Location: Sarasota
Do Not Show Listings
1906 DUDLEY PL, SARASOTA, FL 34235
$289,90013 Days on yellowkey MLS ID: A4689017
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1327 Built: 1958 Tax: $1,091 (2025)Community: Kensington ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,091
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: First Time Homebuyers and Investor Alert!!! This 3 bedroom and almost 2 full bathroom house is ready for you to make it your own! One bathroom is missing the toilet and sewer line was capped off. This could potentially be a full bath again, making this property a 3/2. Front Porch, Back Porch & Caged Patio. KENSINGTON PARK, NO HOA rules, NO HOA FEES! Great Location...Near UTC, shopping, downtown Sarasota, beaches and I-75! There is a new park/playground on 27th Parkway. All site and building information was gathered from the Sarasota County Property Appraiser's Website. Buyers/Buyer's agent must verify all information.
Listing is courtesy of: FLORIDA BAY REALTY INC (941-685-0099)
Listing Agent: Marc Overfelt (941-685-0099)
5328 FOX RUN RD, SARASOTA, FL 34231
$558,72076 Days on yellowkey MLS ID: L4959125
REDUCED by $16,280 (2.8%) on 04/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1872 Built: 1979Monthly Fee: $11 Tax: $4,941 (2025)Community: Westlake EstatesSingle Family
Taxes:$4,941
Remarks: Stunning Updated Pool Home in Deed-Restricted Westlake EstatesWelcome to 5328 Fox Run in Sarasota, located in the desirable deed-restricted community of Westlake Estates. This beautifully updated pool home offers 3 large bedrooms, 2.5 bathrooms, plus a bonus living area that can easily serve as a 4th bedroom, home office, or flex space.The home has been thoughtfully updated throughout and features a spacious granite kitchen with stainless steel appliances, perfect for entertaining and everyday living. Luxury vinyl plank flooring flows seamlessly through the home, while the floor-to-ceiling tiled bathrooms add a modern, upscale touch.Step outside to your private retreat featuring a screened-in pool and covered outdoor dining area, ideal for enjoying Florida living year-round.Situated in a quiet, well-maintained community, this home combines style, comfort, and flexibility in a prime Sarasota location. A must-see property that’s move-in ready and perfect for full-time living or seasonal enjoyment.
Listing is courtesy of: HELLOSOLD LLC (954-778-5300)
Listing Agent: Dan Farber (954-778-5300)
6010 NUTMEG AVE, SARASOTA, FL 34231
$330,000152 Days on yellowkey MLS ID: A4672372
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1967 Tax: $3,319 (2024)Community: Golden Acres 2Nd AddSpa: NoSingle Family
Taxes:$3,319
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: OPPORTUNITY IS KNOCKING! NO STORM DAMAGE and ONLY 2 MILES TO SIESTA KEY! Used as a rental for the last 20 years, this property is READY FOR A FRESH START. This is a TRUE THREE-BEDROOM, TWO-BATH home—no funky garage or patio conversions, which means no insane markup on a sketchy weekend warrior remodel. Here, you can update to YOUR OWN LIKING and at your own pace. INVESTORS, TAKE NOTE: This home has FANTASTIC BONES thanks to ALL BLOCK CONSTRUCTION (aside from the second carport)—from back when homes were built to last. And with a NEWER ROOF and HOT WATER TANK, that’s two less expenses you have to worry about. Inside, you’ll find ROOMS LARGER THAN YOU’D THINK, including an EAT-IN KITCHEN and a BONUS ROOM (NOT an enclosed lanai) that could be a formal dining room, playroom, office, or combine it with the primary bedroom to create a glorious owner's retreat. The laundry room under the carport is at house level, not ground level, and adjacent to the primary bath, which could allow for an owner's bathroom expansion. Reopen the few windows that were previously enclosed and revive the vibe—Florida sunshine transforms everything. A-RATED SCHOOLS across the board—elementary, middle, and high! Perfect for families. And yes, you can BRING ALL YOUR TOYS because this property is NOT DEED RESTRICTED and has plenty of space for your boat, RV, or whatever else you’ve got. LOCATION-WISE, IT CAN’T BE BEAT: You’re in the HEART OF SARASOTA, with every shopping and dining convenience imaginable nearby. The Legacy Trail is just down the road—12+ paved and pretty miles of walking, biking, rollerblading, etc. And the glorious beaches of Siesta Key are less than 10 minutes away. If you’re looking for a GREAT DEAL on a GREAT HOUSE, this is it. HURRY OVER BEFORE IT’S GONE. This MOTIVATED SELLER IS READY TO CLOSE!
Listing is courtesy of: REAL ESTATE MATCH USA (941-224-2344)
Listing Agent: Cheryl Edwards (941-224-2344)
994 S BRINK AVE, SARASOTA, FL 34237
$549,00017 Days on yellowkey MLS ID: TB8489685
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 1969 Tax: $6,097 (2025)Community: Robin Hood WoodsSpa: NoSingle Family
Taxes:$6,097
Remarks: Located in the heart of Sarasota just minutes from downtown and the area's world-famous beaches, this beautifully updated 3-bedroom, 2-bath home sits on a giant oversized lot and a fenced backyard – with enough space for an addition or pool which is a rare find in this central location. The home was fully remodeled to 2007 building code standards and features hurricane-rated impact windows and a high-efficiency air conditioner, offering comfort, safety, and energy efficiency. Inside, you’ll find an open and spacious floor plan designed for easy living and entertaining. The kitchen features stainless steel appliances and flows seamlessly into the main living space. The primary suite offers a relaxing retreat with a Jacuzzi-style soaking tub and a large walk-in closet. Step outside to enjoy the paver patio and large canopy, creating the perfect shaded outdoor space for gatherings or relaxing evenings. One of the most unique features of this property is the large concrete parking pad along the side of the home, allowing convenient RV, Trailer or boat parking—something rarely available within city limits. Complete with a 2-car garage and located close to downtown Sarasota, Siesta Key, shopping, restaurants, and entertainment, this property offers flexibility, space, and location all in one. Homes with this much land and parking flexibility in central Sarasota do not come available often. Schedule your showing today!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
2898 ASHTON RD, SARASOTA, FL 34231
$475,00074 Days on yellowkey MLS ID: A4681338
REDUCED by $24,000 (4.8%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 2006Monthly Fee: $245 Tax: $4,610 (2025)Community: The Enclave Of Webberlin PlaceSpa: NoSingle Family
Taxes:$4,610
Remarks: One or more photo(s) has been virtually staged. Welcome home to Ashton Enclave, where serene views can be enjoyed from the main living areas, primary suite, and outdoor living spaces. Located just minutes from Siesta Key Beach, shopping, and dining, this beautifully maintained home offers a spacious 4-bedroom, 3-bath open-concept floor plan with numerous recent upgrades. The first floor features tile flooring throughout, crown molding, and multiple inviting living spaces—including a large great room/dining room combination and a sunny breakfast area—perfect for everyday living and entertaining. Step outside to the spacious screened and covered lanai, plus a 20x20 deck, providing ample room to relax, host gatherings, or enjoy peaceful outdoor living. The primary suite on the first floor offers walk-in closets and an ensuite bath with granite countertops, dual sinks, a soaking tub, and a walk-in shower. Additional first-floor guest suites also include walk-in closets. Upstairs, a private bedroom with newer laminate flooring and an ensuite bath featuring granite countertops and a decorative picture-frame mirror can serve as a second primary suite or ideal guest retreat. Additional highlights include an indoor laundry room with a laundry sink, new cabinet doors, and newer washer and dryer. Recent updates include new kitchen cabinets and stainless steel appliances (2025), laundry cabinet doors (2025), interior paint (2025), HVAC and water heater (2024), and roof (2017). Outside, a fenced area with a concrete pad offers space for RV parking. Ashton Enclave is a quiet community of only six homes and features a low HOA fee that includes water, sewer, irrigation, and lawn care, making for easy, low-maintenance living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Matt Cannon Llc (941-228-2030)
5035 BAY SHORE RD, SARASOTA, FL 34234
$4,895,000180 Days on yellowkey MLS ID: A4667963
0 Days Off yellowkey (back on 4/7/2026)
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5712 Built: 1951 Tax: $12,985 (2024)Community: Indian Beach Sapphire ShoresSpa: NoSingle Family
Taxes:$12,985
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. *PENDING - ACCEPTING BACKUPS*One or more photo(s) has been virtually staged. Nestled just south of the Ringling Museum, this prestigious West of Trail estate is set in Sarasota’s historic Indian Beach Sapphire Shores neighborhood, known for its majestic tree-canopied streets, bayfront parks, and architectural charm. Spanning 5,712 sq. ft. on a one-half acre lot, this home is designed for multi-generational living, featuring 5 bedrooms, 6.5 baths, 2 offices, and a private in-law suite. A newly built 616 sq. ft. detached guest house with a kitchenette and full bath offers additional flexibility. Extensively remodeled in 2013 and upgraded in 2023 by Murray Homes, the residence boasts a new roof, smart home features, low-voltage lighting, high-end cabinetry, new flooring, an updated kitchen, deck, and lush landscaping. The chef’s kitchen is a showpiece of design and functionality, highlighted by a raised skylight with exposed beam rafters over the 11’8” x 3’7” Cambria White Cliff quartz island with a waterfall mitered end panel and counter-height breakfast bar for five. Soft-close solid wood cabinetry includes pull-out shelves and recessed LED lighting. Top-tier appliances feature a Wolf double oven, Wolf 48” 6-burner gas range, Subzero column refrigerator/freezer, two dishwashers, and an instant hot/cold filtered water faucet. A café nook with a coffee bar and custom cabinetry adds convenience. Designed for seamless indoor-outdoor living, the spacious great room features engineered white oak plank flooring and a floor-to-ceiling walnut slat entertainment wall with a ventless fireplace. A striking agate-topped dry bar with a custom wine bottle display enhances the dining area. The brand-new screened lanai with French white oak Azek decking extends the living space outdoors. The 400 sq. ft. family room provides a flexible retreat, featuring a floating cabinetry entertainment wall, a full pool bath, additional laundry, hidden storage, and a private entrance from the pool deck. Outside, a 2,000 sq. ft. backyard retreat offers a 40 x 15 heated saltwater pool with a cascading waterfall, cooling lime rock pavers, pristine turf, and a brand-new outdoor kitchen with a gas grill and refrigerator. A motorized pergola adjusts for sun or shade, creating a luxurious resort-style setting. The fully fenced yard and lush landscaping enhance the privacy of this location. A brick-paver courtyard and circular driveway add elegance while offering ample parking and space to add an additional garage. This property is not in a flood zone. Minutes from downtown Sarasota, Lido Beach, and St. Armands Circle, the home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
8786 MERION AVE, SARASOTA, FL 34238
$979,90014 Days on yellowkey MLS ID: A4688402
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2677 Built: 1996Monthly Fee: $605 Tax: $8,469 (2025)Community: Stoneybrook Golf & Country ClubSingle Family
Taxes:$8,469
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: Set along an exceptional homesite within Stoneybrook Golf & Country Club, this residence captures expansive views where the lake, fairways, and lush landscape unfold beyond the lanai. Positioned along the 12th fairway, with the 13th green to the right and distant views of the 12th green, the setting offers both privacy and beautiful sunset exposure. This well-appointed single-family home features 4 bedrooms, 3 full baths, and 1 half bath, with approximately 2,677 square feet of heated living space and 3,544 of total square feet area. Inside, light-filled interiors and a cohesive coastal palette create an inviting, airy feel, complemented by neutral ceramic tile and laminate flooring throughout. The main living areas are open yet defined, offering a natural flow for everyday living and entertaining. A spacious living room features sliding glass doors that frame golf and lake views while connecting seamlessly to the lanai. The formal dining room, just off the entry, is bright and well-positioned for hosting, with plantation shutters and clean architectural detailing. The kitchen has been updated with quartz countertops, white cabinetry, newer stainless-steel appliances, and a tile backsplash, anchored by a large center island with bar seating and pendant lighting. It opens directly to the family room, where a custom-built-in media wall with shiplap detailing creates a comfortable gathering space with easy access to the lanai. The primary suite is a spacious retreat with golf and lake views, a seating area, and sliding glass doors to the lanai. It features soft coastal tones, crown molding, plantation shutters, and natural light. The en-suite bath includes dual vanities with wood cabinetry and granite countertops, a soaking tub, and a glass-enclosed walk-in shower. Three guest bedrooms are bright and generously sized with plantation shuttered windows and ample closet space. The guest bath includes a granite vanity and tub/shower combination, while the updated pool bath offers outdoor access, a quartz vanity, and a walk-in shower. Additional features include a dedicated laundry room with custom cabinetry, wood countertops, shiplap accents, and a utility sink, along with a well-appointed half bath. The screened lanai offers an expansive and private outdoor living space designed to take full advantage of the home’s golf and lake views. Finished with paver decking throughout, the area features a custom pool with an integrated water feature, surrounded by generous lounging and seating areas ideal for both relaxing and entertaining. A covered section provides a comfortable setting for outdoor dining, while the open-air portion allows for full sun exposure and unobstructed sunset views. Lush landscaping frames the space, enhancing privacy without compromising the wide, serene backdrop, and the direct-access pool bath adds convenience to this seamless indoor-outdoor retreat. Additional highlights include hurricane impact glass windows and sliders, an epoxy-finished garage floor, and a barrel tile roof replaced in 2016. Stoneybrook Golf & Country Club offers a member-owned lifestyle just minutes from Siesta Key, shopping, and the Legacy Trail, with a redesigned 18-hole golf course (2024), clubhouse dining, Har-Tru tennis courts, fitness center, and resort-style pool and spa, ideally located between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Sharon Chiodi (941-809-0380)
1780 SPRING CREEK DR, SARASOTA, FL 34239
$1,445,00069 Days on yellowkey MLS ID: A4681932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1595 Built: 1954 Tax: $5,650 (2025)Community: Shoreland WoodsSpa: YesSingle Family
Taxes:$5,650
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive. Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that Sarasota has to offer. Inside, the home welcomes you with soaring ceilings accented by exposed beams, expansive windows, and an open, light-filled layout that blends modern design with everyday comfort. Warm wood tones, clean architectural lines, and carefully selected finishes create a sophisticated yet relaxed ambiance throughout the main living spaces. The updated kitchen is designed for both beauty and function, featuring luxury appliances, sleek cabinetry, stone countertops, and a statement glass-topped bar, ideal for entertaining or casual dining. The kitchen flows seamlessly into the living and dining areas, creating an inviting environment for gatherings large and small. The primary suite serves as a private retreat, offering tranquil garden views, direct access to the outdoor living area, and a spa-inspired bath adorned with striking mosaic tile, modern fixtures, and a glass-enclosed walk-in shower. Additional bedrooms are thoughtfully arranged to provide flexibility for guests, a home office, or creative space. Step outside to the screened lanai and resort-style pool and spa, where privacy and lush landscaping create a serene oasis. Recent upgrades include a new pool filter, enhancing efficiency and ease of ownership, while covered seating areas invite year-round outdoor enjoyment. Beyond its aesthetic appeal, this home is equipped with premium infrastructure upgrades designed for long-term comfort and reliability. A Generac natural gas generator powers the entire home and pool, providing seamless backup during outages. The roof is approximately six years old, plumbing lines have been professionally blown out and cleaned, and the property is located in a no flood zone for added peace of mind. The home is serviced by city water, complemented by a deep water irrigation well that keeps the lush landscaping thriving while helping reduce utility costs. Aerial views highlight the home’s generous lot, mature greenery, and prime Sarasota location—just minutes from downtown Sarasota, world-renowned beaches, shopping, dining, and cultural attractions. Distinctive, upgraded, and effortlessly livable, 1780 Spring Creek Drive delivers a sophisticated Sarasota lifestyle without compromise.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
340 MORNINGSIDE DR, SARASOTA, FL 34236
$4,925,000160 Days on yellowkey MLS ID: A4671655
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3280 Built: 1993Monthly Fee: $42 Tax: $55,749 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$55,749
Remarks: Experience the epitome of island living in this luxurious three-bedroom, four-bath residence. With high-end finishes and spacious rooms featuring soaring ceilings, every detail exudes comfort and elegance. Enjoy leisure time with a ping-pong table, a theater room, and a pristine pool that basks in southern exposure, overlooking the tranquil open bayou. The kitchen, complete with a breakfast area, offers stunning views of the pool and bayou, while a cozy office space provides an ideal work-from-home environment. The home also features a beautiful dining room with a wet bar and a welcoming living room adorned with elegant wood floors throughout. Each bedroom offers luxurious en-suite baths, and the master bath is a true retreat. The expansive pool deck area and the convenience of a two-car garage and boat dock add to the home’s charm. Plus, with an elevator and a full-house generator, you’ll enjoy ultimate comfort and peace of mind.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
5599 WILDE OAK WAY, SARASOTA, FL 34232
$519,90012 Days on yellowkey MLS ID: A4688991
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1999 Built: 1990Monthly Fee: $44 Tax: $5,003 (2025)Community: Colonial OaksSingle Family
Taxes:$5,003
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Nestled near the end of a Cul-de-Sac, with a Private Setting backing to a Nature Preserve, this Beautifully maintained 3-bedroom, 2-bathroom split-plan home offers 1,999 SF of living space with the perfect blend of comfort, updates, and location. Major improvements provide peace of mind, including a new roof and skylights (2018), impact windows (2019 & 2020), A/C system (2020), and hot water heater (2020). Step inside to find an updated kitchen and bathrooms, complemented by wood laminate and tile flooring throughout. The living room and primary bedroom feature elegant plantation shutters, adding both style and functionality. An indoor laundry room with additional storage adds everyday convenience. Enjoy flexible living with an expansive 390 SF Air Conditioned Florida Room overlooking the fenced backyard—ideal as a game room, playroom, fitness space, home office, or entertainment area. A screened entry porch enhances curb appeal and provides a welcoming outdoor space, while the oversized 2-car garage offers ample storage. Ideally located near Colonial Oaks Park with access to a gymnasium, basketball courts, tennis, pickleball, playgrounds, and picnic areas. Just minutes from Doctors Hospital, shopping, dining, and I-75, this home delivers both tranquility and accessibility. Don’t miss this move-in ready gem in a highly desirable location!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
5719 WOODLAND SAGE DR, SARASOTA, FL 34238
$459,90019 Days on yellowkey MLS ID: A4688454
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2045 Built: 2022Monthly Fee: $218 Tax: $6,015 (2025)Community: Promenade Estates On Palmer RanchSingle Family
Taxes:$6,015
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. Multiple offers received. Highest and best due by 5:00 PM, Tuesday 4/7/26 — Stunning Newer Home in Promenade Estates, Palmer Ranch. Welcome to this immaculate 4-bedroom, 2.5-bathroom single-family home situated in Promenade Estates community, located in the heart of Palmer Ranch, Sarasota. Built in 2021, this property offers contemporary design, thoughtful upgrades, and the perfect blend of comfort and style. This bright and spacious home features an open floor plan with abundant natural light and high ceilings, island, and ample cabinetry. The elegant owner’s suite boasts a walk-in closet and a spa-like ensuite bathroom with dual vanities and a walk-in shower. Three additional bedrooms provide ample space for family, guests, or a home office, while the laundry room adds convenience with extra storage space. The home also includes an attached two-car garage. Outdoor living is a breeze with a covered lanai overlooking the lush landscaping. The spacious corner lot offers extra privacy and plenty of room for future enhancements. Promenade Estates is a gated community that provides residents with resort-style amenities, including a pool, clubhouse, fitness center, and playground. The neighborhood offers easy access to top-rated schools, Siesta Key beaches, shopping, dining, and the Legacy Trail, a favorite for biking and walking enthusiasts. This move-in-ready home combines the best of Sarasota living with modern conveniences and a prime location. Schedule your private showing today!
Listing Agent: Lee Brewer (941-724-3448)
2160 SUNNYSIDE PL, SARASOTA, FL 34239
$875,000133 Days on yellowkey MLS ID: A4674367
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 1954 Tax: $8,511 (2024)Community: Hibiscus Park 2Single Family
Taxes:$8,511
Remarks: Stylish and turnkey home with the perfect blend of mid-century charm and modern updates. Located in the desirable Sunnyside Park neighborhood, the property features an open, light-filled layout with a renovated kitchen, granite countertops, stainless steel appliances, and a large breakfast bar that flows into the dining and living areas. The spacious primary suite includes a walk-in closet and an updated en-suite bath with double vanity and walk-in shower. Two additional guest bedrooms provide ideal flexibility for family, visitors, or a home office. A second full bath features a deep soaking tub and modern finishes. Step outside to your private tropical oasis with a saltwater pool, landscaped and fully fenced backyard, and a mini putting green - perfect for relaxing or entertaining. The home is offered furnished and includes an in-unit laundry area and driveway parking for two vehicles. Tankless water heater. Just minutes to Siesta Key Beach, downtown Sarasota, St. Armands Circle, dining, shopping, and more. Move-in ready with excellent potential as a primary residence, seasonal retreat, or investment property with weekly rentals allowed.
Listing is courtesy of: ORQUERA FLORIDA INVESTMENTS (941-203-8135)
Listing Agent: Greg Orquera (941-735-9098)
2158 CORK OAK ST, SARASOTA, FL 34232
$430,00031 Days on yellowkey MLS ID: A4686101
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1861 Built: 1989Monthly Fee: $44 Tax: $2,557 (2025)Community: Colonial OaksSingle Family
Taxes:$2,557
Remarks: One of the larger homes currently available in Colonial Oaks. New roof in 2024 and new AC in March 2026. This 3 bedroom PLUS OFFICE OR 4th BEDROOM home has 2 bathrooms and 2 car garage, a large living room with a fireplace and sliders to the back lanai, a spacious dining room, a kitchen overlooking the living room with stainless steel appliances, and a dinette area framed by windows. The primary bedroom has more than enough space and hosts an en-suite bathroom equipped with dual sinks, shower, walk-in closet and linen closet, and a separate water closet. Truly a family home with 2 additional bedrooms and an office provide flexible space for a 4th bedroom. The 2nd bathroom has a tub/shower combo and access to the expansive lanai for convenient entertaining. The shaded and quiet yard adds comfort to an already welcoming place to call home. Colonial Oaks is a dog friendly community with a 23-acre park offering courts for pickleball, tennis and basketball. Indoor rooms allow for classes and recreation programs and a half court gymnasium, a playground and picnic area is perfect to have in your neighborhood along with the indoor space available for rent. The location is ideal with entrance and exits via Cattlemen Road and Honore Ave. Close to shopping, dining, schools, I-75 and everywhere else you want to go. Close enough to enjoy the best of Siesta Key Beach and downtown Sarasota whenever you wish. This well-maintained property is ready for new owners to add their special touches, with a newer roof and AC already in place. According to the county, a FENCE IS PERMITTED on this property.
Listing is courtesy of: WIEGAND REALTY (941-232-0946)
Listing Agent: Jeaneen Wiegand (941-232-0946)
708 42ND ST, SARASOTA, FL 34234
$675,00016 Days on yellowkey MLS ID: A4688855
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 1936 Tax: $5,492 (2025)Community: Indian Beach Map OfSingle Family
Taxes:$5,492
Remarks: Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.
Listing Agent: Helen Magill (941-320-7166)
5894 BENEVENTO DR, SARASOTA, FL 34238
$485,00033 Days on yellowkey MLS ID: A4684183
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2006Monthly Fee: $443 Tax: $4,364 (2025)Community: Isles Of SarasotaSingle Family
Taxes:$4,364
Remarks: Under contract-accepting backup offers. Charming Oakmont Model with Pool in The Isles of Sarasota – Palmer Ranch Opportunity awaits in this 3-bedroom, 3-bathroom + den single-family home located in the highly sought-after Isles of Sarasota in Palmer Ranch. Built by Divosta with solid poured concrete walls, this popular Oakmont model offers a flexible, open floor plan and timeless design—ready for your special touches. Step inside to find spacious living and dining areas, a dedicated den perfect for a home office or guest space, and generous bedroom suites. The home also features a central vacuum system, abundant natural light, and extra storage space in the two-car garage. Outside, enjoy your private pool—ideal for relaxing or entertaining in the Florida sunshine. Rest easy when storm season arrives—this Divosta-built home features solid poured concrete construction and hurricane shutters for added protection. Situated in the preferred X flood zone, the property has never experienced flooding, does not require flood insurance, and is outside of an evacuation zone—providing valuable confidence and security for Florida homeowners. The Isles of Sarasota offers an active, resort-style lifestyle with an impressive array of amenities, including: Beautiful clubhouse, State-of-the-art fitness center, Resort-style community pool, Basketball court,4 Har-Tru tennis courts, 2 pickleball courts, 2 bocce courts, Tot-lot/playground, Dedicated activities director, Full-time on-site manager, Numerous community events and social activities. Perfectly located just minutes from Siesta Key Beach, dining, COSTCO, medical facilities, golf courses, the Legacy Trail, and all the cultural venues of downtown Sarasota, this home combines lifestyle, location, and value. Bring your vision and make this solidly built Palmer Ranch property your own piece of paradise.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Mary Murphy (941-685-7797)
2415 PELICAN DR, SARASOTA, FL 34237
$519,000251 Days on yellowkey MLS ID: A4659633
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensSingle Family
Taxes:$4,460
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
Remarks: Charming 1950s Florida Ranch-Style Home with Separate One-Bedroom Apartment in Sought-After Terrace Gardens! Don’t miss this rare opportunity to own a classic mid-century Florida ranch home in the desirable Terrace Gardens community. Situated on an expansive corner lot, this single-family residence offers exceptional flexibility, income potential, and future development possibilities. The main home features 2 bedrooms and 1 bath, showcasing original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. A beautifully carved-out one-bedroom, one-bath apartment provides a private space ideal for guests, extended family, or rental income—both units are currently rented. Whether you're looking to generate income immediately or envision building your dream home in a neighborhood filled with new construction, this property offers endless possibilities. Enjoy the unbeatable location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
186 MIDWEST PKWY, SARASOTA, FL 34232
$259,99048 Days on yellowkey MLS ID: TB8479924
2 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1083 Built: 1963 Tax: $2,892 (2025)Community: Eastwood OaksSpa: NoSingle Family
Taxes:$2,892
Remarks: Under contract-accepting backup offers. Concrete block home on almost ¼ acre in Flood Zone X with NO HOA. Hurricane shutters included. Zoned to allow an ADU for future flexibility or investment potential. Priced at $259,990 to reflect cosmetic updates needed. Seller is willing to install a new roof and update the electrical panel with an acceptable Contract, making this a rare opportunity to secure a solid home in Sarasota with major improvements addressed. Ideal for buyers looking to customize while gaining long-term value. Close to public transportation, Pinecraft, Legacy Trail and Easy Access to I-75 and the beautiful Beaches !!
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Belinda Parker (727-742-8326)
3182 HATTON ST, SARASOTA, FL 34237
$575,00047 Days on yellowkey MLS ID: A4684851
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1957 Tax: $2,876 (2025)Community: Bellevue Terrace RevSingle Family
Taxes:$2,876
Remarks: Under contract-accepting backup offers. Totally remediated and beautifully remodeled 3-bedroom, 2-bath pool home located in Bellevue Terrace, just off Bahia Vista, in the heart of Sarasota. This home was taken down to the studs and completely rebuilt, including all new electrical, plumbing, and sheetrock. Additional upgrades include all new interior doors, cabinetry, kitchen appliances, air conditioning system, hot water heater, and washer and dryer. Porcelain tile flooring throughout enhances the bright, open, and spacious feel of the home. The expansive screened pool area features a tropical setting and a large covered lanai, ideal for outdoor entertaining and year-round enjoyment. Bellevue Terrace offers a prime central location near Locklear Park, the YMCA, Pinecraft with its Amish Restaurants, downtown Sarasota, and the Bayfront neighborhoods. Enjoy a friendly community with no HOA, no rental restrictions, and easy access to everything Sarasota has to offer. Easy to show and a must see.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
3118 KEY WAY, SARASOTA, FL 34239
$599,00045 Days on yellowkey MLS ID: A4685119
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2370 Built: 1961 Tax: $2,942 (2025)Community: SouthgateSpa: NoSingle Family
Taxes:$2,942
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Beautifully updated 4-bedroom, 2-bath pool home in the desirable Southgate neighborhood of Sarasota offering the ideal blend of indoor comfort and outdoor Florida living. The home features a bright open layout with expansive pocket sliding glass doors that fully open to an oversized open-air pool and patio, perfect for entertaining and relaxing. The updated kitchen includes extensive custom cabinetry with built-in pantry storage and a discreetly integrated laundry area. The home offers four spacious bedrooms and two bathrooms, including a guest bath with a soaking tub. Outside, the property features a large additional paved parking pad along with the driveway and garage, providing ample space for multiple vehicles and recreational equipment. With minimal deed restrictions, the property allows RV and boat parking, with additional space along the side of the home. The backyard also includes a custom playground area. Conveniently located just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and parks.
Listing is courtesy of: PREMIER AGENT NETWORK (877-663-9366)
Listing Agent: Stephanie Hawkins (941-587-4337)
2332 SEWARD DR, SARASOTA, FL 34234
$345,00048 Days on yellowkey MLS ID: D6146339
REDUCED by $5,000 (1.4%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 928 Built: 1985 Tax: $2,904 (2025)Community: Spring OaksSpa: NoSingle Family
Taxes:$2,904
Remarks: Short Sale. Welcome to this unique 2-bedroom, 2-bath pool home in beautiful North Sarasota, Florida! This charming property backs up to a peaceful preserve, offering added privacy with no rear neighbors — no one can build behind you. The home features fresh exterior paint, giving it great curb appeal, along with a fully fenced yard perfect for pets, entertaining, or simply enjoying your own private outdoor space. Conveniently located near shopping, dining, and entertainment, you’ll love the easy access to everything Sarasota has to offer while still enjoying a quiet neighborhood setting. This is a wonderful opportunity for first-time homebuyers, seasonal residents, or anyone looking for a cozy Florida retreat with a pool and privacy. Don’t miss your chance to make this North Sarasota gem your own!
Listing is courtesy of: CENTURY 21 SUNBELT REALTY (941-625-6120)
Listing Agent: Jayson Burtch (941-626-5432)
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