasingly rare to find.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Barry Brodsky (941-313-4590)
4913 ALMANZA AVE, SARASOTA, FL 34235
$419,90030 Days on yellowkey MLS ID: A4694051
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1640 Built: 1980 Tax: $3,822 (2025)Community: De Soto LakesSingle Family
Taxes:$3,822
Elementary School: Emma E. Booker Elementary
Remarks: Ideally located near shopping, dining, the new Mote Marine Aquarium at UTC and the Sarasota-Bradenton International Airport, this move-in ready home offers the perfect blend of comfort, convenience, and freedom. Just minutes from Nathan Benderson Park with miles of walking and biking trails, kayaking, rowing, and year-round community events. Enjoy true Florida living with NO CDD fees, NO HOA fees, NO deed restrictions, and NO flood insurance required — not located in a flood zone. Bring all your Florida toys with plenty of room for your RV, boat, jet-skis, and more! This spacious 3-bedroom, 2-bath split floor plan features both living & family rooms, an updated kitchen & bathrooms and a private primary suite with walk-in closet and en-suite bath. Recent major updates include a NEW roof and NEW AC in 2026, NEW hot water heater 2020, plus repiping completed in 2020 for added peace of mind. Step outside to the lanai overlooking a large fenced backyard — perfect for entertaining or pets. Complete with a 2-car garage and centrally located near Sarasota’s best amenities, this property is ideal for full-time residents, seasonal owners, or investors alike.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
2839 OLYMPIC ST, SARASOTA, FL 34231
$426,000137 Days on yellowkey MLS ID: A4680914
REDUCED by $13,900 (3.2%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1955 Tax: $2,877 (2025)Community: Sarasota Venice Co 09 37 18Single Family
Taxes:$2,877
Remarks: Beautiful!! Completely rehabbed with nice finishes throughout,New Ac and much more , this move-in-ready home offers modern updates, quality craftsmanship, and a bright, welcoming interior. Ideally located near top Sarasota schools, shopping, and dining, and just minutes from Siesta Key Beach, this property delivers both comfort and convenience in one of Sarasota’s most desirable areas. The neighborhood features new construction homes selling at significantly higher prices, making this an exceptional value. Enjoy a spacious, fully fenced patio—including the front yard—for absolute privacy, with plenty of room for an RV, multiple vehicles, or a boat. Schedule your showing today and explore the possibilities for yourself.
Listing is courtesy of: GENESIS JC REALTY LLC (941-281-8829)
Listing Agent: Juan Reyes (941-281-8829)
3543 65TH AVENUE CIR E, SARASOTA, FL 34243
$323,00030 Days on yellowkey MLS ID: A4694314
REDUCED by $6,000 (1.8%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1211 Built: 1988Monthly Fee: $29 Tax: $2,737 (2025)Community: Centre Lake SubSpa: NoSingle Family
Taxes:$2,737
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Welcome to this charming 3 bedroom home featuring an open floor plan and inviting indoor-outdoor living spaces. Once you walk in, you'll appreciate the seamless flow between the living room, dining room, and kitchen, while the vaulted ceiling creates a bright and airy feel throughout the main living area. Enjoy Florida living from both the screened lanai and adorable screened front porch - perfect for relaxing with morning coffee or unwinding in the evenings. Additional features include a newer roof, washer, dryer, stove, and dishwasher. With an HOA of only $350/year, you'll enjoy affordability along with convenience and charm. Ideally located just 6 miles from both downtown Bradenton and Sarasota, 8 miles from Lido Beach and St. Armands Circle, and only 5 miles from all of the shopping and dining at UTC—this home offers an amazingly convenient location while still feeling like a peaceful retreat. Full of character, this home is ready for its next owner to add their personal touches. **This property qualifies for a Lender Credit of 1% Discount Point that can be used towards closing costs or buying down the rate if using preferred lender. Inquire for more details** Schedule your showing today!
Listing Agent: Kristy Gentile (941-720-6699)
7549 WESTMORELAND DR, SARASOTA, FL 34243
$549,000108 Days on yellowkey MLS ID: A4684919
REDUCED by $20,000 (3.5%) on 06/08/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1410 Built: 1956Monthly Fee: $3 Tax: $2,912 (2024)Community: Whitfield Estates Unit 1Single Family
Taxes:$2,912
Remarks: West of the Trail in Whitfield Estates, this mid-century gem captures the charm and character that define classic Florida architecture. From the original terrazzo floors to the preserved kitchen design, the home reflects the clean lines and simplicity that make mid-century residences so desirable. The spacious great room with fireplace serves as the heart of the home, offering natural light and comfortable gathering space while maintaining its authentic architectural appeal. Situated on a rare double lot, the property offers exceptional flexibility and long-term potential. Expand the footprint, design a custom pool, add a detached garage, or simply enjoy the privacy and space that are increasingly rare west of the Trail. Located on sought-after Westmoreland Drive, just across from multi-million-dollar bayfront estates, this property blends historic charm with premier positioning. Residents of Whitfield Estates have the unique opportunity to enjoy dining at nearby Sara Bay Country Club. For an optional annual HOA fee of just $35, owners may obtain a culinary membership granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). Minutes to Sarasota Bay, IMG Academy, SRQ Airport, and downtown Sarasota — this is authenticity, land, and lifestyle in one of the area’s most established West of the Trail neighborhoods.
Listing Agent: Lisa Kartz (941-587-3602)
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