Location: Sarasota
Do Not Show Listings
4626 GLEASON AVE, SARASOTA, FL 34242
$695,00082 Days on yellowkey MLS ID: A4680372
REDUCED by $35,000 (4.8%) on 04/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1144 Built: 1955 Tax: $6,783 (2025)Community: Ocean BeachSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,783
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: You're about to miss it...coming off the market 6/1. A perfect blend of old-school cool and 2026 finishes, this mid-century modern bungalow is a true "buy it and move-in tomorrow” type home. Most importantly, no high condo/HOA fees. Polished terrazzo floors, vaulted ceilings, it’s just fun all over. Fully renovated with crisp coastal selections. It has a nice sunroom for a large party gathering or workout room, art studio, play area. Carport equipped with RV hookups and motor court driveway. Plenty of parking space for bikes, scooters, and golf carts. The landscaping is immaculate, professionally designed by the owner including an advanced drainage system helping keep you dry 24/7/365. Not far from the Village, close to the beach, and minutes to North bridge. Clean, affordable, easy beach living. Being offered turn-key furnished.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Jason Skowronski (941-812-6090)
4540 ASCOT CIR N, SARASOTA, FL 34235
$300,00052 Days on yellowkey MLS ID: TB8481018
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoVilla
Taxes:$1,824
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Step through the iron gate into the front garden courtyard and discover a private retreat with a peaceful interior, long lake views, and mature trees. This 2-bedroom, 2-bath home is professionally decorated with carefully chosen furnishings that create a calm, welcoming atmosphere as you move from room to room, blending indoor and outdoor spaces. Sunlight shines through the trees, making the lanai a perfect spot to relax. You might even want to add an outdoor spa to the screened lanai for evenings with bubbles and a glass of champagne. The home comes with hurricane shutters, a new HVAC system (2024), a new water heater (2023), an interior laundry room with a full-sized washer and dryer, plenty of closet space, and is sold furnished for your convenience. The second bedroom is set up as a den with a Murphy bed for guests. Floor-to-ceiling mid-century-style windows and high ceilings give the home an open, inviting feel. The location is excellent, just 11 miles from local beaches, less than 2 miles from the UTC mall, and close to a wide range of restaurants. Nearby, you'll also find Walmart, Publix, Whole Foods, Macy’s, Marshalls, TJ MAXX, and Home Depot. Residents enjoy the community’s tropical setting, mature trees, and paved trails, which are great for walking, exercising, or taking your dog out. The neighborhood fees cover exterior insurance, roof replacement and repair, exterior pressure washing, pest control, grounds and irrigation maintenance, and reserves. This is an estate sale that’s ready to close, and the motivated seller says, “Let’s make a Deal!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
1166 W PEPPERTREE DR #112D, SARASOTA, FL 34242
$725,00097 Days on yellowkey MLS ID: A4678257
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1974 Tax: $5,936 (2025)Community: Peppertree Bay IiiCondo
Taxes:$5,936
Elementary School: None
High School: None
Middle School: None
Remarks: Located on Siesta Key, this updated first-floor 2-bedroom, 2-bath condo at 1166 W Peppertree Drive offers an excellent combination of coastal living and rental potential. This home is offered TURN KEY! Just steps from the world-famous Siesta Key Beach, residents enjoy easy access to the island’s renowned white-sand shoreline, along with nearby shopping, dining, and local restaurants. The well-maintained open floor plan features an updated kitchen with granite countertops, custom cabinetry, and stainless-steel appliances. An enclosed lanai provides additional living space with a built-in quartz workspace and owner storage. Both bathrooms offer granite countertops and walk-in showers. Additional features include wood plank tile flooring throughout, updated windows, in-unit washer and dryer, and a remodeled kitchen. Peppertree is a Beach-to-Bay community with resort-style amenities, on-site management, optional rental program, and security, making this property ideal as a primary residence, seasonal retreat, or investment opportunity. Conveniently located near marinas, golf, Siesta village, and downtown Sarasota.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Mike Aveni (941-961-8730)
803 BEL AIR STAR PKWY, SARASOTA, FL 34240
$889,00086 Days on yellowkey MLS ID: A4679866
REDUCED by $41,000 (4.4%) on 04/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2335 Built: 2000Monthly Fee: $117 Tax: $4,393 (2025)Community: Bel-Air EstatesSpa: NoSingle Family
Taxes:$4,393
Remarks: Newly priced at $889,000, this is one of the best opportunities for usable acreage in the Sarasota area — ~5 acres with pool, room for barn/workshop, and rural zoning for animals - and only a short drive to Sarasota and white sandy beaches! Set within a rural community where neighbors keep horses, cows, goats and chickens, this well-maintained property offers practical acreage living with the space and flexibility many buyers are craving today. The land is open and usable, with an existing concrete pad already in place, ideal for a future barn, detached garage/workshop or guest house. Not heavily wooded, so fencing could be easily added to create defined areas for animals, gardening or additional structures as desired. Zoning (and HOA) allows for horses, livestock and outbuildings, giving the next owner the opportunity to tailor the property to their imagination. Inside, this bright and functional home offers 2,355 sq feet of comfortable living space, including 3 bedrooms in a split layout, plus a flex room suitable for an office, hobby space or nursery. There are 2 full baths and a half / cabana bath adjoining the second bedroom. The open plan kitchen with stainless appliances and two islands overlooks the pool and the large combined dining / living / family room - plenty of space to host a crowd. Outside, enjoy the pool and screened lanai, along with a smaller fenced area for pets or play. The surrounding area offers the natural beauty that draws many to rural Sarasota - frequent deer and sandhill crane sightings, open skies and peaceful nights under the stars. Located within an HOA community that supports rural living, the property offers a balance of space and neighborhood, and the area is known for it's laid-back, country feel while still being within a easy reach of town. Major improvements include new vinyl flooring throughout, water heater, and dishwasher (2025), pool resurface, lanai paving, exterior/interior paint and hurricane shutters (2023) and roof and A/C (2017). If you've been looking for usable acreage with flexibility and potential, this property is worth a closer look.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rachel Pearson (917-821-6441)
2452 WHIPPOORWILL CIR, SARASOTA, FL 34231
$450,000121 Days on yellowkey MLS ID: A4675147
REDUCED by $24,900 (5.2%) on 04/19/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2295 Built: 1956 Tax: $2,167 (2025)Community: Weslo WillowsSingle Family
Taxes:$2,167
High School: Riverview High
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bath residence ideally located in the heart of Sarasota, just minutes from world-famous Siesta Key Beach. 2452 Whippoorwill Circle offers 2,300 square feet of thoughtfully designed living space and full of possibility. This home features a desirable split floor plan that provides both comfort and functionality for everyday living and entertaining. Step inside to a bright, open layout highlighted by timeless terrazzo flooring and a spacious living room accented with gorgeous exposed beams that add character and warmth. The well-appointed kitchen and multiple gathering areas create an inviting flow, perfect for family living or hosting guests. Enjoy Florida living year-round from the comforting screened lanai, an ideal space to relax and unwind. Situated on a quiet street, the home offers a sense of privacy while remaining moments from Sarasota’s vibrant dining scene, shopping, and everyday conveniences. Restaurants, cultural attractions, and everything Sarasota has to offer are right at your doorstep. Additional benefits include no CDD fees, no HOA costs, and zoning for top-rated schools including Phillippi Shores Elementary, Brookside Middle, and Riverview High School. With easy access to major roadways, beaches, and downtown Sarasota, this property presents an exceptional opportunity to enjoy space, location, and value. Be sure to experience the 3D interactive walkthrough tour. This home is priced to sell, make a private appointment today!
Listing Agent: Andrew Haddad (941-313-1218)
1690 ASSISI DR #12, SARASOTA, FL 34231
$1,779,0006 Days on yellowkey MLS ID: A4690125
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3097 Built: 2007Monthly Fee: $388 Tax: $15,103 (2025)Community: Portofino On The BaySingle Family
Taxes:$15,103
Elementary School: Gulf Gate Elementary
Remarks: Don’t miss this stunning Mediterranean-Tuscan-style residence, perfectly situated just steps from the Intercostal. This gated Sarasota estate home located in Portofino on the Bay includes its own DEEDED boat slip and remote controlled 10,000 LB. boat lift. Experience being near waterfront without the need for any flood insurance or stress of flooding, but still have your boat in your backyard with Bay access. This model-home-ready property features a private feeder dock slip, offering effortless access to the open water for boating. The Bay opens almost directly across from the newly opened midnight pass with Caribbean worthy turquoise water. Inside, the home has been completely renovated with top-of-the-line appliances and designer finishes throughout, blending luxury with comfort in every detail. The luxury chefs kitchen was renovated in 2023 leaving nothing out, complete with Fulgor Milano appliances. Enjoy the convenience of a first floor master with en suite and his and her wardrobes, a large home office and 10 foot-high ceilings with arched entryways throughout and a 25 foot high foyer with impressive feature wall and fireplace. The upstairs features impressive Cumaru wood flooring and stairs, three large bedrooms and a newly renovated bathroom with tub. The guest suite shows off with a Juliet balcony overlooking the private back yard. The open and inviting layout flows seamlessly into a serene private courtyard - perfect for relaxing or entertaining guests. Unwind in the soaking spa and enjoy the convenience of being just a short drive to downtown Sarasota, world-famous Siesta Key Beach, The Legacy Trail and the newly developing Sarasota Square, placing shopping, dining, and entertainment right at your doorstep. The Portofino on the Bay community has a Kayak Launch, kayak storage and a guest slip for daily visitors passing through. This exceptional home combines timeless architecture with modern elegance in a prime near waterfront location. Don’t miss out on this one.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alexandra Lawson-Baker (703-963-4887)
1661 S JEFFERSON AVE, SARASOTA, FL 34239
$1,250,00048 Days on yellowkey MLS ID: A4684656
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2490 Built: 1953 Tax: $12,131 (2025)Community: Alfred ParkSpa: YesSingle Family
Taxes:$12,131
Elementary School: Alta Vista Elementary
Remarks: BUYER'S CONTRACT FELL THROUGH. So, back on the market. What a great opportunity! Live where mornings begin with coffee on the wide front porch beneath mature live oaks and evenings end with a swim in your own heated pool and spa, added by the current owner to elevate Florida living. Completely renovated down to the studs in 2021, this move-in-ready, three-bedroom, three-bath Arlington Park pool home with dedicated office, den/sunroom and bonus room blends timeless mid-century charm with modern systems and design. Major upgrades include a 2021 metal roof, newer plumbing, newer electrical wiring and panel, hurricane-rated windows, hurricane-rated garage door, LED lighting and hand-scraped engineered hardwood floors throughout, delivering both beauty and long-term peace of mind. Walls were thoughtfully opened to create bright, flowing living spaces anchored by a stunning Quartzite kitchen featuring an oversized island with seating, solid wood soft-close cabinetry, stainless KitchenAid appliances including under-counter microwave, full-height subway tile backsplash, ample pantry storage, and a built-in Quartzite-topped buffet with glass-front cabinetry and wine refrigerator in the dining area. The spacious living room and adjoining den/sunroom connect seamlessly to the private, fully fenced backyard oasis with multiple seating areas and professional landscaping. The owner’s suite offers a peaceful retreat with spa-style bath, Quartzite counters, glass-enclosed shower and private outdoor lounging deck, while two generously sized guest bedrooms, one ensuite, and two additional fully reimagined baths provide comfort and flexibility. A custom office with Quartzite and wood built-ins supports work-from-home ease, and the large bonus room is ideal for a gym, media room, or play space. Perfectly positioned on a prominent corner lot with circular driveway and side-entry two-car garage, this home is a short distance from Arlington Park and Aquatic Complex featuring a 50-meter lap pool, fitness center, indoor gymnasium, tennis and pickleball courts, basketball courts, playground, dog park and scenic walking trails, and is minutes to Downtown Sarasota’s restaurants, arts and waterfront, Southside Village shopping and dining, Sarasota Memorial Hospital and the world-famous beaches of Siesta Key. For buyers searching for a fully renovated Arlington Park pool home in Sarasota with modern upgrades, walkability and unbeatable proximity to parks, downtown and beaches, look no further.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
7815 GENEVA LN, SARASOTA, FL 34243
$375,00071 Days on yellowkey MLS ID: W7882865
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 1990Monthly Fee: $200 Tax: $5,093 (2024)Community: Treetops At North 40 - St CharlesSingle Family
Taxes:$5,093
Elementary School: Kinnan Elementary
High School: Southeast High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Short Sale. FULLY LOADED—and FLAWLESSLY DONE! Tucked inside the boutique, tree-canopied ENCLAVE of Treetops at North Forty, this 3-bedroom, 2-bath single-family home delivers the rare combination of refined upgrades, peaceful surroundings, and an unbeatable central Sarasota location. Homes in this intimate community don’t come along often—especially not ones that have been this thoughtfully and thoroughly improved. Every inch of this home has been elevated with intention. Starting at the top, a BRAND-NEW ROOF and BRAND-NEW WATER HEATER take care of the big-ticket items buyers value most, while fresh interior and exterior paint create a crisp, cohesive look that feels both modern and timeless. The FULLY REMODELED KITCHEN is a true showpiece, featuring STONE countertops, all-new custom-style cabinetry, and a complete suite of BRAND-NEW APPLIANCES, designed to be as functional as it is beautiful. Whether you’re hosting friends or enjoying a quiet morning coffee, this space simply works. Step outside the breezeway, or plant an herb garden here, with tons of square footage for all of your plants. Both bathrooms have been COMPLETELY RENNOVATED with updated finishes, fixtures, showers and tubs, and a spa-inspired feel that turns everyday routines into small luxuries. Plush new carpet in the bedrooms creates a soft, comfortable retreat at the end of the day! A brand-new washer and dryer adds convenience, while the WHOLE HOME WATER PURIFICATION system quietly enhances daily living with cleaner, better-tasting water throughout the house. This home truly stands apart when it comes to storm preparedness. With a new roof already in place and a MANUAL-CAPABLE ELECTRIC AWNING that remains functional even during power outages, the home is thoughtfully equipped for Florida’s weather realities. Adding to its appeal, the property sits above the flood plain, offering increased confidence, reduced flood risk, and potentially lower insurance considerations—an increasingly important factor for today’s buyers. It’s a home designed not just to look good, but to perform well when it matters most. Outside, the lifestyle upgrades continue. The property is positioned on one of the largest lots in the community, backing up to protected CONSERVATION LAND for rare privacy and peaceful views with no rear neighbors. The brand-new electric awning with integrated lighting creates a shaded, flexible outdoor living space—perfect for relaxed evenings, weekend gatherings, or quiet moments surrounded by nature. Treetops at North Forty is a boutique community prized for its quiet charm, mature landscaping, and sense of retreat—yet it offers a COMMUNITY POOL, no age restrictions, no CDD fees, and a welcoming, neighborly atmosphere. All of this is just minutes from UTC Mall, SRQ Airport, New College, and the endless dining, shopping, and cultural experiences that make Sarasota so desirable. This home isn’t just updated—it’s curated, offering a polished, low-maintenance lifestyle in a community that feels private, established, and special! Opportunities like this don’t linger, so schedule your showing and experience it for yourself.
Listing is courtesy of: THE WILKINS WAY LLC (407-874-0230)
Listing Agent: Brooke Overton (315-439-3013)
6290 BUCKINGHAM ST, SARASOTA, FL 34238
$500,00071 Days on yellowkey MLS ID: A4681325
REDUCED by $30,000 (5.7%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1835 Built: 1997Monthly Fee: $83 Tax: $3,021 (2025)Community: Wellington ChaseSpa: NoSingle Family
Taxes:$3,021
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to your private oasis in the heart of Wellington Chase, one of Sarasota’s most desirable and centrally located communities. This charming 3 bedroom, 2 bathroom pool home presents a rare opportunity to own a piece of paradise where you can add your own personal touches to create the ultimate dream home. From the moment you step inside, you are greeted by a bright and airy living room that feels spacious, thanks to large sliding glass doors that lead directly to the screened-in pool area. This seamless indoor-outdoor flow is perfect for entertaining or simply enjoying the peaceful, sun-drenched Florida lifestyle. The floor plan is thoughtfully designed for both comfort and functionality, featuring a dedicated dining space and a kitchen equipped with Corian countertops and a convenient closet pantry. Nearby, the oversized laundry room with a brand NEW washer and dryer and built-in shelving offers plenty of extra storage and utility space. The master suite serves as a true sanctuary, boasting a massive walk-in closet and a master bathroom complete with dual sinks, a relaxing soaking tub, and a separate shower. Ensuring privacy for family or guests, the second and third bedrooms are joined by a Jack-and-Jill bathroom. Outside, the backyard is a hidden gem, offering a level of privacy that is hard to find. Whether you are lounging by the pool or enjoying the lush surroundings, this space feels like a personal retreat. Best of all, Wellington Chase offers incredibly low annual HOA fees while keeping you close to everything Sarasota is famous for; including world-class beaches, top-rated schools, and the Legacy Trail. This home is ready for its next chapter and is waiting for someone to unlock its full potential in a premier location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Mairead Smialek (847-334-4848)
2890 ASHTON RD #5, SARASOTA, FL 34231
$475,00074 Days on yellowkey MLS ID: A4680789
REDUCED by $24,900 (5.0%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 2011Monthly Fee: $245 Tax: $3,662 (2025)Community: The Enclave Of Webberlin PlaceSingle Family
Taxes:$3,662
Elementary School: Wilkinson Elementary
Remarks: Welcome to Ashton Enclave! 3 Bedroom, 3 Full Baths with a den. Beautiful open floor plan flows throughout with an abundance of natural light. This home offers two primary bedrooms with en-suite bathrooms, one on each floor. Enjoy coffee on your screened-in porch or dine on the your large deck looking over the pond. Great outdoor space to entertain. Situated only 2 miles from Siesta Key Beach. Conveniently located close to shopping and restaurants as well.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Amy Nadell (941-539-5424)
8972 HUNTINGTON POINTE DR, SARASOTA, FL 34238
$550,00075 Days on yellowkey MLS ID: A4680871
REDUCED by $15,000 (2.7%) on 04/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1827 Built: 1994Monthly Fee: $177 Tax: $4,021 (2025)Community: Huntington PointeSingle Family
Taxes:$4,021
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Freshly painted, priced, and ready to impress! Welcome to the Palmer Ranch sweet spot of luxury and value. Tucked within a quiet, gated enclave and buffered by a peaceful nature preserve, this home offers both privacy and an effortless coastal lifestyle. Designed for seamless indoor-outdoor living, nearly every room opens to the covered lanai and private pool—creating an ideal setting for entertaining or enjoying quiet moments of relaxation. The saltwater pool with travertine deck serves as the centerpiece, while the lush preserve backdrop enhances the home’s serene and private feel. Inside, soaring ceilings and abundant natural light create a bright, airy atmosphere throughout the efficient split floor plan. The spacious primary suite offers direct pool access, a walk-in closet, and a spa-inspired bath featuring a walk-in shower, soaking tub, dual vanities, and custom built-ins for added storage. The kitchen is both functional and inviting, featuring marble countertops, a farmhouse sink, and a casual dining area that flows seamlessly into the family room—perfectly positioned for easy access to the lanai and alfresco dining. A versatile guest bedroom with custom office cabinetry provides an ideal work-from-home setup. Notable updates and features include New AC (2024), EV ChargePoint in garage, extended paver driveway and walkways, tile roof under 10 years old, hurricane-rated windows and doors, roll-down hurricane screen for lanai, plantation shutters throughout, and interior laundry room. Ideally located near the Legacy Trail, YMCA, shopping, dining, and world-famous Siesta Key Beach—with convenient access to downtown Sarasota, bayfront parks, marina, and vibrant arts and culture.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Deborah Nelson (941-266-5900)
5590 GOLF POINTE DR #5590, SARASOTA, FL 34243
$294,50075 Days on yellowkey MLS ID: A4680747
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1412 Built: 1988Monthly Fee: $645 Tax: $1,394 (2024)Community: Callaway Glen Ph 1Condo
Taxes:$1,394
High School: Braden River High
Remarks: This beautifully maintained Mediterranean Carriage home condominium is ready to move into. Nestled in Callaway Glen at Golf Pointe in the desirable Palm Aire community, this stunning home features lovely cabinetry, ceramic tile floors, high ceilings, built-in closets, stainless steel appliances, and so much more! Unwind and sip cocktails while enjoying breathtaking views of golf course and water. The oversized one-car garage, two bedrooms with two full baths, and its ideal location make it perfect for welcoming family and friends. The roof and gutters were updated in 2015. Golf Pointe offers two heated community pools, a full-time handyman for exterior upkeep, and beautiful mature grounds. Located west of I-75, it’s just a short drive to the fantastic shopping at UTC Mall, SRQ Airport, downtown Sarasota, and the beautiful beaches. Plus, the optional and private Palm Aire Country Club is just a quick golf cart ride away, offering full golf, tennis, and social memberships, and club members can even drive their own golf carts! Book your appointment today to explore this spectacular home.
Listing Agent: Babette Paige (941-587-1045)
9580 HIGH GATE DR #1822, SARASOTA, FL 34238
$335,00089 Days on yellowkey MLS ID: A4679510
REDUCED by $10,000 (2.9%) on 04/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1996 Tax: $3,377 (2024)Community: Stoneybrook Veranda Greens 2Condo
Taxes:$3,377
Remarks: Live the Dream in Stoneybrook Golf and Country Club on Palmer Ranch. Enjoy incredible fairway and green views of the newly redesigned 17th hole from your private, screened-in back lanai. This second-floor Carlton model condo features vaulted ceilings throughout the living room, dining room, and kitchen—creating a bright, airy space perfect for everyday living and entertaining. The kitchen includes stainless steel appliances, a breakfast nook, and access to the front screened lanai, ideal for enjoying peaceful mornings. The unit comes furnished and new carpet in living areas. The primary bedroom suite offers twin walk-in closets, a great bay window for a dressing table or additional sitting, and a slider out to the lanai. An en-suite bath with a walk-in shower. The split-bedroom layout provides privacy with a spacious second bedroom and adjacent full bathroom. In-unit laundry room with washer, dryer, and more storage. Detached one-car garage. Designer lighting from Venice Lighting Co. The 2024 Golf Course Modernization assessment has been PAID IN FULL by the seller making this a rare opportunity to enjoy a modernized golf experience with no additional expense. Residents enjoy an updated clubhouse and restaurant, 18-hole Arthur Hills–original designed golf course, Har-Tru tennis courts, a state-of-the-art fitness center, resort-style pool and spa, direct access to the Legacy Trail for biking and walking. Stoneybrook Golf and Country Club is a premier member-owned country club community, ideally located between Downtown Sarasota and Downtown Venice, just minutes from Siesta Key Beach. This is the lifestyle you've been waiting for—schedule your private showing today!
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
721 FORESTVIEW DR, SARASOTA, FL 34232
$689,90090 Days on yellowkey MLS ID: TB8467137
REDUCED by $10,000 (1.4%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 1988Monthly Fee: $68 Tax: $4,509 (2025)Community: Woodland ParkSpa: NoSingle Family
Taxes:$4,509
Remarks: Welcome home to this meticulously updated and maintained 3-bedroom, 2-bath home in the charming, tree-canopied neighborhood of Woodland Park. Enjoy the comfort and sophistication of open space living, vaulted ceilings, custom library, a dazzling living room with wood-burning fireplace, and custom features throughout. Open all the sliders and bring the outside in or relax in a large, screened lanai with pool/spa and lots of lush privacy. Upgrades include porcelain tiled floors, new roof in 2020, irrigation system, quartz countertops, updated appliances, fixtures, renovated bathrooms, and pool heater. Located near shopping, restaurants & easy access to I-75.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
1893 RITA ST, SARASOTA, FL 34231
$445,00084 Days on yellowkey MLS ID: A4678772
REDUCED by $5,000 (1.1%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1420 Built: 1974 Tax: $2,091 (2025)Community: Mead Helen DSpa: NoSingle Family
Taxes:$2,091
Remarks: Charming Vamo Pool Home — 1893 Rita Street Welcome to this well-loved 3-bedroom, 2-bath home in desirable Vamo—where classic Florida charm meets move-in-ready updates. Gorgeous Eastern European oak hardwood floors run throughout the living spaces, adding warmth and timeless character. The living room features a working fireplace—perfect for those rare cool Florida nights. The private backyard oasis includes a sparkling pool—ideal for relaxing, entertaining, and enjoying countless beautiful sunsets. Major updates provide peace of mind, including a new roof and impact windows. Bright, airy rooms and thoughtful finishes make this home effortless to enjoy year-round. This location truly lives like a destination. Enjoy multiple waterfront restaurants, convenient grocery stores, neighborhood cafés, dog parks, YMCAs, and county facilities—everything you need for active, social, and convenient living is close by. Minutes from two kayak put-ins on Little Sarasota Bay, the area offers easy access to outdoor recreation and waterfront dining. And no HOA. Prime coastal access and drives to nearby favorites: 9.5 miles to downtown Sarasota, 6 miles to Siesta Key Beach, 11.5 miles to St. Armands Circle, and 10 miles to Venice Beach. Schedule your private showing today and discover why 1893 Rita Street is more than a home—it’s a lifestyle destination.
Listing Agent: Karen Sweat (941-323-6707)
560 OAKFORD RD, SARASOTA, FL 34240
$1,395,000129 Days on yellowkey MLS ID: A4674764
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 3009 Built: 1998 Tax: $12,552 (2024)Community: Not ApplicableSingle Family
Taxes:$12,552
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: SAY HELLO TO PRIVACY!!! Bring Your Horses or Cows! This is a Hard to find secluded 10 acre estate located just 8.5 miles from I-75 and a short drive to the World Famous Siesta Key Beach! NO HOA or CDD! Zoned OUE1 gives you LOTS OF OPTIONS!! The House was Built in 1998, renovated in both 2013 and 2018, and was just RECENTLY PAINTED. This home overlooks a stocked fishing pond with a wooden dock and built-in Adirondack chairs. Plenty of space for animals and horses. This custom built home in a lovely neighborhood was, according to the previous owner, built to have a second floor added if desired. With over 3,000 square feet under air, it is a very practical open house layout with vaulted ceilings and panoramic views from every window and patio of pasture, ponds, woods and there are no other houses in sight! The front screen enclosed porch also has a spa. The rear brick-paver patio faces west offering amazing sunsets over the pastures and visiting wildlife. The Oversized Garage/Barn is Large Enough for a Car Collection or to Store Tractors and Farm Equipment. It also has a Fully-Equipped Air Conditioned Gym. The home has many upgrades as well such as granite countertops, simulated wood plank tile floors, stainless appliances, custom solid wood cabinets, breakfast bar, and decorative stone fireplace. The SPLIT BEDROOM plan has a spacious master bedroom with walk in closet and jetted tub. The other two bedrooms with walk-in closets are on the other side of the living room with the second bath. There is a man cave/game room with a bar for parties and events or just watching the game on a Sunday with friends. Laundry room with storage is located off of the kitchen. Other structures on site include an oversized metal barn/garage/workshop, RV site/carport, storage shed, detached well-lit 2-car carport, a 2-car carport attached to the house, and chicken coop. This property is completely hidden from the main road making it VERY PRIVATE! Make an appointment today!!
Listing Agent: Jeremy Egglefield (941-809-9200)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000133 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2276 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSpa: YesSingle Family
Taxes:$7,045
Remarks: Luxury Waterfront Living Now Priced to Move Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
3880 WILSHIRE CIR #28, SARASOTA, FL 34238
$375,000172 Days on yellowkey MLS ID: A4670169
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1982 Tax: $4,101 (2024)Community: Lakeshore Village SouthVilla
Taxes:$4,101
Remarks: Brand New Roof being installed and the sellers are covering the cost! In addition the sellers would like to offer a credit that will cover a years worth of HOA fees! What a great value… Florida living in this beautifully updated 2-bedroom, 2-bath villa that feels like a single-family home without the exterior upkeep! Tucked away in Lakeshore Village South, one of Sarasota's most sought-after 55+ pet-friendly MAINTENANCE FREE communities, this residence offers privacy, comfort, and style in an intimate enclave of just 32 villas. Inside, you will find a fully remodeled kitchen with rich wood cabinetry, soft-close drawers, and granite countertops. The same attention to detail continues into the family room, featuring a wood-burning fireplace perfect for entertaining. A formal living and dining area provide additional space to relax or host gatherings. Step through sliding doors onto your extended newly pavered lanai, surrounded by lush, mature landscaping. The setting feels like your own private park quiet, green, and ideal for outdoor living. The spacious primary suite includes a custom walk-in closet, fully renovated bath, and a private office or sitting area with built-in cabinetry. The guest suite offers bright, welcoming comfort and an updated bath to match. This home is move in ready with new vinyl flooring throughout, an air conditioner replacement in 2022, an updated electrical box with an outdoor generator outlet added in 2024 and a tucked-away indoor laundry. Just 20 minutes to Siesta Key Beach, shopping, dining, and medical facilities Schedule your tour of this home today.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Penny Walding (941-962-6692)
3921 MARAVIC PL, SARASOTA, FL 34231
$2,175,000186 Days on yellowkey MLS ID: A4668587
REDUCED by $24,000 (1.1%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2722 Built: 2005 Tax: $6,904 (2024)Community: Moller SubSpa: YesSingle Family
Taxes:$6,904
Remarks: LOCATION, LOCATION, LOCATION! Imagine pulling into a peaceful cul-de-sac in the ultra-desirable **West of Trail** neighborhood—right between Granada and Oyster Bay—and stepping into your own slice of coastal paradise. This **stunning 4-bedroom, 3-bath pool home** blends custom contemporary coastal style with timeless traditional charm, and it's ready for you to move right in. Best of all? You sidestep the notorious island traffic headaches while staying close enough to zip to everything Sarasota offers quickly. Nestled in the **county** (not city limits) and safely **outside any flood zone**, this home delivers an open floor plan that's perfectly balanced—not overwhelmingly vast, but thoughtfully designed for effortless everyday living and effortless entertaining. Flooded with natural light, the interior glows in warm neutrals and high-end finishes that feel sophisticated yet welcoming. The **show-stopping chef’s kitchen** is truly the heart of the home: sleek new luxury appliances, custom cabinetry, and elegant quartz countertops that make cooking a joy—whether you're whipping up weeknight dinners or hosting friends. Downstairs, a dedicated office offers the ideal work-from-home setup. Upstairs, a versatile bonus loft awaits as your second living room, play area, media room, or whatever your lifestyle needs. The spacious ground floor primary suite and additional bedrooms are generously sized and beautifully appointed, served by three stylish bathrooms. Step outside and you'll find your private **poolside oasis**—complete with a **saltwater pool and spa**, built-in BBQ grill with sink, and lush, mature landscaping with evening lighting. The fully fenced yard is pet-friendly, serene, and perfect for Florida evenings under the stars. Recent upgrades make this home move-in ready and worry-free: - Standing seam aluminum metal roof replaced 2023 - Spacious 3-car garage with durable, easy-clean polyaspartic flaked flooring + extra laundry hookups - Huge attic storage above the garage. - Effective build year 2020 per county records - New hot water heater - Whole-house water softening/filtration system + RO drinking water in the kitchen And the location? Unbeatable. You're in a **walkable, golf-cart-friendly** neighborhood just minutes from everything that makes Sarasota special: - 10 minutes to vibrant **Downtown Sarasota** and world-famous **Siesta Key Beach** - Walking distance to Publix, Red Rock Park, and local eateries - Quick drive to Trader Joe’s, Cinebistro, and the Siesta Key Bridge (great for fishing!) This is more than a house—it's a lifestyle upgrade wrapped in luxury, function, and prime Sarasota convenience. Don't miss your chance to call this beauty home. Schedule your private showing today—your dream coastal retreat is waiting!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Brandon Surline, Pll (941-404-9334)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000207 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Tax Year: 2023
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for strong income in $160K to $180K range annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you. Seller Financing Available.
Listing Agent: Rinat Sikdar (941-993-9292)
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