Location: Sarasota , 34235
Do Not Show Listings
3410 CHELMSFORD CT #3, SARASOTA, FL 34235
$417,50074 Days on yellowkey MLS ID: A4686671
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1649 Built: 1991 Tax: $2,746 (2025)Community: Chelmsford CloseVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,746
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Enjoy sweeping golf course and lake views from this inviting 2BR/2BA + den villa with a 2-car garage and charming courtyard entry. The open living area flows seamlessly to an air-conditioned enclosed lanai, creating an airy, expanded space ideal for both relaxing and entertaining. A light-filled kitchen features a breakfast nook, solid- surface counters, stainless appliances, soft-close drawers, and convenient pull-out shelving. The primary suite is a peaceful retreat with scenic views, a spacious walk-in closet, and a tiled walk-in shower with a separate dressing area. A split-bedroom layout provides privacy for guests. Neutral tile flooring and classic plantation shutters add style and continuity throughout the home. A community pool is just steps away. Located within The Meadows, tropical resort-style setting, where residents enjoy miles of scenic trails, a fitness center, a Junior Olympic pool, pickleball, dining, golf, and a premier tennis complex with Har-Tru courts. Just minutes to UTC, Whole Foods, Fresh Market, Nathan Benderson Park, and a short drive to Sarasota’s award-winning beaches, arts, and culture—offering the very best of the Florida lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
4305 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$774,500145 Days on yellowkey MLS ID: A4676006
REDUCED by $24,500 (3.1%) on 05/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2612 Built: 1990Monthly Fee: $196 Tax: $6,993 (2025)Community: The HighlandsSingle Family
Taxes:$6,993
Remarks: Walk through the front gate and courtyard to discover refined Florida living in a beautifully updated 3 bedroom, 3 bath pool home located in the heart of The Meadows, a golf course community in Sarasota. This move in ready residence blends comfort, functionality, and lifestyle driven design, making it ideal for full time living or a seasonal retreat. Inside, the home offers a thoughtful layout with generous living spaces, an open concept dining room/living room combination with a peaceful and private view of the saltwater pool. Need to work from home? A spacious private office featuring sliders that open directly to the pool, perfect for today’s work from home lifestyle. An additional pool and game room with wine fridge and bar area creates an inviting space for entertaining guests, hosting game nights, or relaxing after a day at the beach. Recent updates elevate the home throughout, including a resurfaced saltwater pool with new lighting, a new dishwasher, new ceiling fans, updated bathroom vanities, and upgraded landscaping that enhances curb appeal and outdoor enjoyment. There is even a clean well irrigation system for ease of maintenance. The backyard is designed for easy Florida living, complete with a dedicated dog run and plenty of space to lounge, entertain, or soak up the sun. Located within The Meadows, residents enjoy a serene, established community known for mature landscaping, walking and biking trails, golf, and a central Sarasota location close to University Town Center, Nathan Benderson Park, shopping, dining, downtown Sarasota, and Gulf Coast beaches.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
2042 COUNTRY MEADOWS PL, SARASOTA, FL 34235
$515,000182 Days on yellowkey MLS ID: A4673225
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2052 Built: 1989Monthly Fee: $46 Tax: $2,868 (2024)Community: Country MeadowsSpa: NoSingle Family
Taxes:$2,868
Tax Year: 2024
Remarks: LOCATION AND CONDITION ARE A+++ From the moment you arrive, you’ll feel right at home in this impeccably maintained residence. Meticulous care and attention to detail are evident throughout. The welcoming foyer opens seamlessly to the dining and living areas, offering views of the expansive lanai and oversized backyard. The beautifully remodeled kitchen is truly the heart of the home, designed to inspire and impress. Featuring porcelain tile floors, bright granite countertops, new cabinetry, and new appliances, it opens effortlessly to the family room with a cozy fireplace—perfect for both entertaining and everyday living. A smart thermostat and Ring doorbell add modern convenience and peace of mind. Whether seated at the breakfast bar or in the sunny nook beneath cathedral ceilings and skylights, you’ll appreciate the light-filled, open atmosphere. A generously sized pantry will delight any home chef. The split-bedroom floor plan provides privacy for all. Two guest bedrooms offer walk-in closets and share a roomy bath with direct lanai access. The primary suite is a true retreat, featuring a spacious walk-in closet and a stunning, newly renovated bath with updated tile flooring, new cabinetry, linen storage, and a solid-surface dual-sink vanity. Impact-resistant windows and doors are installed throughout, including private lanai access from the primary suite. Additional highlights include an oversized laundry room, ample floored attic storage, and an extended lanai designed for outdoor enjoyment—complete with granite counter space, sink, gas grill, and vented stainless-steel hood. The oversized lot provides abundant outdoor space and room for a future pool, if desired. Ideally located with convenient access to Downtown Sarasota, UTC Mall, Benderson Park, golf courses, dog parks, and recreation for all ages, this home places you just 15–20 minutes from the airport, Ringling Museum, marinas, colleges, and Lakewood Ranch Main Street. Move-in ready and thoughtfully updated, this exceptional property offers the lifestyle you’ve been waiting for. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
5246 MANORWOOD DR #4C, SARASOTA, FL 34235
$350,00056 Days on yellowkey MLS ID: A4688263
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1997 Built: 2007Monthly Fee: $1,285 Tax: $3,889 (2025)Community: Grande Oaks PreserveCondo
Taxes:$3,889
Elementary School: Emma E. Booker Elementary
Remarks: BEAUTIFULLY FURNISHED SPACIOUS PENTHOUSE living minutes from University Town Center-Gated resort amenities and almost NO maintenance responsibilities. Truly lock and leave. Experience elevated living in this exquisite penthouse residence sitting high amongst the Oak trees, ideally situated within the highly sought-after Grande Oaks Preserve, just moments from the vibrant University Town Center. This is a rare opportunity to own the only penthouse currently available in this exclusive, gated enclave, where solid block construction ensures both enduring quality and peace of mind. Upon entering, you are welcomed into a beautifully appointed three-bedroom, two-bathroom home defined by soaring 12-foot ceilings, elegant tray ceilings in both the kitchen and primary suite, intricate crown molding, and stately 8-foot doors that enhance the home’s light-filled, refined ambiance. The thoughtfully designed third bedroom offers versatility as a private study or guest retreat. Expansive French doors lead to a generously sized, screened lanai featuring impact-rated sliders and serene fountain views, creating an ideal setting for both quiet relaxation and effortless entertaining. The chef’s kitchen and spa-inspired baths showcase rich solid wood cabinetry, blending timeless craftsmanship with sophisticated style. Additional highlights include two spacious assigned indoor garage parking spaces and an oversized climate-controlled storage unit, providing both convenience and comfort. Residents of Grande Oaks Preserve enjoy an exceptional lifestyle INCLUDING access to resort-style amenities, including a sparkling pool and 2 spas, a fully equipped fitness center, clay tennis courts and pickleball courts, and beautifully maintained grounds within a secure, gated environment as well as water/sewer & trash removal. Perfectly positioned in one of Sarasota’s most desirable corridors, Grande Oaks Preserve offers an exceptional location that seamlessly blends convenience with an upscale, tranquil setting. Just moments away, University Town Center presents a premier destination for luxury shopping, fine dining, and entertainment, featuring renowned retailers and an array of top-tier restaurants. Residents enjoy effortless access to everyday conveniences, from boutique grocers to cafes and wellness services, all within a short distance. The community is also ideally situated near Nathan Benderson Park, a picturesque waterfront destination known for its walking trails, rowing events, and outdoor activities. A short drive brings you to the cultural and coastal treasures that define Sarasota living, including the pristine shores of Siesta Key Beach, consistently ranked among the finest beaches in the country. Downtown Sarasota, with its vibrant arts scene, theaters, galleries, and marina, is also easily accessible, offering an unmatched blend of sophistication and leisure. With convenient proximity to major roadways and just 12 minutes from Sarasota-Bradenton International Airport, travel is effortless, whether for business or pleasure. This extraordinary location places the very best of the region—shopping, dining, recreation, and world-class beaches—right at your doorstep while preserving the privacy and serenity of an exclusive gated community. This extraordinary penthouse offers a seamless blend of luxury, location, and lifestyle—an exceptional offering not to be missed. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Tami Cashi (941-527-9088)
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$460,00025 Days on yellowkey MLS ID: A4689277
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985Monthly Fee: $617 Tax: $2,477 (2025)Community: ChanteclaireVilla
Taxes:$2,477
Remarks: Welcome to this beautifully reimagined villa in the highly sought-after Meadows community, where timeless design meets modern sophistication. This fully renovated residence offers 2 bedrooms with a flexible third space that can serve as a private den, office, or easily function as a third bedroom tailored to fit your lifestyle. Every detail has been thoughtfully curated, showcasing a light, bright interior with an elegant, airy aesthetic. As reflected in the virtual staging, the open-concept design is complemented by clean lines, upscale finishes, and a seamless flow between living spaces perfect for both relaxed everyday living and effortless entertaining. Natural light fills the home, enhancing the soft, neutral palette and creating a warm yet refined ambiance throughout. Ideally located in The Meadows, known for its lush landscapes, walking trails, and proximity to dining, shopping, and Sarasota’s finest amenities, this residence offers the perfect balance of tranquility and convenience. Unlock exceptional living in one of Sarasota’s most desirable communities.
Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)
Listing Agent: Robin Eekhof (941-504-1941)
5252 LAKE VILLAGE DR ## 54, SARASOTA, FL 34235
$249,00043 Days on yellowkey MLS ID: A4690508
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1983 Tax: $2,454 (2025)Community: Village LakeCondo
Taxes:$2,454
Elementary School: None
High School: None
Middle School: None
Remarks: Rare tree-house feel from the lanai overlooking a lush nature trail distinguishes this upgraded, turnkey residence in The Meadows—offering refined, maintenance-free living just steps from resort-style amenities. A true move-in-ready opportunity, enhanced by a 2023 HVAC system, 2025 kitchen and bath updates, and tasteful furnishings included, delivering effortless Florida luxury in a serene, pet-friendly setting. A private lanai frames tranquil, preserved natural views, complemented by nearby access to a heated community pool & gas BBQ grilling area, ideal for relaxed outdoor living. Thoughtfully updated, the residence features new carpeting (2024) and a new HVAC system (April 2023) with annual maintenance. The kitchen is appointed with dolomite and marble countertops, new appliances—including refrigerator, stove, dishwasher, sink, and faucet—and upgraded fixtures and hardware, along with refined lighting enhancements (2023, 2026). The desirable split-bedroom layout ensures privacy for owners and guests, with each bedroom offering its own ensuite bath. The primary suite enjoys serene treetop views, dual closets, and a vanity with tub/shower combination, while the guest suite provides a private full bath. Offered fully furnished(in 2021), this residence is completely turnkey and includes linens, cookware, dishes, TV, and essential household items. Additional conveniences include in-unit laundry with stacked washer and dryer, assigned parking, and guest parking. Ideally located within walking distance to Meadows Village Shops, residents enjoy immediate access to dining, wellness services, medical offices, and the seasonal Farmers Market. The Meadows community is renowned for its extensive trail system, scenic lakes, fitness center, pickleball courts, pool and spa, dog park, and vibrant calendar of social activities—all within a secure, 24-hour gated environment. Optional tennis and golf memberships further enhance the lifestyle offering. Not located in a flood zone and offering small dog approval (per association guidelines), this residence presents an exceptional opportunity to experience elevated, turnkey living in one of the area’s most desirable communities. A secure storage facility for boats, RVs, and trailers is also available within The Meadows.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Kathleen Niedospial (941-780-2884)
2375 LAKESIDE MEWS #D2, SARASOTA, FL 34235
$200,000157 Days on yellowkey MLS ID: A4676142
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1560 Built: 1979 Tax: $3,668 (2025)Community: Meadowlake ICondo
Taxes:$3,668
Remarks: Amazing lake views! Located just steps from the golf course, this rare and private three-bedroom, two bathroom townhouse is nestled in the highly sought-after community of The Meadows of Sarasota, just south of Benderson Park and UTC. Newer roof in 2023, community pool and access to other great amenities make this community exceptional. Come enjoy living in the most beautiful community for walking and biking paths in Sarasota. This two-story residence offers the convenience of main-level living with all essential amenities, including the laundry room located downstairs, providing an ideal layout for those who prefer fewer stairs while maintaining privacy for guests upstairs. The home features a spacious screened lanai with an extended paver patio out the back sliding glass doors, perfect for outdoor dining or relaxing beneath the shade of a mature oak tree. Constructed of durable concrete block, this villa offers a truly maintenance-free lifestyle, with exterior and yard maintenance handled by the HOA. Residents enjoy close proximity to the community pool and clubhouse, along with access to fitness facilities, social activities, walking and biking trails, green spaces, and optional golf, tennis, and pickleball through country club membership. Conveniently located near downtown Sarasota, UTC shopping and dining, I-75, and Sarasota’s renowned beaches, this 1,560-square-foot property is an exceptional opportunity not to be missed.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Michele Tanner (941-894-5603)
4429 OAKLEY GREENE #6, SARASOTA, FL 34235
$349,00010 Days on yellowkey MLS ID: A4694535
0 Days Off yellowkey (back on 5/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1868 Built: 1986 Tax: $2,604 (2025)Community: Oakley Greene - The Highlands - The MeadowsVilla
Taxes:$2,604
Remarks: Serene, easy-living villa with lush views in the prestigious Highlands section of The Meadows, one of Sarasota’s desirable neighborhoods just 15 minutes from downtown. A canopied street, a paver driveway and a charming courtyard welcome you home. Inside, you will love the comfortable floor plan with natural light, oak flooring and tray ceilings in the living areas with walls of sliders showcasing a tropical setting; truly serene. The kitchen features Kona Beige quartz countertops, white appliances and a convenient grilling patio. The spacious primary en suite features dual counter-height vanities, a walk-in shower and an ample closet. All within 100 feet of the heated community pool, near the nature trails and a short ride to all the fun The Meadows has to offer. The Meadows is a sought-after 1,600-acre park-like community just 15 minutes from downtown. Residents enjoy 14 miles of scenic trails and access to a fitness center, a 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! The residence features a 2020 16 SEER air-conditioning system, a 2015 hurricane garage door, a 2004 tile roof, which is the condominium’s responsibility, fully funded reserves, and is above the floodplain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
4750 TIVOLI AVE, SARASOTA, FL 34235
$473,00066 Days on yellowkey MLS ID: A4687861
REDUCED by $22,000 (4.4%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1911 Built: 1989Monthly Fee: $894 Tax: $5,542 (2025)Community: Longwood VillasSpa: YesSingle Family
Taxes:$5,542
Remarks: Tucked away in the quiet back section of the well maintained community of Tivoli Village in Longwood Run, this beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and serene Florida living. The highlight of this exceptional property is the breathtaking lake view framed by majestic oak trees—creating a private, park-like, peaceful backdrop that truly sets this home apart. From the moment you arrive, you’ll be captivated by the fresh, light exterior paint, lush tropical landscaping, and a stately oak tree that sets the tone for the tranquil setting. The HOA is responsible for landscaping, roof repair & replacement and painting of all exterior walls. HOA fees include: property insurance, landscaping, mowing, irrigation, admin fees, roof replacement & repairs, and exterior painting. Step inside to a warm, inviting entry that opens into a bright, airy open-concept floor plan featuring soaring vaulted ceilings. Stunning Spanish-inspired tile flooring flows throughout most of the home, creating a cohesive and elegant feel. The recently updated kitchen is a true centerpiece, featuring sleek modern cabinetry, matching appliances, unique concrete countertops, a chic tile backsplash, and a stainless refrigerator—perfect for both everyday living and entertaining. A top of the line reverse osmosis in the kitchen, adds an extra layer of comfort and quality. The thoughtfully designed split floor plan offers privacy for guests, with two guest bedrooms and a conveniently located bathroom. One bedroom features French doors, making it ideal as a home office, den, or art studio. The home features vaulted ceilings throughout creating an open, airy feel. The spacious primary suite is a true sanctuary, complete with laminate flooring, a large walk-in closet, and sliding glass doors that lead directly to the pool patio. The en suite bathroom offers dual sinks, solid surface countertops, and a large soaking tub perfectly positioned to take in peaceful lake views. In addition, 2 skylights infuse the primary bathroom with soft, natural light. Indoor-outdoor living is seamless, with multiple sliding doors from the main living area opening to the expansive screened pool patio. This inviting space is ideal for relaxing, entertaining, or working from home in a tranquil setting. Enjoy the sparkling pool, shaded awnings for cool comfort, and picturesque surroundings that make alfresco dining a daily pleasure. Ideally located near UTC shopping and dining, with easy access to Lakewood Ranch, world-renowned Gulf beaches, and Sarasota-Bradenton International Airport, this home offers both convenience and a coveted Florida lifestyle. Don’t miss the opportunity to own this move-in ready gem in one of the area’s most desirable communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Heather Gehan (941-893-0213)
5656 PIPERS WAITE #34, SARASOTA, FL 34235
$569,00045 Days on yellowkey MLS ID: A4690221
0 Days Off yellowkey (back on 5/13/2026)
REDUCED by $16,000 (2.7%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2350 Built: 1984 Tax: $4,505 (2025)Community: The MeadowsSpa: YesVilla
Taxes:$4,505
Remarks: Under contract-accepting backup offers. Beautifully updated turn key home in The Meadows! Designer touches in every corner including pecan flooring, modern fixtures, a tropical primary bath, quartz counters, LED lighting, grasscloth feature walls, and custom cabinets. This home encourages rest and relaxation with its zen color palette, loads of natural light and stunning designer accents. Living more like a single family residence, this condo has all rooms on one floor and green views out every window. Fabulous layout with split primary and third bedroom being used as an office. Community pool shaded by lovely live oaks is just steps out the back door. Lanai is enclosed and can be an art studio, extra office or living space. Oversized garage is a bonus and the HVAC was replaced in Oct 2025. If you have been looking for an updated, easy living home this is it! Furniture and art are negotiable. The Meadows is a wonderful community in the heart of Sarasota. It is 15 minutes to downtown, 18 minutes to the airport and 20 minutes to Lido Beach not to mention 5 minutes from UTC shopping centers and teh new MOTE Aquarium.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Gemma Hobbs (941-586-3723)
1720 COUNTRY MEADOWS DR, SARASOTA, FL 34235
$355,0003 Days on yellowkey MLS ID: A4695223
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1321 Built: 1994Monthly Fee: $46 Tax: $3,808 (2025)Community: Country MeadowsSingle Family
Taxes:$3,808
Remarks: Opportunity knocks in Sarasota! This lovely 3BD/2BA in Country Meadows featuring FRESHLY PAINTED interior with NEW CARPET, is conveniently located near UTC and The Meadows Country Club, with easy access to I-75 via Fruitville Rd or University Pkwy. This home features a split bedroom floor plan, stunning cathedral ceiling, eat-in space in kitchen and additional dining room space in an expansive great room, a primary bedroom suite with private en-suite bathroom and a very generous sized walk-in closet, interior laundry room, spacious 2-car garage, and fully enclosed lanai to enjoy morning coffee or evening dinners at sunset. Approximately 5 miles to Downtown Sarasota, 8 miles to St. Armands Circle/Lido Key, 11 miles to the award winning beaches on Siesta Key, and just 7 miles to Ringing Museum, Asolo Repertory Theatre, and SRQ airport for easy commuting. This well maintained home is competitively priced to sell. Don’t wait! Schedule your exclusive showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Elizabeth Mock (941-330-6200)
5025 MARSH FIELD RD, SARASOTA, FL 34235
$1,099,911234 Days on yellowkey MLS ID: A4667464
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 1980 Tax: $4,988 (2024)Community: Meadows TheSpa: YesSingle Family
Taxes:$4,988
Remarks: Price reduced below Market Value on this One of a Kind single-story residence offers a functional split floor plan with a heated pool and spa overlooking approximately 150 feet of golf course frontage. Outdoor living is anchored by a covered patio, open-air entertaining areas, a tiki bar, and a fire pit, creating multiple zones for outdoor use with direct golf course views. Recent updates include a new roof, two new A/C units, 400-amp electrical service, impact windows, and a tankless water heater, supporting long-term ownership and system efficiency. The circular drive and wrap around walkway frame the residence and showcase approximately 9,800 sq. ft. of paver hardscape, providing defined access and outdoor circulation around the property. The open interior layout includes living and dining areas, an open kitchen connected to the main living space, and flexible rooms suitable for a home office, fitness room, or bonus use. The primary suite is on the main level, positioned for privacy and oriented toward the pool, spa, and golf course setting features an adjacent bonus room, perfect of Nursery, Yoga studio or Amazing addition to your Closet. The backyard provides open sightlines across the golf course, combining landscaped green space with pool, spa, and patio areas. The property is situated on a quiet residential street within an established community featuring golf, walking paths, and open green space. Convenient access to regional destinations includes shopping, dining, medical and services near University Town Center (UTC), along with recreation at Nathan Benderson Park. Major road access provides connectivity to downtown Sarasota, area beaches, and Sarasota-Bradenton International Airport. Matterport 3D walkthrough and video tour available, allowing remote viewing of layout, flow, and room dimensions. Schedule your private tour today.
Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)
Listing Agent: Ervina Fink (941-587-1855)
1815 ROXANE WAY #65, SARASOTA, FL 34235
$159,9003 Days on yellowkey MLS ID: A4694305
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 806 Built: 1964Monthly Fee: $472 Tax: $1,041 (2025)Community: Strathmore Villa Sec 07Villa
Taxes:$1,041
Remarks: Located in the heart of Sarasota, this desirable 55+ community offers the perfect combination of comfort, convenience, and the Florida lifestyle. Residents enjoy a variety of amenities included in the low HOA fee, such as a community pool, shuffleboard courts, clubhouse, recreational facilities, basic cable, landscaping, and more. World-famous Siesta Key Beach and Lido Key Beach are only few miles away. This rare free-standing, maintenance-free villa in the Strathmore community features 1 bedroom, a den, and 1 bathroom with many recent upgrades. In 2023, hurricane-impact, double-pane insulated windows were installed, along with new hurricane-impact front and back doors. The HVAC system was replaced in 2024, and all water lines have been re-piped with CPVC. The bathroom has been beautifully updated with grab bars, a built-in nook, bench seating, a new toilet, faucet, fixtures, and mirror. The kitchen has been refreshed with new LED ceiling lighting, freshly painted cabinets, and updated hardware. Additional improvements include new ceiling fans, blinds, curtain rods, and curtains throughout the home. The unit does not currently have a washer and dryer; however, the storage room under the carport could be converted into a laundry room with a stackable washer and dryer. Conveniently located just a few steps from the villa is the community laundry facility, where residents can use coin-operated washers and dryers. The low HOA fee covers water, sewer, internet, cable, trash, lawn care, landscaping, irrigation, roof repairs, exterior pest control, clubhouse access, community pool, and much more. Bobby Jones Golf Club is just minutes away, along with a nearby dog park and beautiful green spaces for walking, running, and biking. The community is conveniently located only 10 minutes from UTC Mall and downtown Sarasota, with easy access to shopping, dining, entertainment, and cultural attractions.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Gabriella Anastasakis (516-633-4019)
3816 ROXANE BLVD #158, SARASOTA, FL 34235
$169,90025 Days on yellowkey MLS ID: A4692821
REDUCED by $5,000 (2.9%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1055 Built: 1964 Tax: $826 (2025)Community: Strathmore Villa Sec 09Villa
Taxes:$826
Remarks: Welcome to your next home in sunny Sarasota! This well maintained villa in the lovely Strathmore Villa community offers both comfort and convenience. It also comes fully furnished!! This is an active 55+ community, where at least one resident must be 55 or older, and offers a peaceful setting with great amenities including a clubhouse and community pool. Right away, you'll notice the spacious carport with room for up to 3 vehicles - something you don't always find, and perfect for both residents and visitors. Step inside to a bright and welcoming living area with plenty of room to relax or entertain, making it easy to feel right at home! The layout flows nicely, giving you flexibility to make it your own. Just off the living space, you'll find the kitchen and dining area - practical, functional, and ready for everyday living or hosting friends and family. This home features two generously sized bedrooms, including a primary suite with its own private bathroom. Both rooms offer comfortable space, natural light, and versatility. With two full bathrooms, convenience is built right in - ideal for families, guests, or even a home office setup. Open the sliding glass doors leading into your private patio area - a great spot for morning coffee or relaxing evenings. Right outside the unit, you'll also find a dedicated storage building currently used as a laundry room, adding extra functionality and keeping everything easily accessible while maximizing your interior space. The location is hard to beat! You're just a short drive from shopping, dining, the UTC Mall, I-75, and of course, Sarasota's beautiful beaches! If you're looking for a new permanent home, seasonal getaway, or investment property with great features and a LOW condo fee, this could be the perfect fit! Schedule your showing today and come see everything this property has to offer!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jennifer Arsenault (941-313-5407)
5194 MARSH FIELD LN #96, SARASOTA, FL 34235
$310,00021 Days on yellowkey MLS ID: A4692562
REDUCED by $14,000 (4.3%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1444 Built: 1981 Tax: $3,260 (2025)Community: Heronmere IiCondo
Taxes:$3,260
Remarks: Discover relaxed resort-style living in this updated end-unit condominium residence in The Meadows, where tranquil lake and golf course views create a picturesque backdrop for everyday living. Offering approximately 1,500 square feet, this two-bedroom, two-bath home combines comfort, convenience and an inviting indoor-outdoor lifestyle in one of Sarasota’s established communities. Filled with natural light, the residence features new carpet throughout the living room, dining area and bedrooms, enhancing the bright and welcoming interior. The kitchen was thoughtfully updated in 2018 with granite countertops and stainless steel appliances, while a spacious pantry provides convenient access to the stack washer and dryer and water heater. Hurricane-impact windows have been installed throughout, and the HVAC system has been updated within the past several years for added peace of mind. Community roofs were replaced in 2022. Residents of Heronmere II enjoy access to a private community pool included in the condominium fee, along with optional membership opportunities at The Meadows Country Club. Amenities include golf, a newly enhanced fitness and wellness center, personal training, a Junior Olympic lap pool, tennis and pickleball with flexible membership options and à la carte pricing. Just moments from The Meadows Village Center with shopping and dining, this residence is surrounded by mature oak canopies, lush greenery and miles of scenic recreational and biking trails. Ideally near University Town Center, Nathan Benderson Park and downtown Sarasota, residents enjoy convenient access to shopping, dining, cultural attractions and year-round outdoor recreation. Move-in ready and designed for effortless Florida living, this residence offers an exceptional opportunity to enjoy the sought-after Meadows lifestyle.
Listing Agent: Robyn Sadlo (941-812-4219)
4623 LONGWATER CHASE #112 Bldg J, SARASOTA, FL 34235
$265,00051 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
Taxes:$2,821
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
$399,00058 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
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
$429,00053 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
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
$235,000138 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
$239,900138 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)
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