Location: Sarasota
Do Not Show Listings
217 S SHADE AVE, SARASOTA, FL 34237
$1,799,000454 Days on yellowkey MLS ID: A4628117
REDUCED by $100,000 (5.3%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,777
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2023
Middle School: Booker Middle
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000629 Days on yellowkey MLS ID: N6134516
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Resort-Style Living Maintenance-Free includes Tile Roof. One of Sarasota’s most desirable communities. This spacious 2 bedroom, 2 bath, car garage home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and tranquil greenbelt view from the lanai. Ideally positioned not direct-facing neighbors, this home boasts a generous front yard and privacy. Enjoy true ease of living—landscaping and TILE roof maintenance are covered by the HOA, with reserves in place for future care. Recent upgrades include HVAC (2021), Water Heater (2023), Washing Machine (2024), Refrigerator (2022), as well as a new kitchen faucet, range hood fan, and light (2024). The Meadows Country Club offers membership access to 54 holes of golf, 17 Har-Tru tennis courts, pickleball, a junior Olympic-size pool, fitness center, two restaurants, and over 200 annual events. Explore 14 miles of scenic walking, biking, and nature trails, all just minutes from downtown Sarasota, UTC Mall, and I75. Come home to comfort, community, and the carefree lifestyle you’ve been looking for. Resort-Style Living in The Meadows Golf & Country Club Welcome to The Vivienda, a maintenance-free enclave within The Meadows, one of Sarasota’s most desirable communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
3739 CALEDONIA LN, SARASOTA, FL 34240
$2,999,000859 Days on yellowkey MLS ID: A4596324
REDUCED by $96,000 (3.1%) on 04/27/2026
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3323 Built: 2024Monthly Fee: $467 Tax: $5,150 (2023)Community: Founders ClubSpa: YesSingle Family
Taxes:$5,150
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Enjoy life in the private gated community of The Founders Club, encompassing 700 total acres with only 262 home sites. The Cameron, London Bay's last NEW CONSTRUCTION luxury home in TFC, overlooks a stunning view of the community's private Robert Trent jones, Jr. championship golf course. The Founders Club is minutes from University Town Center and many fine dining and shopping choices. Featuring 3,323 sq. ft. of living space, the model showcases London Bay's latest designs. Clean line architectural styling and details highlight an expanded outdoor destination and an open floor plan. The great room and dining area's 10 ft. sliding glass doors floor to an alfresco space, which offers living and dining areas, an outdoor kitchen with remote controlled bug screens, a fire pit, a lavish pool and spa, as well as a terrace surrounded by lush landscape. The master suite offers two walk-in closets and provides an additional private access to the pool terrace via a French door. Adjoining the master bedroom is a luxurious and spacious bathroom with dual vanities and a custom, all glass shower. The Cameron has 4,830 total under roof square feet, including a three-car garage. This home has many upgrades. THE PURCHASE OF A SIGNATURE GOLF MEMBERSHIP IS REQUIRED FOR PURCHASE OF THIS HOME.
Listing is courtesy of: THE FOUNDERS CLUB REALTY LLC (941-378-0900)
Listing Agent: Lisa Van Dien (941-378-0900)
6392 DRAW LN #40, SARASOTA, FL 34238
$180,00035 Days on yellowkey MLS ID: A4691819
REDUCED by $10,000 (5.3%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1482 Built: 1974Monthly Fee: $338 Tax: $2,442 (2025)Community: Sunrise Golf Club Ph ICondo
Taxes:$2,442
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to Sunrise Golf Club! This attractive 2-bedroom, 2-bath condo located in the desirable Sunrise Golf Club community, offering an unbeatable location just minutes from world-famous Siesta Key. Beautifully positioned with peaceful, this light and bright residence features an open floor plan designed for comfortable Florida living. Expansive sliding glass doors invite an abundance of natural light inside, creating a warm and welcoming atmosphere throughout the home. The thoughtfully designed split-bedroom layout offers added privacy, making it ideal for owners and guests alike. The spacious primary suite includes a large walk-in closet and generous storage, while additional closets throughout the condo provide plenty of room for all your essentials. A full-size washer and dryer are conveniently located inside the unit for everyday ease. Enjoy the benefits of an updated metal roof, helping keep insurance costs low, along with affordable condo fees that add even more value. This unit also includes both a covered carport and assigned parking space. The private carport storage area is perfect for bikes, beach chairs, golf gear, and more. Residents of Sunrise Golf Club enjoy fantastic amenities including a heated community pool, tennis courts, and pickleball courts. Whether you're seeking a full-time residence, seasonal getaway, or investment opportunity, this prime location offers the best of Sarasota living.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: John Wilcher (941-932-7669)
6581 APPROACH RD #63, SARASOTA, FL 34238
$399,00019 Days on yellowkey MLS ID: A4693540
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1841 Built: 1985 Tax: $2,483 (2025)Community: Westwoods At SunriseVilla
Taxes:$2,483
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Perfectly positioned directly across from the community amenities, this beautifully maintained villa in Westwoods at Sunrise offers an exceptional combination of space, privacy, and convenience in one of Sarasota’s most established locations. From the moment you arrive, the mature landscaping, corner-unit positioning, and oversized two-car garage create the feel of a single-family home while still enjoying the ease of maintenance-free living. NEW AC 2025! One of the standout features of this property is its immediate proximity to one of the heated community's pool, which is maintained at approximately 85 degrees year-round, along The clubhouse itself includes a full kitchen and gathering space, making it ideal for social events, entertaining, and community activities. Even more appealing, the association is self-managed with reasonable fees, Maintenance of roofs, exterior repairs, basic cable, and pest control. Residents of this active 55+ community enjoy two heated pools, a pet-friendly atmosphere (up to 25 pounds), a year-round calendar of fun events, clubhouse, and four premier pickleball courts that residents and friends actively play. Inside, the home offers nearly 1,850 square feet of living space with soaring ceilings, abundant natural light, and a flexible open floor plan. The spacious living room features a fireplace and flows naturally into the dining area and kitchen, while multiple screened and enclosed outdoor living spaces create seamless indoor-outdoor living. A large Florida room surrounded by windows provides additional versatile living space perfect for relaxing, entertaining, or enjoying peaceful green views. The kitchen is centrally located with stone countertops, breakfast bar seating, pantry storage, and solid wood cabinetry. The split-bedroom layout provides privacy, with the primary suite occupying the upper level complete with vaulted ceilings, en-suite bath, and walk-in closet. Guest accommodations on the first floor allow flexibility for visitors or multigenerational living. Outdoor living is another highlight, with multiple screened patio areas, balcony access, and lush landscaping surrounding the property. The oversized garage offers excellent storage and functionality rarely found in villa-style properties. Located just minutes from shopping, dining, Sarasota Memorial Care Center, golf, and Siesta Key Beach, this home also provides quick access to I-75 and all the cultural attractions Sarasota is known for. Schedule your private showing today and discover the comfort, convenience, and lifestyle this exceptional Sarasota villa has to offer before this opportunity is gone.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
4208 ROXANE BLVD #95, SARASOTA, FL 34235
$210,00013 Days on yellowkey MLS ID: A4693162
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 1964 Tax: $856 (2025)Community: Strathmore Villa Sec 08Spa: NoVilla
Taxes:$856
Remarks: STRATHMORE VILLAS a (55+ community) conveniently located ON THE MOST BEAUTIFUL CANOPY TREE STREET around town providing wonderful shade and ambience. Please schedule to check out this villa with TWO En-Suites (two bedrooms both with their own full bath). The kitchen has been updated a few years back as well as the bathrooms and new & newer flooring. Feel safe and secure since your new villa has impact hurricane windows throughout the home for hurricane protection and a fantastic sound dampening effect! You will have your own driveway and one car carport that is attached to your own private laundry room/storage/utility room! Your new community has it's own pool, Club House/Rec Center and full time manager on site. Location, location, location...Close to UTC, Downtown Sarasota, St. Armand's Circle and Lido Beach AND you can walk to Bobby Jones Golf Course. Take advantage of this great opportunity for only $210,000!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
8928 WHITEMARSH AVE, SARASOTA, FL 34238
$579,00033 Days on yellowkey MLS ID: A4691885
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 1994Monthly Fee: $605 Tax: $4,009 (2025)Community: Stoneybrook Golf & Country ClubSingle Family
Taxes:$4,009
Remarks: One or more photo(s) has been virtually staged. Great Home with Westerly views of the 1st hole at this lovely Stoneybrook Golf Home! New roof in 2025! Updated exterior painting and landscaping. Open floor plan is ready for all your fresh updates with this great value property! Open Kitchen layout with a cozy dinette area and bay window design. 2 bedrooms with the 3rd bedroom boasting twin door entry being used as a Den. Primary Bedroom has walk-in closets, twins sinks, a walk-in shower and a modern step in tub. Enjoy the lanai with its sunsets views nightly and easy access to the main club grounds, chipping areas driving range nearby. Stoneybrook of Sarasota, A premier member-owned country club, is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18-hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
8901 VERANDA WAY #111, SARASOTA, FL 34238
$499,00036 Days on yellowkey MLS ID: A4691605
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1661 Built: 1994Monthly Fee: $605 Tax: $4,445 (2025)Community: Stoneybrook Verandas 1Condo
Taxes:$4,445
Remarks: Ground Floor Turnkey Abbey unit with amazing views of the 7th Green, sand trap and lake! Come and see to appreciate this lovely unit with an updated Kitchen with Granite Counters. Open floor plan and a true 3 bedroom condo. Glassed-in Lanai to expand the living space. Primary Bedroom has twin walk in closets, twin sinks and walk-in shower along with a lovely soaking tub. Guest quarters in the front of the home with its own walk-in closet and there is a privacy door from the 3rd bedroom towards the guest bath and laundry room. Front entry way lanai and single car garage. Tile or Laminate throughout the home. Lovely Community Pool and Pickleball/Tennis Court. Short distance to the clubhouse. Stoneybrook of Sarasota A premier member-owned country club, is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18 hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
5780 MIDNIGHT PASS RD #110, SARASOTA, FL 34242
$1,299,00098 Days on yellowkey MLS ID: A4683108
REDUCED by $50,000 (3.7%) on 05/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $10,806 (2025)Community: Gulf & Bay ClubCondo
Taxes:$10,806
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Natalie Gutwein (941-993-2660)
1257 S PORTOFINO DR #307, SARASOTA, FL 34242
$419,900130 Days on yellowkey MLS ID: A4679704
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1968 Tax: $4,583 (2025)Community: Siesta Harbor ISpa: YesCondo
Taxes:$4,583
Remarks: PRICED TO SELL! LOWEST PRICE RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access directly across the street. Siesta Harbor is located on the deepest point of the main intracoastal. Deep canal, boat slip up to 30' boat (check for availability, reasonable annual pricing.) Stunning Dock for fishing or relaxing ..... walk to all, restaurants, shops, easy on and off the key, the Trolley and scat right outside your door! One of the best parts being on the intracoastal with Beach Access! This has it all, just bring your toothbrush and be in paradise! Or rent it out, its a 30 day rental 12 times a year!!
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Judith Guzzi (914-490-9032)
1564 STICKNEY POINT RD #303, SARASOTA, FL 34231
$749,900154 Days on yellowkey MLS ID: A4675533
REDUCED by $69,100 (8.4%) on 05/07/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1982Monthly Fee: $1,007 Tax: $3,816 (2024)Community: The BoatyardSpa: NoCondo
Taxes:$3,816
Elementary School: Gulf Gate Elementary
Tax Year: 2024
Remarks: The Boatyard is a New England styled gated community of twenty one units located on the Intracoastal Waterway just across the south bridge from Siesta Key and its number one rated beach. Nearby are numerous opportunities for the shopping, dining, sports, and cultural activites that Sarasota is famous for. This furnished two bedroom, two bath unit feaures water views from most rooms, a bright open concept living/dining room with a tray ceiling, a wood burning fireplace, an enclosed balcony overlooking the water, updated kitchen and bathrooms, an oversized one car garage, a bonus room on the canal, and a 27 foot boat slip.In addition, the community amenities include a sundeck on the bay, a boardwalk along the canal, and a heated swimming pool. This is the Florida lifestyle you've been looking for.
Listing is courtesy of: ALAN J STEVENS (941-925-1818)
Listing Agent: Murphy Stevens (941-925-1818)
1552 STICKNEY POINT RD #403, SARASOTA, FL 34231
$695,000510 Days on yellowkey MLS ID: A4634781
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1270 Built: 1982Monthly Fee: $1,007 Tax: $4,591 (2024)Community: The BoatyardSpa: NoCondo
Taxes:$4,591
Remarks: The Boatyard is a New England styled gated community of twenty one units located on the Intracoastal Waterway just across the south bridge from Siesta Key and its number one rated beach. Nearby are numerous opportunities for the shopping, dining, sports, and cultural activies that Sarasota is famous for. This furnished two bedroom, two bath unit features water views from most rooms, a bright open concept living/dining room with a tray ceiling and wood burning fireplace, an enclosed balcony overlooking a canal, updated kitchen and bathrooms, an oversized one car garage, and a ground level bonus room off the canal. In addition, the community amenities include a sundeck on the intracoastal waterway, a boardwalk along the canal, and a heated swimming pool. This is the Florida lifestyle you've been looking for.
225 HOURGLASS WAY #103, SARASOTA, FL 34242
$500,000259 Days on yellowkey MLS ID: A4664460
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $3,529 (2024)Community: Whispering SandsCondo
Taxes:$3,529
Remarks: One or more photo(s) has been virtually staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.
Listing Agent: Harriet Stopher (404-316-8944)
8294 GRANDE SHORES DR, SARASOTA, FL 34240
$1,059,0005 Days on yellowkey MLS ID: A4694938
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2794 Built: 2022Monthly Fee: $136 Tax: $15,748 (2025)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$15,748
Remarks: Modern sophistication meets Lakehouse Cove living in this beautifully customized, design-forward three-bedroom plus den Outrigger plan, offering a rare contemporary aesthetic in one of Waterside's most sought-after neighborhoods. Thoughtfully finished with clean lines, dramatic accents, and elegant designer details this home is ideal for buyers seeking something distinctive. The kitchen makes a striking statement with 3-inch quartzite countertops, a waterfall island with LED accent lighting, cooktop, wall ovens, and an indoor/outdoor serving bar. The great room features 48"x48" tile flooring, tray ceilings, surround sound, and a sleek feature wall with built-in fireplace, TV and black granite surround. The bright and spacious primary suite offers a peaceful retreat overlooking beautiful pond and landscape views, with a generous walk-in closet, dual vanities, and a large walk-in shower. Two additional bedrooms each offer walk-in closets, while the centrally located den with custom barn door provides the perfect space for a home office or media room. Outdoor living is equally inviting with a large covered lanai overlooking the pond and lush landscaping - perfect for entertaining or relaxing in privacy. Additional highlights include a 3-car garage and a large private backyard. Enjoy the exceptional lifestyle of Lakehouse Cove, with its resort-style amenities and access to Waterside Place, UTC & Downtown Sarasota. A unique opportunity for the buyer who appreciates contemporary elegance in a premier Lakewood Ranch location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
2570 WILD CHERRY PATH, SARASOTA, FL 34240
$875,0008 Days on yellowkey MLS ID: A4694710
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2022Monthly Fee: $307 Tax: $11,189 (2025)Community: Windward At Lakewood RanchSpa: YesSingle Family
Taxes:$11,189
Remarks: Better than new!!! This stunning 4-bedroom, 4-bathroom, almost 3,000 sq ft nestled within the coveted Windward community in the southern most neighborhood of Lakewood Ranch closest to the nation's #1 Beach, Siesta Key! This 2-story home has been transformed with nearly $270,000 in owner upgrades that new construction cannot match. From the moment you arrive, designer landscaping lines the exterior. Step inside and you'll find the home office and luxury vinyl plank flooring that runs throughout the entire home, not a single square foot of carpet. The primary bedroom is conveniently located on the main floor and features a beautifully updated tile bathroom and a custom walk-in closet with professional built-in organizers. The kitchen has a center island, gas stove, stainless steel appliances, backsplash and updated lighting, oversized walk-in pantry with custom built-in closet system and is attached to the laundry room. The upstairs features 3 more bedrooms including a guest suite, 2nd living room and storage closet. The heart of this home is the dream Outdoor Oasis, custom salt water heated pool, spa and outdoor kitchen creating a true backyard resort. Privacy screens have been added to the back to complete the private outdoor retreat. When hurricane season arrives, this home is ready: first-floor storm shutters, including a screened enclosure for the outdoor kitchen to store your outdoor furniture plus a whole-house generator. Two car attached garage with built in shelving and epoxy flooring. Discover the unparalleled lifestyle that Lakewood Ranch offers, the #1 best-selling master-planned community in the US. The Windward community offers 8 pickleball courts, tennis courts, resort style pool with lap lanes and separate zero entry pool along with a gym, studio, playground, community center for hosting events and nature trails. Just 3 miles to Waterside where you'll find shopping, restaurants and Sunday Farmer's market.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kate Howard (563-940-3383)
2250 HILLVIEW ST, SARASOTA, FL 34239
$599,0008 Days on yellowkey MLS ID: A4694827
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1109 Built: 1925 Tax: $3,695 (2025)Community: La Linda TerraceSingle Family
Taxes:$3,695
Remarks: NESTLED IN THE HEART OF SARASOTA- This home in the coveted Arlington Park neighborhood, beautifully updated 1925 Florida cottage blends timeless character with luxurious modern upgrades just minutes from downtown Sarasota and the world-renowned Gulf Coast beaches. Surrounded by charming tree-lined streets, quaint historic homes, and a vibrant lifestyle, this exceptional property offers the perfect opportunity for full-time living, seasonal enjoyment, or investment potential in one of Sarasota’s most desirable locations. Rich in Sarasota history, this home was originally built for the grove master when the surrounding area was covered in orange groves owned by the Palmer family. Today, it has been thoughtfully restored while preserving its authentic Old Florida charm. There has been nearly $100,000 in recent improvements and renovations that have been completed, including a new roof, soffit, fascia, gutters, landscaping, doors, hurricane impact windows, foundation support and encapsulation with a 25-year warranty, updated plumbing and electrical systems, newer A/C, plantation shutters, flooring, and more. The home was professionally lifted with an entirely new foundation in 2020, giving buyers peace of mind while maintaining the integrity and character of this historic gem. Inside, luxury vinyl flooring that resembles the original pine flooring flows throughout the home, complemented by crown molding, abundant natural light, and designer touches in every room. The inviting living room features custom shelving and a charming brick fireplace. The beautifully updated kitchen showcases stainless steel appliances, custom cabinetry, granite countertops, decorative tile accents, and a breakfast bar ideal for casual dining and entertaining. Each bedroom offers its own cozy charm, while the thoughtfully designed laundry room includes built-in storage for added functionality. Situated on an oversized lot, the possibilities are endless. The spacious backyard offers ample room for a pool, expansion of the existing home, or the addition of a garage with an ADU above for exceptional rental income potential. The paved driveway leads to a charming car cabana, while the detached shed provides additional storage for items like bicycles and garden tools. With no HOA, no CDD fees, and no rental restrictions, this property offers unmatched flexibility for homeowners and investors alike. Residents enjoy easy access to the beloved Arlington Park & Aquatic Complex featuring a 50-meter lap pool, instructional pool, tennis courts, indoor and outdoor basketball courts, playground, outdoor fitness gym, walking trails, and a dog park. Ideally located near Sarasota Memorial Hospital, shopping, dining, and entertainment, this home offers both convenience and lifestyle appeal. Just minutes away, downtown Sarasota awaits with fine dining, boutique shopping, cultural attractions, marinas, and the iconic The John and Mable Ringling Museum of Art — all part of what makes Sarasota one of Florida’s premier coastal destinations. This extraordinary property captures the essence of Sarasota living: historic charm, modern luxury, investment opportunity, and an unbeatable location — all offered at an exceptional value.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Joanna Petriccione, Pllc (941-929-3212)
1475 LANDINGS CIR #43, SARASOTA, FL 34231
$629,00012 Days on yellowkey MLS ID: A4694471
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2040 Built: 1982 Tax: $674 (2025)Community: Landings TreehouseTownhouse
Taxes:$674
Remarks: There's no place quite like it in Sarasota. Tucked into the canopy of a lush, jungle-like landscape at The Landings, this three-story Treehouse townhome delivers the rare combination of absolute privacy and natural beauty that defines one of the Gulf Coast's most beloved communities. Soaring above the native palms and mossy oaks, this 2,040 sq ft, 3-bedroom, 2-bath + powder room residence has been thoughtfully updated while preserving the treetop retreat feeling that makes these homes so coveted. The 2025 renovated kitchen features fresh cabinetry and all-new washer and dryer ? move-in ready with nothing to do but settle in and listen to the breeze. A wood-burning fireplace anchors the living space with warmth and character, while multiple decks off each level bring the outdoors in at every turn. A private garage, generous lanai, and verdant views from nearly every window complete the picture. Exterior maintenance is included, so the only thing on your to-do list is enjoying it. And for those who travel with four-legged family members ? pets are welcome here with no weight restrictions. The Landings is a gated waterfront community offering residents access to Har-Tru tennis courts, a community pool, and the private Landings Yacht, Golf & Tennis Club (optional membership). All just minutes from world-class dining, the arts, and the sugar sands of Siesta Key. This is more than a home ? it's a lifestyle hiding in plain sight.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
4729 WINSLOW BEACON #11, SARASOTA, FL 34235
$259,00014 Days on yellowkey MLS ID: A4694236
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1984 Tax: $2,814 (2025)Community: Winslow BeaconSpa: NoCondo
Taxes:$2,814
Remarks: Tucked beneath a canopy of lush woods with a serene pond and fountain as your backdrop, this charming ground floor condo at Winslow Beacon in The Meadows offers the kind of peaceful setting that makes coming home feel like an exhale. From the moment you step inside, the continuity of tile flooring throughout creates a clean, cohesive flow that feels both polished and easy to maintain. The kitchen has been thoughtfully updated with stainless steel appliances and refreshed cabinetry, offering a cozy and functional space that punches well above its footprint. The primary suite is a true retreat, featuring an en suite bath and a walk in closet outfitted with custom built ins designed to maximize every inch of storage. The second bedroom is equally well considered, with built in storage and a desk that make it as comfortable for overnight guests as it is for a dedicated home office. Sold turnkey furnished, this is a rare opportunity to step into a fully appointed home with nothing left to do but enjoy it. Outside your door, the community has just completed a freshly refinished pool and a brand new fitness center, and the ground floor location means effortless in and out access. The Meadows puts you minutes from Downtown Sarasota and the vibrant University Corridor, where the UTC Mall and an abundance of dining and shopping options await. Relaxed living, beautiful surroundings, and a location that keeps everything within easy reach. This one checks every box.
Listing Agent: Christina Miller (941-713-2340)
4779 TIVOLI PL, SARASOTA, FL 34235
$299,00015 Days on yellowkey MLS ID: A4693816
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1428 Built: 1996Monthly Fee: $919 Tax: $2,321 (2025)Community: Longwood VillasSingle Family
Taxes:$2,321
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to this single family home that has been recently painted inside and out. New carpets have been installed in the 3 rooms and a deep clean has been done recently. A spacious private lanai outback is welcomed by a lovely preserve and this home is located on a cul-de-sac for maximum privacy. There are no CDD's in here and the HOA handles the roof replacement and repairs,outside painting,pressure washing,irrigation,driveway and walk repairs along with mowing, trimming and edging.There are lakes that residents can use for kayaking,fishing or just for viewing wildlife. Longwood Run public park is just down the street for enjoying tennis,pickleball,basketball or the playground.Coveniently located to UTC mall, restaurants,markets and much more.
Listing Agent: David Short (941-961-3995)
4442 HOLLYBROOK WAY, SARASOTA, FL 34233
$685,00016 Days on yellowkey MLS ID: A4694025
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2310 Built: 1994Monthly Fee: $80 Tax: $4,542 (2025)Community: GreenfieldSpa: NoSingle Family
Taxes:$4,542
Remarks: Beautifully updated and move-in ready 4-bedroom, 2-bath home in the highly desirable community of Greenfield, centrally located within top-rated school districts including Ashton Elementary School, Sarasota Middle School, and Sarasota High School. Greenfield offers low HOA fees and a peaceful setting with plenty of convenient shopping and dining amenities nearby and within short proximity to the white sand beaches of Sarasota. This meticulously maintained home is tucked along a quiet section of the neighborhood on an oversized quarter-acre lot. From the moment you arrive, you’ll appreciate the freshly painted exterior accented by timeless brick details and inviting curb appeal. Inside, the easy-living split floor plan offers 2,310 square feet under air with generous living spaces designed for both comfort and entertaining. This home is loaded with quality upgrades and recent improvements, including impact windows and sliders throughout (2025), luxury vinyl plank flooring, newer HVAC (2022), a fully updated kitchen (2022), recessed LED lighting, new ceiling fans (2026), and an impact-rated garage door (2020). The stunning gourmet kitchen features quartz countertops, stylish white shaker soft-close all-wood cabinetry with rollout drawers, stainless steel appliances, a large single-basin stainless sink, pantry storage, and both countertop seating and a dining area overlooking the pool. Just off the kitchen, the cozy living room centers around a charming wood-burning brick fireplace, creating the perfect gathering space for family and friends. The three guest bedrooms share a bathroom with convenient pool access, while the spacious primary suite offers privacy and comfort. Step outside to the generously sized screened lanai, an ideal outdoor retreat with ample shaded space for dining, relaxing, and grilling. The sparkling pool was resurfaced with a pebble finish in 2022 and features a newer Pentair pool pump, plus an outdoor shower for added convenience.The beautifully landscaped backyard is truly special, showcasing native Florida plants and flowering gardens designed for low-maintenance living. Enjoy Sunshine Mimosa ground cover, Mulberry trees, Elderberry, and a magnificent mature oak tree that provides natural shade and character. Additional exterior features include full irrigation and a new side fence installed in 2026. Every detail of this home reflects thoughtful design, exceptional upkeep, and high-quality craftsmanship, creating a stylish and worry-free property ready to be enjoyed for years to come.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Heather Gehan (941-893-0213)
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