Location: Sarasota , 34235
Do Not Show Listings
4623 LONGWATER CHASE #112 Bldg J, SARASOTA, FL 34235
$265,00052 Days on yellowkey MLS ID: A4689212
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1979Monthly Fee: $138 Tax: $2,821 (2025)Community: The MeadowsCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,821
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: This beautifully maintained second-story condo offers the perfect blend of comfort, style, and location. Featuring 2 spacious bedrooms and 2 full bathrooms, the home boasts a bright and open layout with sweeping views of the golf course—ideal for enjoying peaceful mornings or relaxing evenings. The updated primary bathroom provides a modern, spa-like retreat, while the newer kitchen is equipped with contemporary finishes and ample space for cooking and entertaining. The second bathroom has been refreshed with a brand-new vanity, adding a clean and stylish touch. Located in a vibrant, active community, residents enjoy access to two heated pools along with a wide range of amenities including golf, tennis, pickleball, and a fully equipped fitness center. Conveniently situated near restaurants, beautiful beaches, shopping, and the airport, this condo offers both tranquility and easy access to everything you need. Whether you're looking for a full-time residence or a seasonal getaway, this home delivers comfort, convenience, and an exceptional lifestyle.This well-maintained condo offers an exceptional opportunity for both homeowners and savvy investors. Featuring low quarterly maintenance fees, it provides affordable ownership without sacrificing comfort or convenience. The property allows monthly rentals, making it an ideal choice for generating consistent rental income or flexible short-term leasing options. With strong rental potential and investor-friendly policies, this condo is perfectly suited for those looking to maximize returns while enjoying a desirable living space.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Peg Schmitt (941-350-0552)
5361 SAN JUAN DR, SARASOTA, FL 34235
$399,00059 Days on yellowkey MLS ID: N6143756
REDUCED by $11,000 (2.7%) on 04/23/2026
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
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. MOTIVATED SELLER!!!!!!!!!! Welcome to Desoto Lakes Community, This two-bedroom, two-bath home, just under 2,000 square feet, has been lovingly brought back to life with a modern, move-in ready feel and stunning lake views of Crown Lake from a beautiful oversized lot in the heart of Sarasota. It features a renovated interior highlighted by a kitchen with NEW KITCHEN appliances, sleek countertops, and NEW cabinets, plus an open-concept layout that shines throughout the home with natural light and creates ideal entertaining spaces. The previously renovated screened-in porch has been thoughtfully converted into additional interior living space, providing flexible layout options that are bright, fresh, and inviting. For safety and efficiency, BRAND- NEW HURRICANE IMPACT WINDOWS have been installed throughout the home in 2025. The property also offers a tinkerer’s dream: an oversized garage/workshop with epoxy flooring and an air compressor, ideal for projects, hobbies, or storage. Outdoors, the lake views and manicured surroundings deliver a serene, resort-like ambiance, while the NO DEED RESTRICTIONS AND NO HOA give you the freedom to personalize. Location couldn’t be more prime—close to downtown Sarasota, beaches, University Town Center, Lakewood Ranch, a wide variety of dining and shopping, and just a short drive to Sarasota Bradenton International Airport. NO FLOOD INSURANCE REQUIRED, NOT IN A FLOOD ZONE. SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
4734 DELMONTE AVE, SARASOTA, FL 34235
$429,00054 Days on yellowkey MLS ID: A4688486
1 Days Off yellowkey (back on 5/21/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1973 Tax: $5,839 (2025)Community: De Soto LakesSingle Family
Taxes:$5,839
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. **In an effort to ensure a fair and orderly review process, all offers must be presented in the form of a written contract for submission to the Estate. Please note that any offers submitted via email or verbal communication will not be accepted or considered valid. This listing is involved in a partition lawsuit currently in litigation. Seller financing shall not be accepted under any circumstances. **4734 Delmonte Avenue, Sarasota, FL — Investor special and fixer-upper on an oversized double lot in a non-deed-restricted Sarasota neighborhood with no HOA. This 4-bedroom, 3-bathroom home features a dual primary floor plan with two en suite bedrooms, each with a private bath, a bay window living room, and a family room opening to a covered back porch and brick paver patio, plus a covered pavilion that creates a shaded outdoor retreat — the kind of space that could get used year-round in the Florida climate — all set behind a wide driveway with paver accents, connected with a breezeway and arched entry. The home also retains several ornamental architectural details — decorative elements, arched openings, and Mediterranean-influenced touches — that, with the right restoration effort, could be brought back to life and lean fully into a Spanish Mediterranean aesthetic that suits the Sarasota region beautifully. The property’s most compelling asset is a detached accessory structure with its own eat-in kitchen, living area, bedroom with a closet, full bath with a walk-in shower, private back patio, and a separately fenced yard. The building will require a thorough rehab and the addition of climate control before it can function as a guest cottage, rental unit, or additional living space — but the layout and footprint are already there, making it a strong candidate for the right buyer willing to put in the work. Alternatively, it could be converted back into a garage and workshop or repurposed in a number of other ways, depending on your needs and interests. The double lot provides ample room for a future pool or expanded outdoor living, and the absence of deed restrictions means boats and RVs are welcome on-site with no approvals required. Conveniently located near Longwood Park, Nathan Benderson Park, University Town Center, and the new Mote Marine Aquarium, with quick access to I-75, Sarasota International Airport, Downtown Sarasota, and the Gulf Coast beaches — this is a property with strong locational fundamentals and significant upside for the right buyer. Offered strictly as-is — which means what you see is what you get. Ready for a buyer who sees the opportunity. Per county records, the main house is 4-bed / 3-bath / 1,762 sq ft, air-conditioned. The 572 sq ft accessory structure is listed in the MLS both as a 2-car garage and as an in-law suite for search purposes, and is reflected in county records as 2 bed / 1 bath with no A/C — included in total recorded square footage. Buyers should verify all details independently.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
4767 WINSLOW BEACON #25, SARASOTA, FL 34235
$235,000139 Days on yellowkey MLS ID: A4678249
1 Days Off yellowkey (back on 5/29/2026)
REDUCED by $8,000 (3.3%) on 05/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1984 Tax: $2,795 (2025)Community: Winslow BeaconCondo
Taxes:$2,795
Remarks: Welcome to the Winslow Beacon community located in The Meadows! Enjoy ownership of a ground floor corner unit located in the Meadows, one of the premier golf communities in Sarasota. This turn-key 2 bedroom /2 bathroom unit is tastefully decorated and includes washer and dryer, so you can move right in. The screened lanai offers privacy and a quiet, wooded setting, with the community pool only a few steps away. The master bedroom has sliding glass doors to your patio area and a walk-in closet. Brand new dishwasher and 2022 UV light AC system. The community has been well-maintained and completely renovated, including new paint and roofs on the buildings, the parking lots resurfaced, plus the pool has been resurfaced and tiled, along with the decking. The pool bathrooms have also been upgraded. The pool is just steps from your back door! The community is quiet and private with natural views. The Meadows is an award winning master planned community utilizing the natural landscape to create over 14 miles of trails, and 80 lakes with abundant wildlife. The optional Meadows Country Club offers three 18 hole golf courses, 16 lighted tennis/ pickleball courts, a jr. Olympic swimming pool with spa, and a fitness center.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Steven Howard (941-957-8511)
5218 MARSH FIELD LN #108, SARASOTA, FL 34235
$239,900139 Days on yellowkey MLS ID: A4677737
REDUCED by $10,000 (4.0%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1588 Built: 1981Monthly Fee: $465 Tax: $3,224 (2025)Community: Heronmere IiCondo
Taxes:$3,224
Remarks: LARGEST 2 BDR CONDO IN THE MEADOWS! Your new home in Heronmere II sits in the heart of The Meadows- a quiet enclave centrally located in Sarasota- where it's happening. Created by renowned architect Tim Siebert of the Sarasota School of Architecture, the design features clean lines, separation of living and sleeping space and an abundance of natural light. This rarely available end unit, just shy of 1600 square feet under air can be yours- TURN-KEY FURNISHED! Large square cut ceramic tile is installed throughout, including on the "HURRICANE IMPACT" glassed-in lanai overlooking the lake and golf course. Recent kitchen renovations include Stainless appliances, a raised ceiling with recessed LED lighting and granite countertops. All windows in the unit have been replaced and each window has built-in adjustable storm shutters for your protection. Your carport is immediately out front, but you’re close enough to the Meadows Village and its restaurants that you’ll probably decide to walk. The Meadows is located 15 minutes from downtown Sarasota. Here you'll have access to miles of walking/biking trails, The Meadows 18 hole golf course, a new state-of-the-art fitness center, pickle ball and tennis courts, a dog park and much more. Some of the country's most beautiful beaches are nearby, as well as world-class arts and culture, restaurants, entertainment and shopping. You are just a short drive to Nathan Benderson Park with its beautiful 400 acre lake, and just 2 miles from the regional shopping mall at University Town Center. THIS is the Sarasota lifestyle!
Listing is courtesy of: STOKES PROP MGMT & REAL ESTATE (941-355-4880)
Listing Agent: Hal Poschmann (941-284-4315)
3038 RINGWOOD MDW #20, SARASOTA, FL 34235
$400,000181 Days on yellowkey MLS ID: A4673638
17 Days Off yellowkey (back on 5/28/2026)
REDUCED by $24,900 (5.9%) on 04/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1500 Built: 1981 Tax: $2,924 (2025)Community: Villas Of Papillion - The MeadowsVilla
Taxes:$2,924
Remarks: Unique opportunity! Over $150K in permitted top-to-bottom renovation. Luxuriously reimagined end-unit villa in The Meadows offering refined living in a lush, park-like setting with a phenomenal Sarasota location. A beautiful canopied street and maintenance-free living welcome you home. The interior is bathed in natural light and was thoughtfully remodeled with a designer’s eye by Sand and Shore Remodeling. This is must-see. The heart of the home is a gorgeous open kitchen featuring a stunning Calacatta quartz waterfall island, Franke deep-basin workstation sink, soft-close shaker cabinetry, Arabesque marble backsplash and a paneled French-door refrigerator for a seamless, custom look. Additional upgrades elevate every room with lightly skip-troweled ceilings, square dimmable LED recessed lighting, White Oak luxury-vinyl flooring and solid-core interior doors. All with ideal southwestern exposure for bright, cheerful winters, just 500 feet to the heated community pool, less than two miles to Whole Foods and Trader Joe’s, and convenient from everything The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the future Sarasota Orchestra, and University Town Center: a favorite shopping and dining destination. A fabulous Florida lifestyle awaits. With 2023 water heater, 2022 garage door, 2019 full remodel including electrical panel, 2017 air-conditioning system, 2012 tile roof, re-piped and above flood plain in zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
3150 RINGWOOD MDW #54, SARASOTA, FL 34235
$254,000196 Days on yellowkey MLS ID: A4672491
1 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1351 Built: 1981 Tax: $3,760 (2024)Community: Villas Of PapillionVilla
Taxes:$3,760
Tax Year: 2024
Remarks: Villa unit in beautiful and convenient section within The Meadows. Very close to the Meadows shopping village with the new sweet treat ice cream shoppe, a new Indian cuisine restaurant and the famous Mona Lisa Italian restaurant. You can literally walk over for an evening out. You are just a mile away from UTC with the newest in shopping, dining and entertainment venues, including the newly opened Mote Marine Aquarium. Needs some updating but otherwise very nice 2 bedroom/2 bath in Villas of Papillon featuring the most unique community pool setting in the area. Accessed by little bridge the pool is located on a little island in the lake. Possessions will be removed prior to closing or can be left.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Kenneth Cowles (941-954-4443)
4821 ELFRIDA AVE, SARASOTA, FL 34235
$460,00063 Days on yellowkey MLS ID: A4684754
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1958 Tax: $3,298 (2025)Community: De Soto LakesSpa: NoSingle Family
Taxes:$3,298
Remarks: Beautifully updated and move-in ready, this 3-bedroom home is built with durable concrete block construction for lasting quality. The property also features a spacious yard, perfect for outdoor living and entertaining, along with an excellent backyard for recreation and a generous front area providing ample parking. Inside, the layout is thoughtfully designed with an open living and dining area, a kitchen set to the side, and bedrooms positioned toward the rear for privacy. The master suite includes a private side entrance, offering added flexibility and seclusion. A generously sized bonus room—originally a carport—has been properly converted, providing flexible space for a family room, home office, or additional living area. Completely remodeled in 2024, the home includes recently replaced appliances, a new air conditioning system with updated ductwork, and a roof that is approximately two years old. Conveniently located, it’s just a short drive to Downtown, the airport, and about 20 minutes from the beaches.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
5196 MARSH FIELD LN #97, SARASOTA, FL 34235
$295,000123 Days on yellowkey MLS ID: A4680549
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1408 Built: 1981Monthly Fee: $131 Tax: $3,549 (2025)Community: Heronmere IiSpa: NoCondo
Taxes:$3,549
Remarks: This beautifully reimagined first floor end-unit condominium in The Meadows offers serene lake and golf course views and a thoughtfully designed layout that lives like a private retreat. With two bedrooms, a den, and a carport, the residence is filled with natural light and enhanced by multiple outdoor spaces, including a screened lanai overlooking open vistas, a charming courtyard ideal for gardening or pets, and a paver patio accessible from the primary suite. The interior has been fully renovated with a clean, modern aesthetic and exceptional attention to detail. Cool, smooth crushed-shell flooring runs throughout, complemented by custom cabinetry, white quartz countertops, under-mount sinks with touch-activated faucets, and a suite of stainless steel appliances, including an induction/convection range. Subtle luxury touches such as re-surfaced smooth ceiling texture, recessed lighting, electronic shades, and dimmer switches add both comfort and convenience. Both bathrooms are finished to spa standards, featuring elegant European-style design, a rain shower, and refined fixtures. The primary bedroom is bright and welcoming, with a generously sized walk-in closet. The kitchen is supported by an oversized walk-in pantry that also houses a stackable front-load washer and dryer and the water heater. Major system updates include a full repipe in 2014, water heater in 2014, air conditioning in 2020, and new community roofs completed in 2022. The Heronmere condo community has its own pool that is included in the condo fee. Residents can also enjoy access to The Meadows Golf Course, the newly enhanced Fitness and Wellness Center, personal training, Junior Olympic lap pool, tennis, and pickleball with flexible membership options and a la carte pricing. Located just steps from The Meadows Village Center with shopping and dining, this home is part of a vibrant resort-style community known for mature Oaks and lush greenery, a picturesque setting, and miles of walking trails, yet only minutes from downtown, UTC Mall, Benderson Park, and year-round outdoor activities. Furnishings negotiable.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mackenzie Longueuil (941-961-4023)
3856 27TH PKWY, SARASOTA, FL 34235
$329,000108 Days on yellowkey MLS ID: A4682653
2 Days Off yellowkey (back on 5/8/2026)
REDUCED by $10,000 (2.9%) on 04/28/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1014 Built: 1960 Tax: $1,218 (2025)Community: Kensington ParkSingle Family
Taxes:$1,218
Remarks: Under contract-accepting backup offers. Wonderful opportunity to live in Kensington Park. This 2 bedroom 1.5 bath block home is nicely situated on a well established lot with mature Oak trees and Mature fruit trees. The kitchen has been completely redone with quartz counters, luxury vinyl flooring and solid wood cabinets. New Roof in 2020, new hot water heater 2022, updated kitchen and bath 2022, New Hvac 2023. House has been repiped in 2014 and cast iron replaced in 2023. Nice 8'x12' shed in the back.Easy access to the beach and shops.
Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)
Listing Agent: David Barkema (941-284-4858)
5711 BENTGRASS DR #19-203, SARASOTA, FL 34235
$239,000367 Days on yellowkey MLS ID: A4654485
REDUCED by $9,000 (3.6%) on 05/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 2002 Tax: $3,197 (2024)Community: Las Palmas Of SarasotaSpa: YesCondo
Taxes:$3,197
Remarks: Lease to Own available! Two-bedroom two bath townhome in the popular gated community of Las Palmas. The luxury condominium community of Las Palmas has a superior Sarasota location in close proximity to UTC Mall, Benderson Park, popular local golf courses, downtown activities and local beaches! This gated, resort community offers not one but two heated pools, two gyms, a clubhouse, pickleball, tennis, walking trails, dog park, and playgrounds. The two-bedroom townhouse has a beautiful preserve view from the large, screened lanai. There is a one car garage on first level, large enough to store all your toys and car. The second level has the open kitchen, living room and dining room and a guest bedroom and bath. The 3rd floor has the primary suite with the large bath and walk in closet. The kitchen boasts wood cabinets, quartz countertops and new stainless appliances. This community offers an affordable Florida lifestyle for both the first-time buyer or retiree. Large pets are welcome! Why rent when you can own this home for less, call and ask about the affordable terms.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kathy Cahill (941-807-3565)
4481 ASCOT CIR N, SARASOTA, FL 34235
$285,000286 Days on yellowkey MLS ID: A4662740
REDUCED by $13,000 (4.4%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience. Step inside this home peacefully knowing the major concerns have been upgraded a NEWER ROOF, A/C 2023, WATER HEATER 2023, EXTERIOR PAINT IN 2023 AND NEW BACKFLOW METER IN 2026. Seller is offering a $3000 CREDIT for HOA fees! Ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
5207 WILLOW LINKS #34, SARASOTA, FL 34235
$223,00043 Days on yellowkey MLS ID: A4689155
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980 Tax: $572 (2025)Community: Willow LinksSpa: NoCondo
Taxes:$572
Remarks: Outstanding unit in the Meadows. Enjoy the view every day! Wonderful view of Golf Course and pond, just outside your window. The Meadows offers loads of activities and this unit has a Wonderful Water View/Golf Course View from this second floor end unit condo. This condo has been well maintained and lovely cared for by its long time owner. Enjoy your morning coffee from your second floor enclosed lanai overlooking the well maintained 18 hole golf course, managed by Benderson Properties. Lanai has A/C vents for heating and cooling. Stack washer/dryer is in the unit. A/C is well maintained with Ultra Violet light. Super clean and easy to maintain with tile throughout. (NO Carpet). The kitchen has been updated with lots of pull out storage. This end unit is light and bright with morning sun shine. One assigned parking space but many guest spaces available. The Meadows is a fantastic community featuring an exceptional 1,600 acres offering miles of walking and bike paths, shopping steps from your door featuring Spas, Salons, Pub, Restaurant, Dental Services and so much more. Your quarterly condo fee includes a Health & Wellness Center membership. The Renaissance card entitles you to participate in a selection of activities including an Olympic Size Pool, Pickle Ball & Tennis Courts, Aerobics Classes and numerous social activities including Ice Cream Social, Art Show, Photo Show, Arts & Craft events, Special Lectures on popular topics and so much more. Never a dull moment in Season when you visit the Farmers Market on Sundays. This beautiful Community boasts of abundance of canopied oaks, over 85 lakes and waterways, 14 miles of walking and bike trails and 54 holes of Golf. The Meadows is conveniently located close to I-75, University Town Center, Nathan Benderson Park and a short drive the SRQ Airport. Contact The Meadows for information about joining.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
5521 CHANTECLAIRE #21, SARASOTA, FL 34235
$329,00093 Days on yellowkey MLS ID: A4684320
REDUCED by $10,500 (3.1%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985 Tax: $3,913 (2025)Community: ChanteclaireVilla
Taxes:$3,913
Remarks: WELCOME HOME TO AN AMAZING OPPORTUNITY to live in one of Sarasota's most established Golf and Country Club communities in this wonderful 3 BEDROOM, 2 BATH Bright and Spacious Villa nestled in the well- established Villas of Chanteclaire in The Meadows Golf and Country Club. This villa offers the new buyer exciting opportunities to creatively update the current floor---a wonderful opportunity to your personal taste or simply just enjoy the decor 'as is'. Enjoy discovering the best use the tiled sunroom, lined with windows overlooking the garden area! The Villas' Roof is less than two years old. NO CCD Fee. Enjoy many miles of trail to walk, hike or bike. Fun for all to choose from. Located a short drive to University Town Center and the commercial surrounding areas designed for shopping, entertainment, and recreational pastimes of your choosing. So much fun close by. Year-round entertainment indoors and outside for local residents and for visitors alike. Oh, and do experience the NEW World Class Mote Marine Seaquarium.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Jackie Woods (941-356-4093)
2869 SANDRINGHAM PL, SARASOTA, FL 34235
$519,00039 Days on yellowkey MLS ID: A4691164
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $30,000 (5.5%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2281 Built: 1991Monthly Fee: $700 Tax: $3,552 (2025)Community: Sandringham PlaceSingle Family
Taxes:$3,552
Remarks: Unique opportunity, easy living with spectacular views! Enjoy sweeping pond and deep golf course views, plus colorful sunsets, from this maintenance-free, no-pool home in The Meadows, a sought-after park-like oasis in a phenomenal location. A canopied street, charming gazebo and quiet cul-de-sac welcome you home. Inside, you’ll love the high ceilings, abundant natural light, walls of sliders, and comfortable great-room floor plan, all beautifully oriented to capture unforgettable water, golf course and sunset views. The spacious and private climate-controlled Florida room is ideal for relaxing and entertaining, dining, curling up with a book and enjoying the daily parade of birds. The semi-open kitchen features oak cabinetry, Venetian granite countertops, and stainless-steel appliances, including a French-door refrigerator. The primary suite is complemented by a stunning bath with solid-wood soft-cream cabinetry with walnut glaze, Bordeaux granite countertops, and a matching Roman shower. The guest bath offers a desirable zero-entry shower. On 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the future Sarasota Orchestra and University Town Center, a favorite shopping and dining destination. Fully funded reserves, 2024 air-conditioning system, 2020 water heater, 2019 exterior paint, 2010 tile roof, above flood plain in zone X.
3827 SUGAR LN, SARASOTA, FL 34235
$475,00096 Days on yellowkey MLS ID: A4683845
0 Days Off yellowkey (back on 3/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1964 Built: 1969 Tax: $4,323 (2025)Community: Kensington ParkSingle Family
Taxes:$4,323
Remarks: Under contract-accepting backup offers. a beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage that offers comfort, efficiency, and an ideal location. This home is equipped with fully paid-off solar panels, keeping your electric bills low and energy costs predictable. The roof was replaced in October 2024, giving peace of mind for years to come, and the entire property is protected with hurricane-rated Kevlar shutters for added security and storm readiness. Designed with entertaining in mind, the home features great indoor and outdoor space for hosting. With power lines behind the property, you’ll enjoy rare backyard privacy with no direct rear neighbors plus easy rear access to store a boat, trailer, or additional equipment. Perfectly situated just minutes from UTC, Downtown Sarasota, and Lakewood Ranch, you’ll have quick access to shopping, dining, entertainment, and top-rated amenities while still enjoying the comfort of a quiet residential setting. This move-in-ready home blends practicality, efficiency, and location — a must-see!
Listing Agent: Emily Feliciano (941-806-7445)
5313 SAN JUAN DR, SARASOTA, FL 34235
$295,000118 Days on yellowkey MLS ID: N6142648
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1258 Built: 1972 Tax: $3,039 (2025)Community: De Soto LakesSpa: NoSingle Family
Taxes:$3,039
Remarks: Custom Built -Great starter home with Water Views in DeSota Lakes community located in highly desirable Sarasota FL. Expansive water views from Living Room - Kitchen- Dining and both bedrooms. Sliding glass doors lead out to the covered patio with a large backyard. Wood burning fireplace will take the nip out of the air on that rare occasion. Plenty of parking for your boat/RV. This home has a lot of potential to make your very own. NO HOA or CDD fees here.
Listing Agent: Tammy Kitt (941-284-7274)
4514 WEYBRIDGE #54, SARASOTA, FL 34235
$249,900117 Days on yellowkey MLS ID: A4680970
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1985 Tax: $2,769 (2025)Community: WeybridgeCondo
Taxes:$2,769
Remarks: MOTIVATED SELLER! Enjoy the added benefit of HOA fees paid in advance for the entire year. Welcome to easy Florida living in this beautifully maintained, turnkey-furnished 2BR/2BA condo in Weybridge at The Meadows. This bright and inviting home features vaulted ceilings, a comfortable open layout, and a spacious screened lanai overlooking the sparkling community pool—an ideal spot to relax and enjoy peaceful mornings or sunset evenings. The updated kitchen with Corian countertops opens into the living and dining areas, making the space comfortable and easy to use every day. The primary suite offers private lanai access and a generous walk-in closet, while tile flooring throughout, full-size washer and dryer, and assigned parking add convenience and comfort. Weybridge residents enjoy fantastic resort-style amenities, including a heated pool, fitness center, tennis and pickleball courts, clubhouse, and scenic walking trails throughout The Meadows. Perfectly located just minutes from UTC Mall, Benderson Park, I-75, downtown Sarasota, dining, golf courses, and the world-famous Gulf Coast beaches. Whether you’re looking for a full-time residence, a seasonal retreat, or a smart investment opportunity, this move-in ready condo offers the best of Sarasota living!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessica Rangel Marrero (941-242-3125)
5354 MYRTLE WOOD #50, SARASOTA, FL 34235
$247,000140 Days on yellowkey MLS ID: A4677059
REDUCED by $8,900 (3.5%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981Monthly Fee: $592 Tax: $2,906 (2024)Community: SomersetSpa: NoVilla
Taxes:$2,906
Remarks: NEW PRICE- Welcome to a move-in-ready villa offering effortless Florida living in one of the most sought-after enclaves within The Meadows—where tree-lined streets, mature landscaping, and an active outdoor lifestyle define the experience. Perfectly positioned on a quiet street just moments from community pools and miles of scenic trails, this residence delivers both privacy and immediate access to everything that makes The Meadows so desirable. Inside, vaulted ceilings and an open, light-filled layout create an inviting sense of space, while recent updates—including fresh interior paint and new flooring—provide a clean, modern feel with minimal effort required. The great room seamlessly opens through a full wall of sliding glass doors to a screened lanai surrounded by lush greenery—an ideal setting for morning coffee or a relaxed evening. The kitchen offers a functional and stylish workspace with stone countertops, stainless steel appliances, ample storage, and its own access to a private front lanai. The split-bedroom floor plan enhances comfort and flexibility, with a private primary suite tucked at the rear of the home featuring dual closets and a walk-in shower. A second bedroom with an ensuite bath at the front provides an ideal space for guests or a home office. A dedicated laundry area adds to the home’s practical design. Living in The Meadows means enjoying a 1,650-acre park-like community with over 14 miles of trails, 85 lakes, and optional memberships to golf, tennis, pickleball, a junior Olympic pool, and a fitness center. Just minutes from Nathan Benderson Park, the vibrant shopping and dining at University Town Center, downtown Sarasota, and the renowned beaches of Siesta Key and Lido Key, this villa offers the ideal balance of convenience, lifestyle, and value—whether as a full-time residence or seasonal retreat. Make an appointment to see this villa today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Andy Scherer (315-264-0944)
4717 WINSLOW BEACON #7, SARASOTA, FL 34235
$189,00040 Days on yellowkey MLS ID: A4687794
REDUCED by $3,000 (1.6%) on 05/26/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1984Monthly Fee: $358 Tax: $2,151 (2025)Community: Winslow BeaconSpa: NoCondo
Taxes:$2,151
Remarks: Tucked inside the lush, park-like setting of The Meadows, this beautifully updated 1-bedroom condo in Winslow Beacon offers a rare blend of peaceful waterfront living and prime Sarasota convenience. Recent upgrades include: 5" baseboard trim, fresh interior paint, updated vaulted ceilings and doors, and a BRAND NEW A/C system--providing peace of mind for years to come. Step inside to a light and inviting layout that opens to your private screened lanai, where tranquil pond and fountain views create the perfect backdrop for morning coffee or unwinding at sunset. Surrounded by mature landscaping and natural beauty, this is Florida living at its most serene. Residents of Winslow Beacon enjoy access to a private community pool, while also benefiting from the extensive amenities of The Meadows—including miles of scenic walking and biking trails, golf, and a vibrant community atmosphere. Just a short stroll away, you’ll find the community’s newly updated dining, bar, and shopping options, making everyday living both easy and enjoyable. Ideally located just minutes from the highly desirable Mall at University Town Center corridor, this condo offers convenient access to upscale retail, dining, and one of Sarasota’s fastest-growing areas—adding long-term appeal for both homeowners and investors alike. Whether you’re seeking a low-maintenance primary residence, seasonal retreat, or income-producing property, this is an exceptional opportunity to own in one of Sarasota’s most established and naturally beautiful communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelli Eggen (941-376-9844)
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