Location: Sarasota
Do Not Show Listings
1740 WISCONSIN LN, SARASOTA, FL 34239
$449,000314 Days on yellowkey MLS ID: N6139734
1 Days Off yellowkey (back on 5/26/2026)
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 576 Built: 1949 Tax: $4,712 (2024)Community: BayviewSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,712
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. OPPORTUNITY KNOCKS! Here is your chance to own the least expensive property in the most expensive neighborhood. It is all about location. This is a rarely available property and is situated in the highly desirable West of Osprey Ave. and just south of the Cherokee Park area. The home is a 76 year old Cracker style, one bedroom cottage built in 1949 on 50x104 lot. THIS HOME IS NOT LOCATED IN A FLOOD ZONE. The tax records show 576 sq. ft. of living but with the addition of the fully enclosed front and back FL room and storage area there is about 856 sq. feet of living. No question here, this property is being offered for it's tremendous location and potential to remodel or to build new on this quaint treelined canopy street in this historic neighborhood. This exceptional location is only 1/2 mile to the north bridge to Siesta Key, 4 minutes to Southside village shops and restaurants, 3 minutes to the "A" rated Southside Elementary School and only 5 minutes to Sarasota Memorial Hospital. Currently the home is being used as a daytime home/office and storage area. Twelve adjoining lots feature some new multimillion dollar homes and/or are in the development process. Due to it's age and condition, the property is being sold AS-IS without any seller warranties. So take a drive by. Bring your ideas, your architect, contractor and imagine the possibilities.
Listing is courtesy of: GULF SHORES REALTY (941-488-6644)
Listing Agent: Dan Heschmeyer (941-544-1222)
800 BENJAMIN FRANKLIN DR #607, SARASOTA, FL 34236
$950,000223 Days on yellowkey MLS ID: A4669063
REDUCED by $50,000 (5.0%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $11,434 (2024)Community: Lido AmbassadorSpa: NoCondo
Taxes:$11,434
Middle School: Booker Middle
Remarks: Experience the best of beachfront living at Lido Ambassador with this rarely available 6th-floor residence, lovingly maintained by long-time owners and offering captivating Gulf views, impact-rated windows and sliders, and endless potential to personalize. Perfectly situated on the sandy shores of Lido Beach and just moments from world-famous St. Armands Circle, this condo offers the ideal balance of coastal tranquility and vibrant Sarasota living. This two-bedroom, two-bath unit features a desirable split floor plan, open living/dining area, and a private balcony where you can soak in breathtaking sunset views, sea breezes, and the ever-changing colors of the coastline. Meticulously cared for over the years, this home is move-in ready or the perfect canvas to update to your personal style. The spacious primary suite offers ample closet space and an en-suite bath, while the guest bedroom and bath provide a private retreat for visitors. Natural light, a thoughtful layout, and the overall condition reflect the pride of ownership throughout. Lido Ambassador is a well-managed community of just 74 residences, known for its pristine grounds and attentive upkeep. The Gulf-front heated pool and sun deck are currently undergoing a full renovation, soon to reopen better than ever, with a refreshed, resort-style atmosphere for residents to enjoy. Additional amenities include a fitness center, catering kitchen, private storage, and assigned covered parking. Steps from the Lido Beach Resort Tiki Bar and short distance of St. Armands Circle, Longboat Key, and the arts and culture of downtown Sarasota, this location is unmatched. Whether you’re seeking a coastal getaway, investment opportunity, or full-time residence, this 6th-floor unit delivers exceptional location, views, and value. Discover why Lido Ambassador is one of the most coveted addresses on Lido Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lindsay Nock (941-735-7005)
7549 PALMER GLEN CIR, SARASOTA, FL 34240
$659,00018 Days on yellowkey MLS ID: TB8506653
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2003Monthly Fee: $119 Tax: $5,043 (2025)Community: Palmer Glen, Ph 2Spa: YesSingle Family
Taxes:$5,043
Elementary School: Tatum Ridge Elementary
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to peaceful, quiet Palmer Glen, a gated, upscale community that’s just a little bit country and a little bit city. Located just east of I-75, your new residence is a spacious, light, bright 4/3 pool home that features an open, split floor plan with plenty of room for the whole family. The soaring volume ceilings throughout add depth and drama, and the sliding doors in the family room and primary suite provide a gorgeous, tranquil water view. Sip a glass of wine on your screened and covered lanai while enjoying spectacular sunsets in the western sky. The spacious kitchen will be the center of your family’s new home and sports an extra-long breakfast bar and adjacent dinette area for communal gatherings. The Kitchen features stainless steel appliances, including double ovens. The living room, dining room and home office all feature inspiring tray ceilings that add to the upscale ambience of the entire home. Large 2 car garage, interior utility room with newer washer and dryer and HVAC 2020. The home also is fully wired for music with ceiling speakers throughout...just add your choice of playback system. Palmer Glen has no CDD fees and a low quarterly HOA fee. Close proximity to The Celery Fields and Rothenbach Park offers many opportunities for an active lifestyle full of biking, hiking and much more. Downtown, UTC shopping and SRQ Airport are all within convenient reach, and top rated schools increase the attractiveness of this wonderful property.. Make your appointment to see it today! All room measurements are estimates and should be verified by the buyer. There is no yard sign.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Howard Kleinfeld (727-418-4685)
538 MAGELLAN DR, SARASOTA, FL 34243
$799,000348 Days on yellowkey MLS ID: A4656417
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2410 Built: 1968 Tax: $7,968 (2024)Community: Whitfield Country Club Add RepSingle Family
Taxes:$7,968
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to "Serenity on 7" – Where Coastal Charm Meets Everyday Relaxation. Discover the perfect blend of casual elegance, coastal living, and lasting quality in this completely remodeled retreat, located on the 7th hole of the historic Sara Bay Golf & Country Club. Situated on one of the most sought-after streets in Whitfield Estates, “Serenity on 7” offers timeless style, unmatched location, and peace of mind. From the moment you arrive, the charm begins. A grand circular driveway welcomes you and your guests with ample parking. The entry courtyard and covered porch invite you into a home that instantly feels right—calm, welcoming, and filled with natural light and tranquil views. Inside, this spacious split-bedroom floor plan is designed for privacy and comfort. The newly renovated kitchen boasts quartz countertops, a cozy breakfast nook, and sweeping views of the pool and golf course. The primary suite offers serene views and a peaceful escape, while the opposite wing includes two well-appointed guest rooms. A major highlight of this home is the semi-attached Casita, complete with a private entrance, full bath, patio, and its own stunning golf course and pool views—perfect for guests, a home office, rental income, gym, or multigenerational living. Built to last, this home features a standing seam metal roof and hurricane-impact windows and doors throughout, offering durability, safety, and peace of mind. This home remained safe and dry through last year’s storms with no damage or flooding. Step outside and take in the view—your private pool oasis seamlessly blends into the lush greens of the golf course. Whether you're enjoying a swim, dining al fresco, or simply relaxing, the setting is unforgettable. Located between Downtown Sarasota and Downtown Bradenton, with Sarasota Bay just minutes away, you’re truly in the heart of it all. Even if you’re not a golfer, you’ll still enjoy a complimentary social membership to the club, offering access to fine dining and community events. Live the lifestyle you’ve always dreamed of—sunshine, golf, bay breezes, and effortless comfort. Homes like this rarely come available. Current owner has made huge capital improvements since purchasing in 2022: New metal roof $42k, New impact windows and doors $65k, New AC/ Duct work $16k, New patio pavers $6k, new sewer lines $26k, New kitchen $15k. Schedule your private showing today and experience "Serenity on 7" for yourself.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Robert Halbman (941-677-3948)
5967 BENEVENTO DR, SARASOTA, FL 34238
$425,00031 Days on yellowkey MLS ID: A4691670
REDUCED by $20,000 (4.5%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2006Monthly Fee: $416 Tax: $3,214 (2025)Community: Isles Of SarasotaSpa: NoSingle Family
Taxes:$3,214
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Experience maintenance-free living in The Isles of Sarasota, with sweeping lake and preserve views. This DiVosta-built (poured-concrete) 2-bedroom, 2-bath pool home offers an open, airy floor plan. Upon entering through the leaded-glass front door, the neutral color palette and abundant natural light offer a warm welcome only enhanced by the flexible, timeless layout. The kitchen layout includes a breakfast bar, granite countertops, wood cabinetry and stainless-steel appliances. The primary suite features tranquil pool and lake views, plus an en-suite bath with dual sinks, a walk-in shower, and a spacious walk-in closet. A split-bedroom design provides privacy with a generous guest bedroom and full bath on the opposite side of the home. Stepping onto the covered porch and screened lanai leads to the private pool which overlooks the lake and nature preserve for a relaxing backdrop. Additional features include high ceilings, a large laundry room with granite counters, Whirlpool washer and dryer, utility sink, paver driveway and walkway, and a two-car garage. Residents of The Isles enjoy exceptional amenities including a clubhouse with card room, fitness center, catering kitchen, geothermal-heated pool, playground, bocce, basketball, pickleball, as well as lighted Har-Tru tennis courts. A full-time activities director coordinating a calendar of events adds a meaningful addition to community life. Ideally located in Palmer Ranch near Siesta Key Beach, the Legacy Trail, golf, and outstanding dining and shopping—this is your opportunity to live the quintessential Florida lifestyle.
Listing Agent: Stacy Hanan (941-266-0529)
6020 MIDNIGHT PASS RD #42, SARASOTA, FL 34242
$474,000223 Days on yellowkey MLS ID: A4669061
REDUCED by $25,000 (5.0%) on 04/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1964Monthly Fee: $607 Tax: $4,320 (2025)Community: Aloha Kai AptsCondo
Taxes:$4,320
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Siesta Key Aloha Kai One-story villa, just like new! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning one-bedroom, one-bath villa offers the ultimate in coastal living with direct beach access. Enter into a fully remodeled interior, professionally remediated and redesigned from top to bottom, including stylish furnishings, so you can move right in or start renting immediately. Featuring luxury vinyl floors, private patio, barbecue grill, screened front lanai, new roof and turnkey furnished this condominium offers peace of mind and modern convenience. Short-term rentals allowed. On Siesta Key on Florida’s West Coast in Sarasota, this is a gated beachfront community on one of the top-rated beaches in the United States. Aloha Kai is a laid-back, friendly vacation community with a large swimming pool and direct access to the most spectacular beach on Florida’s Gulf Coast. A beach vacation destination with a laid-back vibe and plenty of places to relax or have an active getaway.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
2852 NASSAU ST, SARASOTA, FL 34231
$360,00051 Days on yellowkey MLS ID: A4689690
REDUCED by $29,900 (7.7%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1344 Built: 1996 Tax: $4,033 (2025)Community: Virginia Heights SubSingle Family
Taxes:$4,033
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!! This beautifully updated two-story home offers 3 bedrooms, 2 bathrooms, and a spacious open loft across 1,344 square feet of living space. The primary bedroom is conveniently located on the first floor. The renovated kitchen features shaker-style cabinets, stainless steel appliances, and sleek quartz countertops, while both bathrooms have been tastefully updated. Luxury vinyl plank flooring runs throughout the first floor of the home and carpet on the 2nd, adding both style and durability. Enjoy the convenience of a one-car garage and relax on the private deck overlooking a peaceful preserve and running brook. Nestled on a quiet dead-end street, this home is ideally located less than 4 miles from Siesta Key Beach and close to shopping, dining, schools, hospitals, and downtown amenities.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
6507 41ST CT E, SARASOTA, FL 34243
$550,00098 Days on yellowkey MLS ID: A4678591
REDUCED by $49,900 (8.3%) on 04/26/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2534 Built: 2006Monthly Fee: $577 Tax: $4,320 (2024)Community: Cascades At Sarasota Ph IiiaSpa: YesSingle Family
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Located at 6507 41st Ct E in Sarasota, this property now presents an even stronger opportunity with a brand new roof being installed prior to closing and a recent price adjustment reflecting current market conditions. Situated in a desirable 55+ community, the home offers low-maintenance living with convenient access to everything the Sarasota and Bradenton area has to provide. The kitchen has already been remodeled with modern cabinetry, upgraded countertops, and improved finishes, providing a functional and updated space for everyday living. With a major capital improvement already addressed, buyers can move forward with added confidence while focusing on personalizing the interior to their preferences. The location provides easy access to shopping, dining, medical facilities, golf courses, parks, and major roadways including I-75 and US-41. Just a short drive away are downtown Sarasota, Lakewood Ranch, University Town Center (UTC), Sarasota-Bradenton International Airport, and the Gulf Coast beaches, including Siesta Key and Lido Key. This active 55+ community offers a well-positioned option for seasonal residents or those seeking a simplified Florida lifestyle. Schedule your private showing today.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
332 COCOANUT AVE #302, SARASOTA, FL 34236
$1,050,0009 Days on yellowkey MLS ID: A4694715
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1117 Built: 2021Monthly Fee: $631 Tax: $9,524 (2025)Community: 332 Cocoanut CondominiumCondo
Taxes:$9,524
Remarks: Condominium 332 Cocoanut delivers the ideal blend of modern downtown living and effortless convenience in Sarasota’s vibrant Rosemary District. Offered turnkey furnished, Residence 302 is a beautifully appointed two-bedroom, two-bath condominium designed for those seeking a stylish, low-maintenance lifestyle in the heart of the city. On the third floor, this residence enjoys one of the convenient locations in the building, near the rooftop pool deck and only moments from the elevator and assigned parking space, creating an ease of living rarely found in downtown condominium living. Built in 2021, 332 Cocoanut is known for its contemporary design, intimate feel and relatively low HOA fees. Inside, the residence features thoughtful finishes, modern lighting and an open-concept layout. The spacious primary suite offers a walk-in closet and a private bath, while the guest suite provides comfort and flexibility for visitors or a home office. Residents enjoy a rooftop pool and entertaining area with sweeping city views, all just outside the residence’s front door. In Sarasota’s rapidly evolving Rosemary District, you are surrounded by acclaimed restaurants, cafés, galleries, fitness studios and nightlife, while remaining just moments from Main Street, Sarasota Bayfront, The Bay Park, St. Armands Circle and Lido Beach. Whether you are seeking a full-time residence, seasonal retreat or downtown pied-à-terre, Residence 302 offers a rare opportunity to enjoy accessible luxury with exceptional everyday convenience.
Listing Agent: Gregg Center (941-266-1868)
5354 MYRTLE WOOD #50, SARASOTA, FL 34235
$247,000139 Days on yellowkey MLS ID: A4677059
REDUCED by $8,900 (3.5%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981Monthly Fee: $592 Tax: $2,906 (2024)Community: SomersetSpa: NoVilla
Taxes:$2,906
Elementary School: Gocio Elementary
High School: Booker High
Remarks: NEW PRICE- Welcome to a move-in-ready villa offering effortless Florida living in one of the most sought-after enclaves within The Meadows—where tree-lined streets, mature landscaping, and an active outdoor lifestyle define the experience. Perfectly positioned on a quiet street just moments from community pools and miles of scenic trails, this residence delivers both privacy and immediate access to everything that makes The Meadows so desirable. Inside, vaulted ceilings and an open, light-filled layout create an inviting sense of space, while recent updates—including fresh interior paint and new flooring—provide a clean, modern feel with minimal effort required. The great room seamlessly opens through a full wall of sliding glass doors to a screened lanai surrounded by lush greenery—an ideal setting for morning coffee or a relaxed evening. The kitchen offers a functional and stylish workspace with stone countertops, stainless steel appliances, ample storage, and its own access to a private front lanai. The split-bedroom floor plan enhances comfort and flexibility, with a private primary suite tucked at the rear of the home featuring dual closets and a walk-in shower. A second bedroom with an ensuite bath at the front provides an ideal space for guests or a home office. A dedicated laundry area adds to the home’s practical design. Living in The Meadows means enjoying a 1,650-acre park-like community with over 14 miles of trails, 85 lakes, and optional memberships to golf, tennis, pickleball, a junior Olympic pool, and a fitness center. Just minutes from Nathan Benderson Park, the vibrant shopping and dining at University Town Center, downtown Sarasota, and the renowned beaches of Siesta Key and Lido Key, this villa offers the ideal balance of convenience, lifestyle, and value—whether as a full-time residence or seasonal retreat. Make an appointment to see this villa today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Andy Scherer (315-264-0944)
4717 WINSLOW BEACON #7, SARASOTA, FL 34235
$189,00039 Days on yellowkey MLS ID: A4687794
REDUCED by $3,000 (1.6%) on 05/26/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1984Monthly Fee: $358 Tax: $2,151 (2025)Community: Winslow BeaconSpa: NoCondo
Taxes:$2,151
Remarks: Tucked inside the lush, park-like setting of The Meadows, this beautifully updated 1-bedroom condo in Winslow Beacon offers a rare blend of peaceful waterfront living and prime Sarasota convenience. Recent upgrades include: 5" baseboard trim, fresh interior paint, updated vaulted ceilings and doors, and a BRAND NEW A/C system--providing peace of mind for years to come. Step inside to a light and inviting layout that opens to your private screened lanai, where tranquil pond and fountain views create the perfect backdrop for morning coffee or unwinding at sunset. Surrounded by mature landscaping and natural beauty, this is Florida living at its most serene. Residents of Winslow Beacon enjoy access to a private community pool, while also benefiting from the extensive amenities of The Meadows—including miles of scenic walking and biking trails, golf, and a vibrant community atmosphere. Just a short stroll away, you’ll find the community’s newly updated dining, bar, and shopping options, making everyday living both easy and enjoyable. Ideally located just minutes from the highly desirable Mall at University Town Center corridor, this condo offers convenient access to upscale retail, dining, and one of Sarasota’s fastest-growing areas—adding long-term appeal for both homeowners and investors alike. Whether you’re seeking a low-maintenance primary residence, seasonal retreat, or income-producing property, this is an exceptional opportunity to own in one of Sarasota’s most established and naturally beautiful communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelli Eggen (941-376-9844)
7336 GREAT EGRET BLVD, SARASOTA, FL 34241
$949,90031 Days on yellowkey MLS ID: A4691490
REDUCED by $10,100 (1.1%) on 05/26/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3097 Built: 2022Monthly Fee: $230 Tax: $8,207 (2025)Community: Heron Lndg 201 Ph 1Spa: YesSingle Family
Taxes:$8,207
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome to Heron Landing, where refined living meets everyday comfort. Tucked within a quiet residential enclave of 95 homes, this exceptional two-story pool home offers over 3,000 square feet of beautifully curated space, designed for both effortless entertaining and meaningful everyday moments. From the moment you enter, you’re greeted by an atmosphere of warmth and light. Sunlight pours through expansive windows across the open-concept living spaces and drawing you toward the heart of the home—a gathering place where connection happens naturally and memories are made. The thoughtfully designed floor plan offers the flexibility today’s lifestyle demands. The first level features four spacious bedrooms, three full baths, and a versatile flex space perfect for a private office, cozy den, or creative studio. Upstairs, a separate retreat awaits—complete with a bonus room, electric fireplace, and private fifth bedroom—creating an ideal haven for guests, multi-generational living, or a peaceful work-from-home sanctuary. At the center of it all is a chef-inspired kitchen that blends beauty with function. Quartz countertops, a striking designer backsplash, induction range, and a suite of upgraded appliances—including a new refrigerator and combination oven with air fryer and convection capabilities—make both everyday meals and elegant entertaining a true pleasure. A generous island invites gathering, conversation, and connection. The primary suite is a serene escape, offering a sense of calm at the end of the day. With its spacious layout, walk-in closet, and spa-like ensuite featuring dual vanities and a glass-enclosed walk-in shower, it’s a space designed for relaxation and renewal. Step outside and the experience becomes something truly special. The expansive lanai opens to a heated saltwater pool and spa, where tranquil mornings and sunset evenings unfold in a setting that feels like your own private resort. A firepit area invites lingering conversations under the stars, while the outdoor shower and fully fenced yard enhance both convenience and privacy. Every detail has been considered, including energy-efficient features that provide comfort while keeping costs in check. The three-car garage offers ample space for vehicles, storage, or hobbies—adding yet another layer of functionality to this exceptional home. Perfectly positioned with convenient access to I-75, this residence places you just moments from the world-renowned shores of Siesta Key and the vibrant culture, dining, and arts scene of downtown Sarasota. With low HOA fees, no CDD, and access to A-rated schools, the lifestyle offered here is as practical as it is beautiful. This is more than a home—it’s a place to gather, to unwind, and to truly live well.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
2271 PINE VIEW CIR, SARASOTA, FL 34231
$474,900404 Days on yellowkey MLS ID: A4649803
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1980Monthly Fee: $7 Tax: $4,966 (2024)Community: Gulf Gate PinesSingle Family
Taxes:$4,966
Remarks: Under contract-accepting backup offers. Welcome to your perfect Sarasota retreat! Nestled in the beloved Gulf Gate Pines neighborhood, this lovingly maintained three-bedroom, two-bath home provides a rare combination of space, comfort, and unbeatable location. With 1,920 square feet of thoughtfully designed living space, this home is filled with natural light that brings a peaceful, happy energy to every room. Whether you are a city dweller or a beach lover, this is the ideal location in south Sarasota! Step inside and discover spacious living areas perfect for gatherings or quiet moments. Generous closets, a two-car garage, and a practical split-bedroom floor plan provides everyday convenience, while charming touches like a cozy wood-burning fireplace and a screened lanai invite you to slow down and savor the Florida lifestyle. Tucked away on a quiet street, yet minutes from the quartz sands of Siesta Key-recently voted #1 Beach in the United States for 2025 (again), vibrant shopping, delicious dining, parks, and all of life's necessities, this home makes everyday living feel like a getaway. It's easy to imagine morning coffee on the lanai, afternoon beach adventures, and evenings under the soft glow of the setting sun — all from a home filled with wonderful memories and ready for yours. Well-cared for and ready to welcome its next chapter, this is truly a home with great bones, great energy, and endless possibilities. Whether you're looking for a full-time residence, a winter retreat, or a smart investment, 2271 Pine View Circle is waiting to welcome you home. Very low HOA fees lend this home to many options and freedom of living. Designated for Flood Zone X (to be verified by buyer) is a relief for many concerned with owning a piece of Florida paradise! Seller is not interested in owner-financing so please stop asking.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Christine Williams (941-287-5112)
620 RAWLS AVE, SARASOTA, FL 34236
$1,440,00073 Days on yellowkey MLS ID: A4686636
REDUCED by $55,000 (3.7%) on 05/26/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2300 Built: 2017 Tax: $11,066 (2025)Community: Townhomes/Orange ClubSpa: NoTownhouse
Taxes:$11,066
Remarks: Welcome to luxury urban living in the heart of downtown Sarasota. Located in the highly sought-after Townhomes of Orange Club, this stunning three-story residence offers approximately 2,300 square feet of thoughtfully designed living space just steps from the charm and culture of Burns Court. This beautifully appointed townhome features three spacious bedrooms, each with its own private ensuite bathroom, providing comfort and privacy for both residents and guests. A private elevator services all levels, seamlessly blending convenience with sophistication. Designed for both everyday living and entertaining, the home is crowned by an expansive rooftop deck—your own private retreat in the city—perfect for sunset gatherings, outdoor dining, or simply enjoying the vibrant downtown skyline. With its premier location, modern design, and rare rooftop living, this residence embodies the very best of Sarasota’s downtown lifestyle.
Listing Agent: Samantha Jennen (941-321-6095)
2121 33RD ST, SARASOTA, FL 34234
$199,90024 Days on yellowkey MLS ID: O6406141
REDUCED by $10,000 (4.8%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $1,308 (2025)Community: Newtown FarmsSingle Family
Taxes:$1,308
Remarks: Well maintained Sarasota 3BR/1BA block home featuring a brand new permitted well and pump, approximately 11-year-old roof, fresh interior and exterior paint, updated fixtures, reglazed tub and shower tile, attached laundry room, and large screened lanai. The home features a functional layout, spacious backyard, good windows, plumbing, electrical, and HVAC, along with very low annual property taxes that help keep ownership costs down. Property is on well and septic. Tenant currently in place through February 2027 paying approximately $1,700/month, providing flexibility for future plans or continued rental income. Please do not disturb tenant.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
915 SEASIDE DR #402, Weeks 10-13, SARASOTA, FL 34242
$100,0007 Days on yellowkey MLS ID: A4694774
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $428 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$428
Tax Year: 2026
Remarks: Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Package, offering a 1/8th ownership share at The Residences on Siesta Key Beach. This rare offering provides the opportunity to own a piece of paradise on one of America’s most celebrated beaches while enjoying the comfort, convenience, and elevated service of a luxury resort. This expansive residence features a primary suite, a junior suite and beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen is appointed with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy the legendary hospitality and services of Hyatt Vacation Club, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy the best of Siesta Key beachfront living with resort-style amenities, full-service convenience, and luxury condominium ownership, all at a fraction of the cost.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
5723 DEER HOLLOW TRL, SARASOTA, FL 34232
$299,0007 Days on yellowkey MLS ID: TB8511154
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 721 Built: 1985Monthly Fee: $45 Tax: $1,776 (2025)Community: Deer HollowVilla
Taxes:$1,776
Remarks: Location, location, location! Welcome to this 2 bedroom, 1 bathroom villa ideally situated in the heart of Sarasota with quick access to I-75, making commuting and exploring the area incredibly convenient. This move in ready home has already had the major updates completed for peace of mind, including a new roof in 2022 with a 10 year warranty, hurricane grade windows, slider, and front door installed in 2023, new AC in 2024, and replaced exterior siding. Enjoy low HOA fees of just $335 annually while taking advantage of community amenities including a playground and peaceful preserve walking paths. Whether you’re looking for a primary residence or a seasonal getaway this villa offers comfort, convenience, and value all in one. Perfectly positioned near the vibrant UTC area, this home is just minutes from Nathan Benderson Park, The Mall at University Town Center, top rated dining, shopping, Sarasota-Bradenton International Airport, Downtown Sarasota, and the world famous beaches of Siesta Key and Lido Key. Schedule your showing today!
Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)
Listing Agent: Ali Kochno (813-766-7143)
630 CORWOOD DR, SARASOTA, FL 34234
$824,50043 Days on yellowkey MLS ID: A4690643
REDUCED by $50,500 (5.8%) on 05/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1897 Built: 1963 Tax: $7,711 (2025)Community: Corwood ParkSpa: NoSingle Family
Taxes:$7,711
Elementary School: Emma E. Booker Elementary
Remarks: Discover the perfect blend of location, lifestyle, and future potential in this beautifully updated residence in the desirable Corwood Park neighborhood. Situated on an expansive ~0.22-acre lot, this property offers a rare opportunity to enjoy move-in-ready comfort today while preserving room for tomorrow’s vision. Thoughtfully renovated, the home showcases a modern kitchen with shaker cabinetry, new countertops, new High Efficiency washer and dryer and stainless-steel appliances, complemented by updated bathrooms, new tile flooring throughout, and impact patio doors. The outdoor space is equally impressive, featuring a refreshed pool area ideal for entertaining or relaxing under the Florida sun. What truly sets this property apart is the generous lot size, flexibility and expanded living spaces, demonstrating the strong upside potential for expansion or redevelopment. Surrounded by lush tropical vegetation and mature trees, the property offers privacy and a serene setting, with ample space to add square footage, a guest house, or enhanced outdoor living features—subject to local zoning. Ideally located west of the Trail, this home is just moments from Sarasota Bay, where you can enjoy evening sunsets, and only minutes to cultural landmarks like the Ringling Museum, Sarasota Jungle Gardens, downtown Sarasota, SRQ Airport, and world-class beaches. Whether you’re seeking a primary residence, seasonal retreat, or investment with upside potential, this property delivers location, land value, and lifestyle—all in one of Sarasota’s most promising growth corridors.
Listing is courtesy of: CCI REALTY (954-667-6692)
Listing Agent: Oscar Betancourt (954-854-3959)
3656 OAK GROVE DR, SARASOTA, FL 34243
$849,90036 Days on yellowkey MLS ID: A4691432
REDUCED by $25,000 (2.9%) on 05/26/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4054 Built: 1981 Tax: $5,343 (2025)Community: Oak Grove ParkSpa: NoSingle Family
Taxes:$5,343
Remarks: Welcome to this non mandatory hoa neighborhood, beautiful 4 bedroom 3 full bath pool home featuring a 1 bedroom 1 bath mother in law suite with private access making it a total of 5 bedrooms 4 full baths. The mother in law suite has established itself as a successful vacation rental presenting an outstanding investment opportunity. Enjoy a Sarasota address while paying Manatee County taxes all while being conveniently located to everything this area has to offer. Situated on over an acre of land, this versatile property is perfect for those who need room to live, work and play... Bring your rv's, trailers, work vehicles or car collection... There is ample parking and no deed restrictions to limit your lifestyle. Even horses are welcome - with space to build a barn or custom collector garage. This home has a butler's pantry with stylish barn doors that add charm and functionality. Step outside to a private oasis - a large peanut shaped saltwater pool (8' deep) screened lanai (rescreened in 2025). The main house with generous room sizes has living area, kitchen, dining room and family room, master bedroom and 2nd bedroom on 1st level while upstairs there are 2 bedrooms with dual closets and a jack and jill bathroom to share. New metal roof (2019) 3 zone a/c system, 2 water heaters, 2 sets of stainless stell appliances, well irrigation system, hurricane shutters and VOLUNTARY HOA!! This is a unique opportunity to own a flexible, income producing property with space to expand in a prime Sarasota location.
Listing is courtesy of: AFFORDABLE REAL ESTATE (941-751-3000)
Listing Agent: Susan Harrison-Phipps (941-685-8349)
4233 BOSWELL PL, SARASOTA, FL 34241
$449,90014 Days on yellowkey MLS ID: A4693963
REDUCED by $10,000 (2.2%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2185 Built: 1977Monthly Fee: $25 Tax: $3,226 (2025)Community: Bent Tree VillageSingle Family
Taxes:$3,226
Remarks: This is the One! Spacious and full of potential, this 3 bedroom / 2 bath home offers a 2-car garage and is tucked away on a quiet cul-de-sac in a welcoming neighborhood with a true community feel*Recent updates provide added peace of mind, including a new electrical panel installed in 2022 and a new water heater installed in 2025*The exterior was freshly painted in 2021, enhancing the home’s curb appeal and overall charm*privacy backyard — perfect for entertaining, pets, family gatherings, or simply relaxing in your own private outdoor setting. Mature fruit trees including orange, lemon, and grapefruit trees add to the Florida lifestyle feel and provide fresh fruit right from your backyard*With generous square footage, a desirable layout, and a peaceful cul-de-sac location, this property offers endless possibilities for comfortable living and entertaining. Conveniently located near shopping, dining, parks, and everyday amenities, this home checks the boxes for space, privacy, and location*Schedule your private showing today*
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
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