Location: Sarasota , 34235
Do Not Show Listings
4623 LONGWATER CHASE #112 Bldg J, SARASOTA, FL 34235
$265,00066 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)
4734 DELMONTE AVE, SARASOTA, FL 34235
$429,00068 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
$235,000153 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
Elementary School: None
High School: None
Middle School: None
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
$239,900153 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)
3150 RINGWOOD MDW #54, SARASOTA, FL 34235
$254,000210 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
$460,00077 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
$295,000137 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
$329,000122 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)
2869 SANDRINGHAM PL, SARASOTA, FL 34235
$519,00053 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.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
4514 WEYBRIDGE #54, SARASOTA, FL 34235
$249,900131 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)
4717 WINSLOW BEACON #7, SARASOTA, FL 34235
$189,00054 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)
3521 49TH ST, SARASOTA, FL 34235
$325,00084 Days on yellowkey MLS ID: A4687177
2 Days Off yellowkey (back on 5/25/2026)
REDUCED by $15,000 (4.4%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 945 Built: 1983 Tax: $1,501 (2025)Community: Not ApplicableSingle Family
Taxes:$1,501
Remarks: Under contract-accepting backup offers. Welcome to this charming Florida retreat, where comfort, efficiency, and effortless outdoor living come together beautifully. This well-maintained home features a bright, open-concept layout filled with natural light, creating a warm and inviting atmosphere from the moment you step inside. The spacious living area seamlessly connects to the kitchen, offering ample cabinetry and generous counter space perfect for both everyday living and entertaining. The home includes two comfortable bedrooms, highlighted by a private primary suite with an en-suite bath for added convenience and relaxation. Step outside to your own private oasis, complete with a screened-in lanai and sparkling pool ideal for unwinding or hosting guests year-round. The fenced backyard provides plenty of space for pets, play, or gardening, along with a convenient storage shed. Recent upgrades add even more value and peace of mind, including a new roof (2023) and impact-resistant storm windows (2018). Additional features include solar panels for enhanced energy efficiency, a one-car garage, and a quiet residential setting surrounded by mature trees while still being just minutes from shopping, dining, and Florida’s stunning Gulf Coast beaches.
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Abigail Lange (941-218-8543)
3025 QUAIL HOLW #17, SARASOTA, FL 34235
$169,90052 Days on yellowkey MLS ID: A4691045
REDUCED by $20,000 (10.5%) on 05/24/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 786 Built: 1979 Tax: $2,150 (2025)Community: Quail HollowCondo
Taxes:$2,150
Remarks: This is priced to sell, Motivated seller, first floor unit over looking the golf course. will not last at this price, great location close to everything. HVAC Replaced in 2025
Listing is courtesy of: EDELEN COMPANY INC (941-400-0260)
Listing Agent: Gary Edelen (941-400-0260)
4438 LONG COMMON LN #52, SARASOTA, FL 34235
$299,00064 Days on yellowkey MLS ID: A4689848
REDUCED by $20,000 (6.3%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1100 Built: 1988 Tax: $4,069 (2026)Community: Long CommonCondo
Taxes:$4,069
Tax Year: 2026
Remarks: ** STANDALONE VILLA IN GORGEOUS COMMUNITY JUST STEPS FROM THE POOL! ** This very rare standalone villa has all the benefits of single family living with the convenience of a condo - it's the best of both worlds! Located on a private cul-de-sac just steps from the pool, it also has GORGEOUS updated cabinetry throughout, a huge private lanai, and has been fully replumbed. Fresh paint and tons of windows make this home light, bright, open, and airy - and fully move-in ready! ** HOME FEATURES: * SUB ZERO REFRIGERATOR * Tiled in Main Living Area * Cul-de-sac Location * Vaulted Ceilings * Fresh Paint * INDOOR LAUNDRY ROOM * Dual Vanity * Two-Car Garage * Association Maintains Roof, Lawn, and Exterior Paint * LOCATION: The Meadows is a perpetual favorite among Sarasota communities! It's located just minutes from the shops and restaurants of UTC and I-75 with miles of sidewalks, lots of great communities, and even has its own 'downtown' area. This is a phenomenal opportunity to own in a great neighborhood!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Alex Krumm (941-234-3597)
2767 HORSESHOE CT #Q-3, SARASOTA, FL 34235
$209,000222 Days on yellowkey MLS ID: A4670247
REDUCED by $10,000 (4.6%) on 05/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1979 Tax: $2,967 (2024)Community: Meadowlake VSpa: NoCondo
Taxes:$2,967
Remarks: Welcome to The Meadows in Sarasota! This 3-bedroom and 2-bath bright and spacious two-story condominium features an open layout with cathedral ceilings and abundant natural light. The primary bedroom is conveniently located on the ground floor, while the two upstairs bedrooms provide great extra space for guests, a home office, fitness, or hobbies. Enjoy two spacious patios — a screened front patio for morning coffee and a relaxing garden-style patio in the back to unwind at sunset. This unit offers plenty of storage, including a walk-in attic, under-stair storage, and a covered carport with its own storage area. Living in The Meadows feels like being at a resort all year long — with miles of walking and bike trails, lakes, lush mature landscaping, tennis courts, a pickleball complex featuring 8 new courts, a clubhouse, a fitness center, a playground, and a golf course throughout the community. The heated community pool is a few steps from the back porch. Take a short drive to UTC Mall, Benderson Park, Whole Foods, I-75, restaurants, shopping, Downtown Sarasota, St. Armand’s Circle, Siesta Key, or the stunning Gulf beaches. Country Club membership is optional. This is Sarasota living at its best — comfortable, stylish, and ready for you to enjoy.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Tetyana Hanna (970-765-5107)
4651 CHANDLERS FORDE #34, SARASOTA, FL 34235
$425,000158 Days on yellowkey MLS ID: A4677292
REDUCED by $13,000 (3.0%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1983Monthly Fee: $719 Tax: $3,617 (2025)Community: Chandlers FordeVilla
Taxes:$3,617
Remarks: Unique opportunity! Luxurious and tastefully renovated corner villa in the sought-after Meadows, a resort lifestyle community. Charming Chandlers Forde offers refined living in a canopied park-like setting minutes from downtown Sarasota. Inside, you will love the soaring cathedral ceilings, floor-to-ceiling double-sided gas fireplace, elegant newer engineered hardwood throughout, open and airy, featuring a wall of sliders to the Florida room showcasing a tropical yard and relaxing ambiance. The totally remodeled kitchen is a chef’s delight with newer top-of-the-line appliances, solid wood cabinetry, quartz countertops, glass tile backsplash and convenient to the private grilling patio. The generous primary suite offers a walk-in, closet and main bath with double vanities. The second bath totally remodeled with composite granite. Custom Hunter Douglas window treatments. Lanai has newer tile, screens and ceiling fans. All maintenance-free living, just around the corner from one of the two heated community pools. The Meadows, 1,600 park-like acres. Residents enjoy 14 miles of trails, fun activities, fitness center, Junior Olympic pool, 10 pickleball courts, golf, dining venues plus and a top-notch tennis complex. You’ll live near award-winning beaches, remarkable arts and culture, Nathan Benderson Park, newly opened Mote Aquarium, Whole Foods, Trader Joe’s and The Mall at University Town Center, a world-class shopping, entertainment and dining destination. A fabulous Florida lifestyle with all conveniences. Newer 25-year dimensional shingle roof, new HVAC 2022. Spacious two-car garage with plenty of storage and above flood plain in Zone X.
Listing Agent: Marci Carter (941-330-4226)
4100 TEE RD, SARASOTA, FL 34235
$399,00026 Days on yellowkey MLS ID: A4694503
1 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 1971 Tax: $3,991 (2025)Community: Kensington ParkSingle Family
Taxes:$3,991
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Tucked away at the end of a quiet cul-de-sac in a charming neighborhood, this beautifully renovated 4-bedroom, 2-bath residence offers the perfect blend of style, comfort, and convenience. Ideally located just minutes from Downtown Sarasota, world-renowned beaches, dining, shopping, and cultural attractions, this move-in-ready home is a rare find. Inside, enjoy a light and inviting interior featuring brand-new luxury vinyl wood-look flooring, fresh interior paint throughout, and a thoughtfully redesigned floor plan with four true bedrooms — a feature not often found. The fully updated kitchen showcases new cabinetry, modern finishes, and a fresh contemporary feel perfect for everyday living and entertaining alike. Both bathrooms have been tastefully renovated with stylish updates and timeless appeal. The spacious garage offers excellent storage and functionality, complete with a laundry sink, washer, and dryer. Additional highlights include a newer roof and quality renovations throughout, providing peace of mind for years to come. Privately positioned at the end of the street with minimal traffic, this home combines the tranquility of a tucked-away setting with close proximity to everything Sarasota has to offer.
Listing Agent: Courtney Tarantino (941-893-7203)
5450 BENTGRASS DR #5-111, SARASOTA, FL 34235
$220,00033 Days on yellowkey MLS ID: A4693500
1 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 2002 Tax: $2,853 (2025)Community: Las Palmas Of SarsotaCondo
Taxes:$2,853
Remarks: Under contract-accepting backup offers. Experience the perfect blend of comfort, convenience, and resort-style living in this beautifully located first-floor condo featuring 2 bedrooms, 2 baths, and an attached 1-car garage. Designed with a desirable split-bedroom layout, this home is just steps from the pool and offers access to exceptional gated community amenities including two sparkling swimming pools, a hot tub, fitness center, billiard room, grilling areas, tennis courts, and scenic walking and biking trails. Select furnishings in the master bedroom and kitchen/dining area can stay, making this an easy move-in ready opportunity for full-time residents, seasonal owners, or investors. Ideally situated just one mile from The Mall at University Town Center with over 32 restaurants, premier shopping, and close to Nathan Benderson Park and Mote Marine Laboratory & Aquarium. Enjoy easy access to I-75, Sarasota-Bradenton International Airport, and vibrant Downtown Sarasota with its dining, arts, and waterfront attractions just minutes away. A wonderful opportunity to enjoy the Florida lifestyle year-round or seasonally.
Listing Agent: Leslie Capozzi (941-248-6062)
3927 DESOTO RD, SARASOTA, FL 34235
$725,00071 Days on yellowkey MLS ID: A4689010
REDUCED by $24,000 (3.2%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1782 Built: 1983Monthly Fee: $13 Tax: $3,686 (2025)Community: Desoto PinesSingle Family
Taxes:$3,686
Remarks: PRICE REDUCED!!!!Set on an expansive 1.06-acre lot, 3927 DeSoto Road in Sarasota offers a rare combination of space, privacy, and versatility. The oversized parcel provides endless possibilities—whether you envision lush landscaping, additional structures, or simply enjoying the open room to spread out. At the heart of the outdoor space is a huge pool, perfect for entertaining, relaxing, or creating a true backyard retreat. With this much land surrounding it, the pool area feels private and resort-like, offering plenty of room for outdoor seating, dining, and recreation. Inside, the home features a spacious interior layout with generous living areas designed for comfort and functionality. Large rooms, open flow, and abundant natural light create an inviting atmosphere that’s ideal for both everyday living and hosting guests. This property stands out for its rare lot size, impressive outdoor amenities, and roomy interior, making it a unique opportunity in Sarasota for anyone looking for space without sacrificing convenience. Home is located very close to UTC, Benderson Park and all local beaches and downtown Sarasota.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Gabe Gadah (941-376-4229)
4424 HIGHLAND PARK #5, SARASOTA, FL 34235
$550,00043 Days on yellowkey MLS ID: A4692053
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2120 Built: 1988Monthly Fee: $171 Tax: $3,107 (2025)Community: MeadowsSpa: YesVilla
Taxes:$3,107
Remarks: Beautifully remodeled villa-style home in the premier Sarasota community of The Meadows. Recent updates include fresh interior paint, new flooring, tile, and appliances, creating a clean, move-in-ready feel throughout. Spacious Great Room featuring a wood burning fireplace and built in wet bar. This free-standing residence is in the charming Highland Park enclave, offering privacy with no adjoining walls and a generously sized two-car garage. High ceilings with molding and eight-foot sliding glass doors fill the home with natural light while framing beautiful views. The floor plan flows exceptionally well, creating a sense of openness, comfort, and privacy. Enjoy the exceptional lifestyle of The Meadows, known for its 85 lakes and waterways, 14 miles of walking and biking trails, majestic oak trees, preserved open spaces, and commitment to wildlife and ecology. Community amenities include golf, 15 Har-Tru tennis courts, eight new pickleball courts, a lifestyle center, and a Junior Olympic-size pool. Ideally situated between UTC and downtown Sarasota, this location offers convenient access to world-renowned restaurants, exclusive shopping, vibrant arts and culture, Nathan Benderson Park, the newly opened Mote Marine Aquarium, and Sarasota’s sparkling Gulf Coast beaches. A wonderful opportunity to enjoy comfort, convenience, and the natural beauty of one of Sarasota’s most established communities
Listing is courtesy of: MORGAN JOHNSON REALTY LLC (941-932-5939)
Listing Agent: Kathy Morgan (941-932-5939)
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