Bungalow Homes For Sale In Sarasota - Sarasota FL Real Estate

3 Beds ⋅ 2 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code

Rarely available in Cherokee Park, widely regarded as one of Sarasota’s most desirable West of Trail neighborhoods, 1722 North Drive presents an extraordinary opportunity on a remarkably oversized 150-by-150-foot homesite with an impressive 150 feet of street frontage. Significantly larger and more generously proportioned than many properties in the neighborhood, the square parcel offers the scale, symmetry, and flexibility increasingly difficult to find in Sarasota’s most established luxury enclaves. Cherokee Park is distinguished by its quiet, tree-lined streets and an architectural landscape where beautifully restored historic residences sit alongside prominent new custom homes designed and built by some of Sarasota’s most respected architects and builders. Within that setting, this property stands apart. Mature, century-old oak trees frame the perimeter, creating a park-like canopy of privacy, shade, and character while leaving the heart of the lot remarkably open. The combination of its ideal square configuration, substantial street presence, and undisturbed tree canopy creates a compelling canvas for a future luxury residence, with room to build a custom home, pool, outdoor living areas, and landscaped grounds without overwhelming the site. The existing home is charming, comfortable, and move-in ready, giving its next owner the flexibility to enjoy the property immediately, renovate over time, or hold it while designing a future custom residence. Recent improvements include a new air-conditioning system, hot water heater, sewer line, and resurfaced pool, all completed in 2024. A separate bonus space offers an ideal setting for a work-from-home office, art studio, gym, or creative retreat. Located just moments from Southside Elementary School and close to Southside Village, downtown Sarasota, the bayfront, and Sarasota Memorial Hospital, 1722 North Drive combines one of the city’s most coveted residential settings with the dimensions and character of a truly distinctive homesite. Whether enjoyed as it stands today or reimagined as a significant new estate, this is a rare opportunity to secure an unusually substantial parcel and lasting value in the heart of Cherokee Park.

1722 North Drive, Sarasota

$2,600,000

4 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

Stroll to the Village. Walk to the Beach. Cruise to the Gulf of Mexico. Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience, and the quintessential Siesta Key lifestyle are prepared for you to move in ready. A brief stroll from the vibrant energy of Siesta Key Village and the quartz sands of Siesta Beach. With an astounding approximately 240 feet of private seawall and offering long-range canal views creating a lagoon-like setting, this opportunity simply cannot be replicated. While offering crisp, clean lines of modern contemporary style, the infrastructure is strictly 2026-ready. This unique residence provides both luxurious aesthetic appeals, featuring a fully updated chef’s kitchen and designer baths, and "invisible luxury". The peace of mind that comes from the resilience of a durable metal roof, new seawall, and all-new high-velocity hurricane windows and doors, new flooring, wood burning fireplace, and new electrical, plumbing, as well as new three-zone HVAC and mechanical systems, has been thoughtfully provided. And, for your peace of mind, professional night vision high-tech security cameras and systems were installed in 2026. The preferred split plan offers three additional bedrooms, including a private guest suite with its own separate entrance and ensuite bath. Life at 339 Treasure Boat Way centers around the water. Venture out onto the paved, open-air pool deck to find a 2026 freshly re-finished Aqualink-controlled, saltwater, heated pool and spa with LED lighting. Enjoy gentle, golden morning sun and cool, shaded afternoons—perfect for entertaining and alfresco dining. An oversized detached two-car air-conditioned garage, fenced yard for pets, and ample guest parking.

339 Treasure Boat Way, Sarasota

$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

$1,125,000

3 Beds ⋅ 3 Baths ⋅ Skye Ranch Neighborhood Four North SubDv. ⋅ 34241 Zip Code

THE DESIGNER RESIDENCE | 10168 SILENT NIGHT LANE A DESIGNER RESIDENCE WITH A VIEW THAT CANNOT BE REPLICATED. Welcome to an exceptional Sarasota residence where award-winning design, an extraordinary homesite, and resort-style living come together in remarkable fashion. Located within the highly sought-after Skye Ranch community, 10168 Silent Night Lane is a sophisticated 3-bedroom, 3-bathroom residence with a dedicated office, professionally curated by an award-winning designer whose vision is evident throughout every beautifully considered space. This is not simply a home with upgrades—it is a fully realized design experience. From the moment you enter, a refined and cohesive aesthetic unfolds through thoughtfully selected finishes, lighting, fixtures, architectural details, and designer touches. The result is a residence that feels polished, contemporary, and distinctly elevated while remaining warm and exceptionally livable. The true showstopper, however, may be found beyond the glass. Set on an expansive homesite with an extraordinary backdrop of two tranquil ponds and sweeping green space, the property enjoys a sense of openness and privacy that is increasingly difficult to find. Rather than looking directly into neighboring homes, the view extends across water and natural open space, creating a peaceful backdrop that changes beautifully throughout the day and becomes particularly captivating as the sun begins to set. Inside, the thoughtfully designed floor plan offers exceptional flexibility. The three bedrooms provide comfortable accommodations for family and guests, while the dedicated office creates an elegant private environment for working from home, reading, or simply escaping the pace of everyday life. The beautifully appointed living spaces are equally suited to quiet mornings and sophisticated entertaining. Then comes the lifestyle. As a resident of Skye Ranch, you are surrounded by an impressive collection of resort-style amenities designed to make every day feel like a getaway. The community's lifestyle offerings include resort-style pools, fitness facilities, tennis, pickleball, bocce, indoor basketball, rock climbing, sports fields, parks, dog parks, gathering spaces and an extensive network of scenic trails through the community's natural landscape. And beyond the gates, Sarasota delivers the lifestyle that has made this destination one of Florida's most coveted places to call home—world-class beaches, exceptional dining, cultural attractions, golf, boating and an extraordinary year-round outdoor lifestyle. Some homes are upgraded. Others are designed. Some homes have a view. Others have a setting. 10168 Silent Night Lane offers both. A professionally designed residence. An exceptional homesite. Two ponds and expansive green space. And the extraordinary lifestyle of Skye Ranch. This is not simply a place to live—it is a home designed to be experienced.

10168 Silent Night Lane, Sarasota

$1,000,000

2 Beds ⋅ 2 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code

Discover the charm of downtown Sarasota from this expertly renovated residence in the heart of the coveted Laurel Park Arts District. Combining the character of a 1922 home with the comfort and style of modern living, this private, gated property is just moments from Main Street, Sarasota Bay, St. Armands Circle, Lido Beach, award-winning dining, boutiques, galleries and the city's vibrant arts and entertainment scene. Inside, the open-concept design features a stunning quartz island, beautifully updated kitchen and baths, custom closets and designer finishes throughout. The two-bedroom, two-bath main residence is complemented by a separate flex building with additional living space and a private laundry room, ideal for guests, a home office or creative studio. Outside, enjoy a fully fenced backyard with paver walkways, a lounging deck, covered carport, storage shed and outdoor shower. Major updates include a 2024 metal roof, 2023 HVAC, updated plumbing and a 2022 electrical panel. Offered fully furnished, this exceptional property is ready to enjoy.

1841 Laurel Street, 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

$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

$774,900

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

$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

$599,000

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

$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

$569,000

2 Beds ⋅ 1 Baths ⋅ Hibiscus Park SubDv. ⋅ 34239 Zip Code

Great Opportunity to own your own Mid Century block built cottage near Sunnyside Park, Arlington Park and Sarasota Memorial Hospital, Or build NEW on the 9681 sq ft lot.... Ready to move right in, this 2 bedroom 1 bath home ...Enjoy the great back yard. AC 2014, Roof 2019.. Hot Water Heater 2020.....Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential.

2165 Sunnyside Lane, Sarasota

$385,000

2 Beds ⋅ 2 Baths ⋅ Mead Helen D SubDv. ⋅ 34231 Zip Code

Virtually Staged. Welcome to this charming 2-bedroom, 2-bath home in Sarasota’s desirable Vamo area with NO HOA! Offering 1,039 square feet of living space and a 1-car garage, this home features an UPDATED KITCHEN & BATHS, a NEW ROOF (2022), and HURRICANE-RATED WINDOWS & DOORS (2023), offering added peace of mind. Step outside to a spacious backyard with a covered deck, perfect for relaxing, entertaining, or enjoying Florida’s year-round outdoor lifestyle. Conveniently located near shopping, dining, entertainment, and everyday necessities, with the world-famous beaches of Siesta Key just a short drive away. Outdoor and water enthusiasts will love being close to Vamo Park, where you can launch a kayak and enjoy Little Sarasota Bay, with a public boat ramp also just a short drive away. With NO HOA, major improvements already completed, and a sought-after South Sarasota location close to beaches and the bay, this home is a great option as a primary residence, seasonal getaway, or investment property. Come experience the convenience and lifestyle of the Vamo area!

1840 Rita Street, Sarasota

$369,000

2 Beds ⋅ 2 Baths ⋅ Orange Grove Park SubDv. ⋅ 34232 Zip Code

Welcome to this rare and captivating Sarasota cottage! Located in a central neighborhood, this classic bungalow seamlessly blends charming character with modern luxury upgrades. Entering through the welcoming foyer, you are greeted by wood floors that flow through a bright and airy layout. The heart of the home is a fully remodeled,a stunning kitchen featuring soft-close cabinetry, display glass inserts, high-end white Café series appliances, elegant gold/bronze hardware, and Level 3 granite countertops. The primary suite serves as a private retreat, offering dual closets with handcrafted custom cedar swinging doors, and an en-suite bathroom. Step outside into an exceptional backyard oasis designed for living and entertaining.Featuring a custom wooden pergola, a dedicated concrete patio for outdoor lounging, and a separate storage shed. The highlight of the exterior is a spacious, fully air-conditioned (240 sq ft) workshop matching the home’s charming aesthetic, complete with dedicated power—ideal for an art studio, home office, or hobby space. A unique, move-in-ready gem offering unparalleled character and location!

2520 Huntington Avenue, Sarasota

$359,000

2 Beds ⋅ 2 Baths ⋅ Bee Ridge Farms Sub SubDv. ⋅ 34233 Zip Code

Welcome to this adorable 2-bedroom, 2 bath home sitting on just over ¼ acre!! Newer roof, A/C, HWH, kitchen appliances and a fence making the rear and side yard a private sanctuary. The owner added custom built-ins in the kitchen and family room. Both baths add a mid-century feel with their vintage tile scheme and colors and complement the terrazzo floors. This home has a laundry area off the garage that leads to an air-conditioned studio. The seller was a painter, and this studio provided peace and tranquility and didn’t interfere with the activities within the main home. The studio also has a separate entrance to the rear yard. Experience the charm of this home and live within one of Sarasota’s finest rated school districts. Convenient to all major highways, beaches and shopping!

4951 Sawyer Road, Sarasota

$349,900

2 Beds ⋅ 1 Baths ⋅ Park East Mhp Tpp SubDv. ⋅ 34237 Zip Code

Sweet Downtown Sarasota Cottage with Timeless Southern Charm - Charming, inviting, and full of character, this delightful 2-bedroom, 1-bath cottage captures the essence of old-Florida living in the heart of Downtown Sarasota. Framed by a classic picket fence and welcoming front porch, this is the kind of home that immediately feels special. Picture yourself relaxing with a glass of sweet tea on the porch, enjoying the easy pace of cottage living, then strolling to some of Sarasota’s wonderful restaurants, shops, galleries, and cultural destinations just beyond your doorstep. Inside, timeless details and thoughtful improvements create a warm and comfortable atmosphere. Beautiful hardwood floors grace the main living spaces, while built-in kitchen features add the character and charm that are increasingly hard to find in today’s homes. With 8-foot ceilings and an inviting layout, the home offers an appealing blend of vintage personality and everyday functionality. Numerous updates provide peace of mind, including new windows (2021), new refrigerator (2019), new washer and dryer (2019), new ceiling fans (2019), added insulation (2019), and new vinyl fencing (2019), roof is few years old and electric totally updated. Whether you’re searching for a charming primary residence, a Sarasota getaway, or an income-producing property, this cottage offers exceptional versatility. Located within Sarasota’s Downtown Neighborhood (DTN) district, the property is surrounded by the energy and convenience of downtown while retaining the intimate feel of a true neighborhood. There is no HOA and no CDD fee, and the property is located in the X flood zone, meaning flood insurance is not required by the lender based on the information provided. Enjoy downtown dining, shopping, art, entertainment, and cultural attractions virtually at your doorstep, with convenient access to bus routes and the beautiful Gulf beaches.

2048 5th Street, Sarasota

$324,777

2 Beds ⋅ 1 Baths ⋅ Homedale SubDv. ⋅ 34232 Zip Code

A RARE SLICE OF OLD FLORIDA IN THE HEART OF SARASOTA! Tucked away in a surprisingly peaceful, semi-secluded setting, this charming 1932 cottage sits on an exceptional .45-ACRE HOMESITE—nearly 20,000 square feet of land with a wonderfully private, almost country-like feel. Located on a quiet dead-end street in an off-the-beaten-path pocket of Sarasota, this is anything but the typical small-lot property. The cozy 2-bedroom, 1-bath cottage offers vintage character and an opportunity to enjoy it as it is, make it your own, or explore the possibilities this unusually large property may offer. DREAMING OF BUILDING A NEW HOME WHILE KEEPING THE EXISTING COTTAGE? With approximately .45 acres and RSF2 zoning, the property's size creates an intriguing opportunity to investigate whether the existing home could potentially remain as an Accessory Dwelling Unit (ADU) while a future dream home is constructed on the property, subject to applicable Sarasota County zoning, permitting, setbacks and other governmental requirements. Buyers should independently verify their intended use with the appropriate authorities. The expansive grounds provide abundant space for gardening, outdoor living, pets, hobbies, recreational vehicles and all the toys, while existing outbuildings provide additional storage and utility. Mature vegetation and generous separation from neighboring properties enhance the property's peaceful, tucked-away atmosphere. NO HOA and Flood Zone X add even more appeal. Here you'll find an increasingly difficult combination to duplicate in Sarasota: LAND, PRIVACY, CHARACTER AND LOCATION. It feels refreshingly removed from the typical suburban setting while remaining convenient to shopping, dining, downtown Sarasota, I-75 and everything the Suncoast has to offer. Whether you're looking for an Old Florida cottage, room to spread out, a unique homesite for your future dream home, or a property with intriguing long-term possibilities, 900 Bokhara Place deserves a look. BRING YOUR VISION—AND DISCOVER JUST HOW MUCH POSSIBILITY CAN FIT ON NEARLY HALF AN ACRE IN SARASOTA!

900 Bokhara Place, Sarasota

$299,900

2 Beds ⋅ 2 Baths ⋅ Woodbrook SubDv. ⋅ 34243 Zip Code

PRICE REDUCTION!! 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

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