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$2,516,000
2 Beds 1 Baths Halls Sub James S SubDv. 34236 Zip Code
SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion.

1569 7th Street, Sarasota

$1,950,000
3 Beds 4 Baths Harbor Acres SubDv. 34239 Zip Code
This revitalized 2,550 sq' (+/-) single level home is in coveted Harbor Acres and within walking distance to the quaint Southside Village, Sarasota Bay and the energizing downtown area. Bistros, gourmet markets, art galleries and all things exciting will be yours to explore. With remodeling beginning in 2016 to Miami Dade Hurricane code regulations, improvements include the addition of a 750 sq' (+/-) Primary Suite with full bathroom for one and a 3/4 bath for another, both with walk-in closets thru-outs, modern lighting and plumbing fixtures, refurbished oak flooring, granite counters, security system, whole-house stereo speakers, new appliances, 426 sq' screened porch for outdoor entertaining, paver circular driveway with additional parking pull-outs, landscaping and dramatic lighting and a custom made art piece which is also an outdoor water feature. A new roof completed the project in 2022. The plan features a living area, separate dining room and kitchen in the center of the home, which separates the primary bedroom from the additional 2 bedrooms, for privacy. There is a storage building for outdoor accessories, a roomy 2-car, solid structure carport, water well for the sprinkler system and spray foam insulation in the attic. New HVAC, including duct work and UV light filter 2026. Not too big, not too small, no elevators, no shared parking, optional HOA dues of $125 a year and a one-of-a-kind opportunity, in a once in a lifetime location.

1538 S Orange Avenue, Sarasota

$1,489,000
4 Beds 3 Baths Greenwich SubDv. 34239 Zip Code
Incredible price improvement! Open and spacious and chock full of Old Florida charm in the heart of historic Arlington Park! Gorgeous and sprawling for it's kind, this 4 bedroom, 3 bath Florida bungalow was once ubiquitous throughout the sought-after neighborhood of Arlington, but is now becoming a rare GEM. Curb appeal galore, this home has been truly loved by it's current owners and is evident once you drive up. Located on a cul-de-sac, enjoy the peace of a truly quiet, low traffic street with friendly neighbors and lovely homes. This picturesque coastal abode is perfectly nestled under a vast canopy of healthy Live Oaks that have been diligently maintained by a certified Arborist, providing protection, shade and that sought after Gulf Coast aesthetic. A breezy front porch adds that Southern charm so fitting for this cottage under the Oaks. Generous in size and fully screened in, it adds a whole other living space for those that love the sound of birds while having their coffee or enjoy the evening breeze after dinner. After entering the double glass doors, the entire home opens up in front of you. Large spacious rooms in a home like this are hard to come by, but are what define this property. One (of 2!) En-suite Primary bedrooms has an attached bedroom that can be used as a nursery or home office. A kitchen made for gathering, including a proper dining space, opens to an enormous living room, all with gorgeous views of the pool and backyard. The close proximity to excellent schools, and the incredible restaurants, cafes, and shopping that Southside Village has to offer has made having a golf cart a fun and practical mode of transportation for the current Owners. Massive updates have been completed on this home, including: - BRAND NEW PLUMBING SYSTEM, NO CAST IRON! Brand new Impact pocketing sliders now open up the entire back of the home to a STUNNING, pool and spa (2025) along with an incredibly spacious screen enclosure and added room for outdoor kitchen. Entire property has had a recent landscaping overhaul that included a brand new concrete driveway and high-end turf laid throughout the yard (no mowing!). Tons of lush and tropical plants have been thoughtfully installed around the home and provide a gorgeous and verdant, but low maintenance, backdrop to this quintessential "Old Florida" bungalow. BRAND NEW Primary Bathroom with soaking tub, walk in closet and Impact sliders. New Flooring throughout (2022), Whole house water filtration system (2024), Roof (2017) with hurricane straps, added insulation, two A/C units (2017) new ductwork, three new water heaters, interior/exterior paint, lighting fixtures, blinds, hardware, and decorative features. The yard is fully enclosed (2016/2023) with beautiful white vinyl fencing. HUGE well-constructed Storage Shed (2024) for all the toys. I cannot say enough about this gem of a home, tucked away, in beautiful Arlington Park. If a breezy, charming, unique Florida bungalow is what you're looking for, this is the one.

2215 Hibiscus Street, Sarasota

$1,450,000
3 Beds 2 Baths Sylvan Shores SubDv. 34234 Zip Code
An exceptional opportunity awaits to create your dream waterfront retreat in one of Sarasota’s most desirable locations. This unique property offers the rare chance to either complete the existing structure to your exact specifications or design and build a custom home tailored to your vision. Set on a private, serene lot surrounded by lush greenery, the property provides a peaceful, tucked-away feel while still being remarkably close to everything Sarasota has to offer. Enjoy excellent boating water with direct access to Sarasota Bay and the Gulf, making it a true paradise for boating and water sport enthusiasts. The property is already equipped with a dock and boat lift, so you can start enjoying the waterfront lifestyle right away. Located on a quiet, tree-lined street, this homesite combines tranquility with convenience. You’ll be just minutes from Bayfront Park, downtown Sarasota’s vibrant shops and restaurants, the Ringling Museum, Sarasota-Bradenton International Airport, and the University Town Center. Whether you envision a modern coastal masterpiece or a timeless waterfront estate, this is a rare chance to bring your vision to life in an unbeatable location with outstanding boating access and exceptional privacy.

1040 Sylvan Drive, Sarasota

$999,900
3 Beds 2 Baths Siestas Bayside Waterside SubDv. 34242 Zip Code
Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes from the beach! This home features the ULTIMATE OUTDOOR living space with numerous updates offering the perfect blend of style, comfort, and low-maintenance lifestyle. As you step through the front door, you’re greeted by a bright open floor plan enhanced by tasteful coastal décor and tile flooring. Multiple dining and entertaining spaces flow effortlessly into the spacious family room, ideal for relaxing or hosting guests, with direct access to the stunning pavered pool area. The beautifully appointed kitchen features stainless steel appliances, abundant counter space, and a convenient breakfast bar for additional seating. Retire to the serene primary suite which offers a walk-in closet and a well-designed bath with dual sinks, and opens directly to the INCREDIBLE new 21' x 24' covered lanai—an inviting extension of your living space. This IMPRESSIVE private outdoor oasis features pavers, remote-controlled ceiling fans, sconce lighting, and a remarkable sunset overlooking the relaxing pool complete with dramatic lighting for that special ambience. Enjoy privacy and seclusion in your backyard retreat which is fully enclosed with a 7 foot vinyl fence. An outdoor shower adds convenience after a day at the beach. The exterior has been expertly refreshed with new hardiplank siding, fresh paint, and attractive stone accents. A premium landscaping package includes full irrigation, shell for low maintenance, and landscape lighting to set the perfect atmosphere. Additional upgrades elevate peace of mind and efficiency: a 2024 roof, hurricane-rated windows and doors, new pool pump, attic insulation, new garage door and opener, and a newly pavered front walkway and driveway with a charming sitting area and extra parking. This beautiful home reflects pride of ownership and detail with so many updates and most important no flooding during the storms! Ideally located close to Siesta Key Village, just one mile from world-renowned Siesta Key Beach, and near shopping, dining, and ODA school, this home is perfectly suited as a primary residence, vacation retreat, or exceptional rental opportunity!

783 Birdsong Lane, Sarasota

$815,000
2 Beds 1 Baths Osprey Avenue Sub SubDv. 34236 Zip Code
Welcome to the 'Grace and Effie Bills House,' a rare locally designated historic treasure in Sarasota’s highly sought-after Laurel Park Historic District. This 1925 Craftsman Style Bungalow is perfectly situated on a quiet street within walking distance of downtown amenities. Radiating a vibrant, tropical personality with its iconic colorful façade the home is a magical, inspiring retreat perfect for the history lover, artist, musician, or creative soul. A jasmine-covered archway sets the tone as you arrive at the charming front porch and step inside this light-filled 2BR/1BA “jewel box,” where vintage character meets thoughtful updates throughout. This home is a masterclass in the efficient use of space, blending a breezy 'Old Florida' feel with modern updates. Architectural details such as crown molding, baseboards, and built-in cabinetry add authenticity. The open-concept living and dining area features a classic white brick fireplace and flows seamlessly into a kitchen that has been opened up to maximize every inch, and updated with quartz countertops, stainless appliances, beautiful cabinetry, and a gas stove for the culinary enthusiast. The interior showcases a timeless palette including a beautifully updated bathroom featuring a glass shower and crisp white cabinetry. Extending the living space with an effortless indoor-outdoor lifestyle, the property boasts two spacious screened porches that extend the width of the residence, where you can enjoy the neighborhood breeze on your street-side front porch or host intimate alfresco meals on the private rear dining porch, which overlooks a hidden backyard sanctuary enveloped in lush tropical landscaping. The property also includes a rare, historically designated detached garage—ideal for additional storage or a creative studio conversion. The extra long driveway can accomodate up to five cars. Offered turnkey furnished, this is an ideal downtown pied-à-terre or income-producing rental opportunity (7-day minimum). Ideally situated in a highly sought-after, historic neighborhood located in the heart of downtown Sarasota, allowing residents to walk to Burns Court, Bayfront Park & Marina, Selby Gardens, and Downtown Main Street, this is a rare chance to own a piece of Sarasota’s history. Enjoy the peace of living in a quiet historic residential neighborhood while being just steps from a neighborhood kayak launch (next door), world-class dining, urban amenities, and the bayfront.

642 Ohio Place, Sarasota

$799,000
3 Beds 2 Baths Loma Linda Park SubDv. 34239 Zip Code
Rarely available, large lot property with so many end uses. This is an exceptional opportunity in one of Sarasota's most sought-after East of the Trail neighborhoods. Situated on an oversized (0.32-acre) homesite in the desirable Loma Linda Park subdivision, this unique property offers immediate livability, investment value and tremendous redevelopment potential. The property features a renovated approximately 1,290-square-foot cottage with three bedrooms and two baths, along with a newer 2020 permitted concrete block building totaling approximately 1,458 square feet. The detached structure serves as a two-car garage and workshop/studio complete with two mini-split air conditioning units, a bath with a shower and flexible interior space that could potentially be converted into a guest house, artist studio, home office or future two-bedroom ADU (subject to applicable approvals). The updated main residence is move-in ready and presents an excellent opportunity as either a comfortable primary residence or an income-producing rental while you plan the future development of the additional structure. The spacious lot also offers ample room to create a custom pool, an expansive patio and an exceptional outdoor living area. Surrounded by established homes, newly constructed homes and mature landscaping, the property is enhanced by a beautiful grand oak tree positioned on the south side of the lot, preserving valuable building flexibility. Only minutes from downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Selby Gardens, The Bay Park, Marina Jack, Siesta Key Beach, Lido Key and St. Armands Circle, this property combines an outstanding location with exceptional future possibilities. Whether you're looking to renovate, expand, create a private estate compound, explore future redevelopment opportunities or rent one or two dwellings long or short term, this oversized parcel offers flexibility rarely found in Sarasota.

1300 Loma Linda Court, Sarasota

$789,000
3 Beds 3 Baths Deer Creek SubDv. 34238 Zip Code
One or more photo(s) has been virtually staged. Welcome to 4391 Maplewood Lane in Deer Creek. Located in the heart of Palmer Ranch in the sought-after subdivision of Deer Creek, this superior-quality Arthur Rutenberg home sits at the entrance to a quiet cul-de-sac. It offers the peace, privacy, and exceptional construction you’ve been looking for. The current owners have invested over $100,000 in thoughtful upgrades and improvements. Standout recent features and upgrades by current Owners include: New Hot Water Heater (2026) New Freshly Painted Home - Inside and Outside (2025) Storm Doors (2025) Storm Windows (2023) A/C System installed (2022) Luxury Vinyl Floors (2022) Pool Heater (2021) Water Filtration System (2020) Washer and Dryer (2022) Oven and Dishwasher (2020). The home also features a beautiful primary bathroom with a luxurious walk-in shower boasting six spray heads, custom cabinetry, and a Vitabath spa experience. It is fully plumbed for a second vanity, offering flexibility for future customization. The modern gourmet kitchen shines with solid wood cabinetry and premium appliances, including all appliances. Spacious main living areas and bedrooms offer cathedral and vaulted ceilings, a wood-burning fireplace, and clerestory windows that create a bright, open feel. Outside, enjoy a private backyard oasis with a large covered lanai, paver pool deck, and pool featuring a Pebble Tec surface, fountain, custom LED lighting, and a newer pool heater. Although never used by the current home owners, options for propane and solar are also available to the new home owners if they so choose. The home also features an independent reclaimed water sprinkler system. This beautifully maintained 3-bedroom + office/4th bedroom, 2.5-bath home (approx. 2,513 sq ft) perfectly blends timeless Arthur Rutenberg quality with modern high-value updates in one of Palmer Ranch’s most desirable neighbourhoods. Truly a turn key home. Ready for its next chapter — schedule your private showing today!

4391 Maplewood Lane, Sarasota

$699,000
2 Beds 2 Baths Lorraine Park SubDv. 34234 Zip Code
Opportunity, versatility and charm all come together in this beautifully maintained Sarasota County property on an oversized, fully fenced lot just over 1/2-acre! Featuring two bedrooms, two baths and multiple outdoor entertaining areas, this property offers endless possibilities for homeowners, investors or business owners alike with its multi-zoning potential allowing for commercial use, duplex possibilities and RV storage. Inside, you’ll find durable LVP flooring throughout, an open living room and kitchen layout, and a spacious kitchen featuring rich wood cabinetry, black Corian countertops, tile backsplash, and newer stainless appliances including a new dishwasher and refrigerator. The primary suite offers a walk-in closet, sliding glass doors leading to a private patio, and an en-suite bath complete with double sinks, soaking tub and separate shower. Home has new solar panels, which are transferable to a new owner at only $61 a month. Go outside and enjoy the shaded, treed property with multiple sitting areas, a fire pit, oversized lanai, storage shed, and plenty of room for RVs, toys or future expansion. City water and septic are in place, with the septic recently pumped and a newer drain field providing added peace of mind. Major updates include roof replaced 03/29/2023, windows replaced in 2023, solar panels installed 09/23/2025 and main electrical panel updated 12/09/2025. Air conditioner is 2005. Conveniently near the Orioles spring training facility, 17th Street Park, with baseball and BMX fields, the airport and downtown amenities, this unique property offers flexibility, convenience and incredible potential all in one package!

2549 19th Street, Sarasota

$649,000
3 Beds 2 Baths Indian Beach SubDv. 34234 Zip Code
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.

708 42nd Street, Sarasota

$599,995
3 Beds 2 Baths Tuckers Sub SubDv. 34232 Zip Code
A rare opportunity to acquire a beautifully restored 1940 coastal-inspired Key West style Florida bungalow positioned on an oversized 0.38-acre parcel offering future subdivision potential. Following closing, the property may be split into three separate lots, creating one residence lot with the existing home, and two additional buildable parcels—an exceptional value-add opportunity in a highly desirable Sarasota location. The 3-bedroom, 1.5-bath residence blends architectural character with curated modern upgrades. Interior highlights include refinished bamboo and wood flooring, exposed wood ceiling beams, and custom cedar built-ins that enhance the home’s refined coastal Key West bungalow aesthetic. The chef’s kitchen is thoughtfully designed with solid wood cabinetry, quartz countertops, an imported Italian tile backsplash, and updated stainless steel appliances. An adjacent addition provides expanded pantry storage and a laundry area, leading to a spa-inspired primary bathroom featuring dual vanities, a freestanding soaking tub, and a walk-in rain shower. The upper level hosts a private primary suite with a generous walk-in closet with built-ins, a second bedroom, and an updated half bath, while the third bedroom is conveniently located on the main level—ideal for guest accommodations or flexible use. Outdoor living has been elevated to an almost resort-style experience, featuring a 12-foot above-ground pool/spa with custom wood decking, multiple patios finished with imported Italian crystal tile, and a lush botanical setting with over 200 plantings and mature fruit trees including banana, mango, avocado, peach, and guava. Additional amenities include a pavilion, private outdoor shower, and a firepit designed for elevated entertaining and relaxation. Significant capital improvements include a 2023 metal roof, hurricane-rated windows, 2021 HVAC system, 2022 water heater, recent connection to public water, and a 2024 well pump with filtration system also on property. The home offers insulated and drywalled interiors, newly installed wheelchair-accessible outdoor walkway paths, an extended 6+ vehicle driveway, and a 12x14 detached workshop or garage, further enhancing functional versatility. With no HOA, no deed restrictions, and no flood insurance required, this property presents an exceptional combination of lifestyle appeal and long-term investment flexibility. Ideally located just minutes from downtown Sarasota’s premier dining, shopping, and cultural attractions, this offering is well-suited for private ownership, redevelopment, or strategic portfolio expansion.

105 Tucker Avenue, Sarasota

$595,000
2 Beds 2 Baths Casa Blanca Villas SubDv. 34242 Zip Code
PRICE IMPROVEMENT! Now the lowest priced 2 bed/2 bath on the Gulf side of Midnight Pass plus the added bonus of in-unit laundry, this Siesta Key condo offers unmatched value! Casa Blanca is a charming Gulf-side community with a mix of cozy villas and a three-story beachfront building overlooking the Siesta Key’s world famous Crescent Beach. This residence features 2 bedrooms and 1.5 beautifully renovated baths, thoughtfully designed for comfort and convenience. The full bath is accessible from the hallway, while the primary bedroom enjoys its own private half bath. Inside, the turnkey space is light and inviting, with comfortable furnishings and subtle coastal touches that create a relaxed, welcoming feel. The kitchen is well-equipped for everything from a hearty breakfast to a seafood dinner after a day in the sun. Step outside to enjoy true beach living—an outdoor shower makes rinsing off sand a breeze, and the screened lanai offers the perfect spot to dine al fresco, unwind with a drink, or enjoy a casual game night with friends, family or neighbors. Casa Blanca allows short-term rentals (5–7 nights, owner’s choice), making this an attractive option for both personal use and income potential. Community amenities include a large, sparkling pool just a short stroll from your front door. Hop on the Breeze Trolley to enjoy the vibrancy of the north or south village, while a quick drive has you in the heart of Sarasota: home to refined arts, entertainment and eateries that are absolutely worth the trip off the island. Whether you’re looking for an investment opportunity, seasonal escape, or full-time island retreat, this villa offers the best of Siesta Key living—comfortable, flexible, and effortlessly enjoyable.

6154 Midnight Pass Road Unit A-05, Sarasota

$539,000
2 Beds 2 Baths La Linda Terrace SubDv. 34239 Zip Code
Charming Key West–style bungalow in the highly desirable Arlington Park neighborhood. Beautifully updated while maintaining original character, including hardwood floors, glass doorknobs, and detailed trim. Flexible floor plan with two potential primary suites, each with en suite baths. The light and bright kitchen features stone countertops, stainless range hood, bar seating, and a secondary sink area ideal for a wet bar. Multiple living spaces include a family room with decorative fireplace, a sun-filled Florida room perfect for an office or reading space, and a versatile bonus room for a gym, playroom, or additional workspace. Formal dining room and ample storage add to the functionality. Exterior features include a carport, extended driveway with room for a boat or golf cart, and a large fenced backyard. Separate storage/workshop space with built-ins provides additional flexibility. Ideally located just steps from Arlington Park with walking trails, pool, tennis courts, playground, and dog park. Minutes to Sarasota Memorial Hospital, downtown Sarasota, and Siesta Key. A perfect primary home, vacation retreat, or investment opportunity in one of Sarasota’s most sought-after areas.

2250 Arlington Street, Sarasota

$449,900
2 Beds 1 Baths Ringling Park SubDv. 34234 Zip Code
STEP BACK IN TIME and experience the charm of "OLD FLORIDA" in this beautifully preserved bungalow located west of North Tamiami Trail in the highly sought after Ringling Park neighborhood. Situated on a spacious lot with a large fenced backyard, private driveway, and covered carport, this 2-bedroom home showcases timeless architectural details, including gleaming terrazzo floors, graceful arched openings, and elegant plaster cove ceilings that capture the character of the 1950s. The thoughtfully updated interior features a beautifully remodeled kitchen with new cabinetry, quartz countertops, modern lighting, and newer appliances, along with an updated bathroom, All 19 windows have been replaced, an almost-new HVAC system, a 150-amp electrical panel, updated tilt-in windows throughout, restored terrazzo flooring, and luxury vinyl plank flooring in the inviting Florida room. Additional living spaces include a welcoming front porch, rear porch, spacious living room, bright Florida room, and an oversized laundry room. Adding to the home's long-term appeal, the former motel at the corner of 23rd Street and North Tamiami Trail is slated for redevelopment into Artscape Sarasota – One Stop Housing, an innovative mixed-use community designed to provide affordable housing and creative space for artists to live, work, and learn. Offering historic character, modern updates, and an outstanding location just minutes from downtown Sarasota, the Bayfront, dining, shopping, and the arts, this exceptional home is attractively priced at $449,900.

1020 23rd Street, Sarasota

$399,900
2 Beds 2 Baths Paver Park Estates SubDv. 34237 Zip Code
Virtually Staged. Extremely motivated Seller! Tremendous Value: This 2/2 property is located in Paver Park.A neighborhood in transition! A well-established neighborhood close to downtown Sarasota, Sarasota Memorial Hospital, Shopping, Public Transportation, and the renowned Mall, University Town Center. Not to mention easy access to I-75 with Tampa, a 60-minute drive. This wonderful home has been completely renovated. Including but not limited to a new roof, hurricane windows, A/C, custom-made cabinets in the kitchen, new appliances, flooring, lighting, electrical, and hurricane doors (2). Legacy Trail is out your back door. Motivated Seller. Please note that the pictures were virtually staged for marketing purposes. Please note“One or more photo(s) was virtually staged.”

2722 Nancy Street, Sarasota

$314,900
2 Beds 2 Baths Woodbrook SubDv. 34243 Zip Code
Welcome to this beautiful 2-bedroom, 2-bathroom single-family home with a 2-car garage in the highly desirable gated Woodbrook community of Sarasota, FL 34243. Offering 1,080 square feet of thoughtfully designed living space, this move-in ready home combines modern upgrades, comfort, and low-maintenance Florida living in an unbeatable Sarasota location near University Town Center (UTC).Inside, you’ll find a bright open-concept floor plan filled with natural light, spacious living and dining areas, and a well-appointed kitchen ideal for both everyday living and entertaining. Recent upgrades include a brand-new AC system (2026) and brand-new luxury vinyl plank flooring throughout the home, with tile flooring in both bathrooms for added durability and style. The private primary suite features an en-suite bathroom and generous closet space, while the split-bedroom layout offers flexibility for guests, family, or a home office.Enjoy peaceful outdoor living in a beautifully maintained gated neighborhood featuring a community pool and playground, perfect for enjoying the Florida lifestyle year-round. Located in Flood Zone X, this property offers added peace of mind with low flood risk.Ideally located just minutes from UTC shopping and dining, Nathan Benderson Park, Sarasota-Bradenton International Airport, downtown Sarasota, Lakewood Ranch, and the world-famous Gulf Coast beaches including Siesta Key and Lido Key. With convenient access to I-75, this home places shopping, restaurants, golf, entertainment, and top Sarasota attractions right at your fingertips.Whether you’re searching for a primary residence, seasonal retreat, retirement home, or investment property in Sarasota, this Woodbrook home offers exceptional value in one of Sarasota’s most convenient and desirable 34243 communities.

4735 Woodbrook Dr, Sarasota

$270,000
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
Oakwood Manor — Where Fun and Friendship Happen Move-In Ready Home in One of Sarasota’s Most Loved 55+ Communities Experience resort-style living in the heart of Sarasota at Oakwood Manor, a beautifully maintained resident-owned 55+ community spanning 90 scenic acres. Enjoy an exceptional and affordable lifestyle with low HOA fees of just $210/ month and no CDD or master association fees. Pride of ownership shines throughout this meticulously maintained 1977-built home offering 2 bedrooms, 2 bathrooms, and 1,324 square feet of comfortable living space. Truly move-in ready, the owners have carefully updated and maintained the home so you can simply unpack and enjoy. Step inside to a spacious, light-filled sunroom surrounded by windows and accented with Plantation shutters — the perfect place to enjoy your morning coffee or unwind with a good book. The large kitchen features ample storage, granite countertops, designer cabinetry, and flows seamlessly into the dining area, creating an ideal layout for everyday living and entertaining. Kitchen Features: Granite countertops Updated kitchen cabinets Refrigerator only 3 months old Dishwasher Stove and microwave Tile backsplash Recent Updates Include: Newer windows A/C replaced in 2017 (3-ton, 14 SEER) Plumbing connected to city tap in 2017 Water heater replaced in 2025 Newer gutters Screened lanai added 2 years ago Whole-house water filtration system Upgraded tie-downs Carport screws replaced Community Amenities: Residents enjoy access to an impressive array of amenities, including: Clubhouse with commercial kitchen and event stage Fitness center Library Heated pool and spacious hot tub Bocce ball and shuffleboard courts Putt-putt golf Pickleball enthusiasts will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. This spotless home is ideally situated just steps from the clubhouse, providing convenient access to community activities and social events. Conveniently located near downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and nearby hospitals, Oakwood Manor offers the perfect blend of comfort, convenience, and active Florida living. Please note: no pets, motorcycles, or RVs permitted. Whether you are searching for a seasonal retreat or a full-time residence, this exceptional home is a must-see.

3227 Bayberry Terrace, Sarasota

$229,000
2 Beds 2 Baths Barrington Woods SubDv. 34234 Zip Code
(RENT TO OWN OPTION AVAILABLE, 10K DOWN, PORTION OF RENT GOES TO PRINCIPLE. PLEASE INQUIRE FOR MORE DETAILS. GOOD CREDIT AND JOB REQUIRED.) All the upgrades added in this renovation! Luxurious living at an affordable price (reduced again to encourage offers!) less than a mile from FSU Center for Performing Arts, Ringling Museum, New World College, Asolo Theater, and SRQ (10 minutes to downtown, 15 minutes to St Armand’s Circle/Lido Key Beach, 20 minutes to Siesta Key)! This condo has been renovated beyond the usual with perks like a new reverse osmosis water system in the kitchen and water filters on both showers and bathroom sinks. There are also high-end, first-class touches like seagrass wallpaper and crown molding and gorgeous quartz countertops! Tucked into the desirable Barrington Woods (gated) complex, this is a great location for a fraction of what you would pay for a comparable unit just a couple of miles south in downtown. New hurricane windows, freshly painted interior and exterior. New roof in 2022. New A/C unit in 2022. Lots of natural light. Kitchen: new white with gold, blue, and gray marbled quartz countertops, stylish white cabinets, new stainless double sink with disposal, new faucet fixtures, new reverse osmosis tankless water filtration system, lots of cabinets and a pantry for storage. Stainless refrigerator, black glass-top stove, dishwasher. Bathrooms: new fixtures, gorgeous Victorian wooden vanities, multi-layered filtration systems on sinks so you can brush your teeth and wash your face with the cleanest water as well as shower heads. There is also a versatile Florida room (aka lanai) is fully enclosed with big sliding glass windows overlooking new landscaping (palm trees and flowers) with a new tropical ceiling fan. Gorgeous easy to care for gray waterproof laminate wood floors throughout the unit. Large family room open area for couches, tables, dining, whatever. Front-loading large-capacity washer and dryer in their own closeted area with storage shelves above. Large primary suite with walk-in closet, new stylish barn door to bath and dressing area, Charming guest bedroom with seagrass wallpaper, crown molding, baseboards and white piping on the walls. Front porch big enough for sitting or for large potted plants. Outdoor storage closet (that locks securely) for storing your gardening tools or your beach chairs or bicycle. Lawn maintenance is included. Sprinkler system and drip lines for landscaping. Sparkling pool just across the quaint wooden pedestrian bridge over the lake where birds and turtles frolic. Your own parking space in front of the unit under the cover of a carport. Plenty of guest parking available nearby. Pets allowed up to 40 lbs. Move-in ready. Furnished or not (or partial).

5061 Barrington Circle Unit 1302, Sarasota

$214,000
3 Beds 1 Baths Newtown Heights SubDv. 34234 Zip Code
Welcome to this charming three-bedroom, one-bath home offering 864 square feet of comfortable living space in the historic Newtown Heights area, just minutes from the heart of downtown Sarasota. This home offers several important updates for added peace of mind, including a 2023 roof, 2025 AC system, an updated electrical panel installed in 2016, and newer windows. Inside, you’ll find newly installed luxury vinyl plank flooring throughout the main living areas and bathroom, while the kitchen features granite countertops and plenty of potential to make the space your own. Outside, the property includes a raised storage shed in the backyard, providing additional space for tools, equipment, and storage, along with a separate exterior laundry area. Conveniently located approximately two miles from downtown Sarasota, this home offers easy access to shopping, dining, entertainment, area beaches, and I-75 for convenient travel throughout the region. Whether you’re looking for an affordable place to call home or a property with plenty of potential, this Sarasota home is ready for its next owner. Buyer to verify public records for square footage, permitting, and home details.

2947 Gillespie Avenue, Sarasota

$185,900
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
Welcome to Your Florida Lifestyle at Oakwood Manor BEAUTIFULLY UPDATED TURNKEY HOME NEAR DOWNTOWN SARASOTA AND BEACHES Live where every day feels like a vacation at Oakwood Manor — one of Sarasota’s most cherished resident-owned 55+ communities. Nestled within 90 beautifully landscaped acres inside the Sarasota city limits, Oakwood Manor offers the perfect blend of affordability, comfort, and active resort-style living — all for just $210/month HOA with no CDD or master association fees. This beautifully maintained 1976 home offers 2 bedrooms, 2 bathrooms, and 1,386 square feet of inviting living space. Being sold turnkey (excluding personal items), this home is truly move-in ready — just bring your suitcase and start enjoying the Florida sunshine. From the moment you arrive, you’ll appreciate the pride of ownership and meticulous care throughout. The bright and airy enclosed sunroom, wrapped in windows and filled with natural light, creates the perfect setting for morning coffee, afternoon reading, or gathering with friends. Inside, the spacious kitchen with abundant cabinetry flows effortlessly into the dining area, making entertaining easy and enjoyable. Both the kitchen and bathrooms have been tastefully updated, adding modern comfort while maintaining the home’s welcoming charm. Home Features & Recent Upgrades • Spacious 2-bedroom, 2-bath floor plan • Bright enclosed sunroom filled with natural light • Large kitchen with abundant cabinetry • Cooktop, wall oven, dishwasher, and refrigerator included • Updated kitchen and bathrooms • Newer windows throughout • A/C replaced in 2023 • Updated outdoor electrical service (2018) • PVC plumbing from home to street (2016) • Water heater less than 1 year old • Expanded shed featuring TWO air-conditioned rooms • Dedicated storage area • Laundry room with washer and dryer included • Decorative finished carport flooring Resort-Style Community Amenities Life at Oakwood Manor means there is always something to enjoy: • Heated swimming pool & oversized hot tub • Clubhouse with commercial kitchen & event stage • Fitness center • Library • Bocce ball & shuffleboard courts • Putt-putt golf • Active social calendar and friendly neighbors Love pickleball? You’re just a short bike ride from the Legacy Trail and its brand-new pickleball courts. Incredible Sarasota Location Enjoy being just minutes from everything that makes Sarasota special: • Downtown Sarasota • World-famous Siesta Key Beach • St. Armand's Circle shopping & dining • Sarasota-Bradenton International Airport • Nearby hospitals and medical facilities This spotless home is ideally located just steps from the clubhouse, making it easy to enjoy the community’s activities, events, and amenities. Please note: no pets, motorcycles, or RVs permitted. Whether you’re looking for a seasonal escape or a full-time Florida residence, this home offers the lifestyle you’ve been waiting for. Come discover why Oakwood Manor is one of Sarasota’s hidden gems.

3221 Sumac Terrace, Sarasota

$184,900
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN! ONE OF OAKWOOD MANORS MOST DESIRABLE PRIVATE LOT Welcome to Oakwood Manor, a highly sought-after 55+ resident-owned community located within Sarasota city limits. Nestled on 90 lush acres, this vibrant neighborhood offers an exceptional resort-style lifestyle for just $210/month. Residents enjoy an impressive array of amenities, including a lively clubhouse with commercial kitchen, event stage, fitness center, and library. Relax in the heated pool or spacious hot tub, or stay active with bocce ball, shuffleboard, cornhole, putt-putt, and ping pong. Pickleball enthusiasts will love the brand-new courts along the nearby Legacy Trail—just a short bike ride away. With a full calendar of activities and events, Oakwood Manor truly lives up to its motto: where fun and friendship happen. This move-in-ready, beautifully updated home is offered in stylish decorator colors—just bring your toothbrush! Pride of ownership is evident from the moment you step inside this spacious 2-bedroom, 2-bath home offering 1,120 sq. ft. under air. Looking for privacy? This is one of the most desirable lots in the community—no neighbors on one side and none behind. Enjoy peaceful canal views right from your dining and living areas, a rare find in Oakwood Manor. Notable Features & Updates: Plumbing from home to city tap replaced (2017) A/C replaced (2022) New roof (2023) New carport built to current building code (2024) Laminate flooring throughout (2020), New laminate flooring and subfloor replaced in both bedrooms 2026 Updated kitchen with ample storage, pantry, and wine rack Appliances: stove (2020), refrigerator (2020) Both bathrooms beautifully updated with decorator tile showers Enjoy outdoor living with a private backyard—perfect for barbecues or relaxing on cool Florida evenings. The charming front porch is another ideal spot to unwind. All of this is just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and medical facilities. Whether you're searching for a full-time residence or seasonal getaway, this home is a must-see. Purchase now and enjoy the upcoming season in your very own Sarasota paradise!

3218 Oakwood Boulevard S, Sarasota

$174,900
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! PRICED TO PERSONALIZE IN SARASOTAS BEST KEPT SECRET Welcome to Oakwood Manor, Sarasota's only resident-owned 55+ community within the city limits—where affordability, convenience, and an active social lifestyle come together. This spacious 2-bedroom, 2-bath home offers 1,344 square feet of living space and is situated on a desirable lot within the community. A large covered and screened Florida room welcomes you home and provides the perfect space for morning coffee, entertaining friends, or simply enjoying Florida's beautiful weather year-round. The attached oversized shed houses the washer and dryer and offers plenty of additional storage or room for hobbies and projects. This home is priced to give you options: • Move in and enjoy as-is • Update and personalize to your own style • Create the Florida retreat you've always wanted Major Updates Already Completed: • A/C replaced in 2021 • Electrical panel replaced in 2026 Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees, strong sense of community, and welcoming atmosphere. You'll be hard-pressed to find a better value anywhere within the City of Sarasota. Community Amenities Include: • Clubhouse with fitness center, dance floor, and library • Heated swimming pool and hot tub • Mini golf, bocce ball, shuffleboard, and cornhole • Ping-pong and pool table • Shaded gathering areas and picnic park with grill • Full calendar of social activities, events, and clubs Love pickleball? Public courts are just a short bike ride away via the Legacy Trail, located adjacent to the community. Conveniently located just minutes from downtown Sarasota, world-famous Gulf beaches, shopping, dining, cultural attractions, and major medical facilities, you'll have everything you need right at your fingertips. Community Restrictions: No pets, motorcycles, or trucks permitted

3329 Oakwood Boulevard S, Sarasota

$159,900
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
OAKWOOD MANOR — WHERE FUN, FRIENDSHIP, AND FLORIDA LIVING COME TOGETHER AFFORDABLE, ACTIVE AND ABSOLUTELY CHARMING Enjoy easy Florida living in one of Sarasota's most welcoming community where neighbors become friends and every day feels like a vacation. Located within the Sarasota city limits, Oakwood Manor is a beautifully maintained resident-owned 55+ community set on 90 lush acres. This highly sought-after neighborhood offers an exceptional and affordable lifestyle with an incredibly low $210 monthly fee, making it one of Sarasota’s best-kept secrets. Life here is all about enjoying the moment. Residents gather at the spacious clubhouse featuring a commercial kitchen, event stage, fitness center, and library. Spend your days relaxing in the heated pool or oversized hot tub, or stay active with bocce ball, shuffleboard, putt-putt, ping-pong, and the brand-new pickleball courts. The nearby Legacy Trail offers beautiful biking and walking just minutes from your door. Step inside this pristine, beautifully updated and fully furnished 2-bedroom, 2-bath home offering 1,120 sq. ft. of bright, open living space A BRAND NEW ROOF (2024) NEW 15 SEER AC WITH UPDATED DUCTWORK and updated bathrooms. Other Recent updates include: Beautifully updated bathrooms (2024) Full-size washer and dryer Refrigerator, range, and dishwasher included Freshly painted walls and ceilings in soft designer colors New Florida room flooring (2025) Perfectly located just steps from the amenity center, where you can enjoy the best of Oakwood Manor without even needing to get in the car. When you do venture out, you are only minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals. Please note: Oakwood Manor does not allow pets, motorcycles, or RVs. This isn’t just a home — it’s a lifestyle filled with sunshine, friendships, and the relaxed Florida living you’ve been dreaming of.

3312 Overcup Oak Terrace, Sarasota

$142,900
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN UPDATED, TURNKEY & CLOSE TO EVERYTHING SARASOTA OFFERS Welcome to Oakwood Manor, a sought-after 55+ resident-owned community in the heart of Sarasota. Spanning 90 beautifully maintained acres, this vibrant neighborhood offers true resort-style living at an incredibly affordable $210/month. Enjoy a full lineup of amenities including a welcoming clubhouse with commercial kitchen and stage, fitness center, library, heated pool, hot tub, bocce ball, shuffleboard, and putt-putt golf. Love pickleball? You’re just a short bike ride to the Legacy Trail with brand-new courts. (Please note: no pets, motorcycles, or RVs permitted.) This meticulously maintained 2-bedroom, 2-bath home is being sold turnkey—just bring your suitcase and start enjoying the Florida lifestyle. Step inside to a bright, sun-filled living room surrounded by windows—perfect for morning coffee or relaxing afternoons. The spacious kitchen offers abundant cabinetry and flows seamlessly into the dining area, ideal for entertaining. It comes fully equipped with stove, microwave, refrigerator, plus a washer and dryer conveniently located just steps away. **Recent updates and features include: *New laminate flooring throughout 2023 *Updated subflooring *Roof repairs (2024) *Hurricane straps on home and carport *AC with annual service contract *Tastefully updated guest bath **Located just steps from the clubhouse, you’ll have easy access to all community activities and social events. Prime Sarasota Location: Minutes to downtown, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and top medical facilities. **Move-in ready, spotless, and truly maintenance-free—this home is a must-see!

3226 Sweet Gum Terrace, Sarasota