Location: Sarasota , 34232
Do Not Show Listings
4471 TRAILS DR, SARASOTA, FL 34232
$525,000106 Days on yellowkey MLS ID: A4683777
REDUCED by $25,000 (4.5%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1721 Built: 1987Monthly Fee: $193 Tax: $3,485 (2025)Community: TimberlakesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,485
Elementary School: Brentwood Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Fresh new price, same incredible lifestyle. Welcome to this beautifully maintained 3-bedroom, 2-bath single-family home in The Lakes, a sought-after community in the heart of Sarasota. Offering 1,721 square feet of comfortable living space, this residence features a thoughtfully designed split-bedroom floor plan that balances privacy with everyday functionality. Enjoy added peace of mind with a 2023 roof and hurricane protection, including impact windows and/or shutters, providing both security and energy efficiency. The spacious living and dining areas flow seamlessly to a screened porch — the perfect spot for morning coffee or relaxing evenings overlooking the private, tree-lined backyard. The serene outdoor setting creates a peaceful retreat with plenty of room to entertain, garden, or simply unwind. Residents of The Lakes enjoy an impressive array of amenities, including one clubhouse and two community pools, tennis and basketball courts, a fitness center, and scenic walking trails. Ideally located in central Sarasota, you’re just minutes from world-class beaches, exceptional dining, premier shopping, and the area’s vibrant cultural attractions.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
4420 OAK VIEW DR, SARASOTA, FL 34232
$790,00078 Days on yellowkey MLS ID: A4687864
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $9,900 (1.2%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2253 Built: 1988Monthly Fee: $172 Tax: $2,990 (2025)Community: Lakes Estates 3 Of SarasotaSingle Family
Taxes:$2,990
Remarks: Under contract-accepting backup offers. Don’t miss this rare opportunity to own a BEAUTIFULLY RENOVATED AND PROFESSIONALLY DESIGNED HOME in the highly desirable Lakes Estates community of Sarasota. Ideally situated on a quiet street, this home offers stunning curb appeal, thoughtful design, and an exceptional blend of modern upgrades and timeless character. From the moment you arrive, you’ll be impressed by the attention to detail, high-end finishes, and inviting indoor/outdoor living spaces that make this property truly special.This spacious 2,253 sq ft home features 3 BEDROOMS, 2 BATHROOMS, and a 2-CAR GARAGE (with a BONUS 4TH BEDROOM not reflected in county records). At the heart of the home is an ALL NEW HIGH-END KITCHEN featuring MARBLE COUNTERTOPS AND BACKSPLASH, NEW DESIGNER APPLIANCES, a CUSTOM RANGE HOOD, breakfast nook, soft-close cabinetry, and HIGH-END DESIGNER LIGHTING AND FIXTURES—perfect for both everyday living and entertaining. Just off the kitchen, you’ll find an OVERSIZED LAUNDRY ROOM WITH CUSTOM CABINETS and a utility sink, providing both convenience and ample storage. The home’s SPLIT FLOOR PLAN offers privacy, with the master suite located off the great room, with two bedrooms and a bath tucked away on the opposite side of the home. The ALL NEW SPA-LIKE MASTER SUITE is a true retreat, featuring a CUSTOM GLASS-ENCLOSED SHOWER, DUAL SINKS, sleek cabinetry, designer lighting and fixtures, skylight, and a LARGE WALK-IN CLOSET WITH BUILT-IN STORAGE. Enjoy direct access to the lanai through a POCKET SLIDING DOOR, as well as a unique private outdoor seating area accessible from the master bath—perfect for quiet mornings or evening relaxation. The GREAT ROOM showcases VAULTED CEILINGS WITH AN EXPOSED BEAM, creating a bright and open atmosphere. A stunning ELECTRIC FIREPLACE WITH CUSTOM STONE FACADE AND WOOD MANTLE serves as the focal point, flanked by MATCHING ARCHED BUILT-IN BOOKSHELVES with custom cabinetry and marble countertops. Seamlessly blend indoor and outdoor living with TWO SETS OF OVERSIZED POCKET SLIDING DOORS that open to the covered and fully screened lanai—ideal for entertaining or enjoying Florida’s beautiful weather year-round. The LARGE, OPEN BACKYARD offers plenty of room to design your dream pool and outdoor oasis, while the front yard features NEW SOD and mature landscaping that enhances the home’s curb appeal. Additional upgrades include NEW FLOORS, NEW LIGHTING, CUSTOM TILE, and FRESH PAINT (interior and exterior), along with a FIVE ZONE IRRIGATION SYSTEM, NEW WINDOWS (2026), NEW ROOF (2023), AC (2012), and a 2-CAR GARAGE WITH NEW EPOXY FLOOR COATING. Residents enjoy access to community amenities including a CLUBHOUSE, FITNESS CENTER, POOL, AND TENNIS COURTS. Conveniently located just a short drive to downtown Sarasota, top-rated schools, dining, shopping, and the area’s WORLD-FAMOUS GULF BEACHES, this home offers the perfect combination of comfort, style, and location. Don’t miss your chance to own this MOVE-IN READY, ONE-OF-A-KIND PROPERTY in one of Sarasota’s most convenient and sought-after areas. Schedule your private showing today!
Listing is courtesy of: INTEGRA REALTY GROUP INC (941-527-8700)
Listing Agent: Tori Krebs (360-719-0781)
1315 WESTPORT LN #1412, SARASOTA, FL 34232
$289,0001 Day on yellowkey MLS ID: A4696836
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1861 Built: 1972Monthly Fee: $620 Tax: $3,694 (2025)Community: Village Green Forest Lake 14Villa
Taxes:$3,694
Elementary School: None
High School: None
Middle School: None
Remarks: Experience carefree Florida living in this beautifully updated contemporary villa located in a desirable 55+ community. This elegant two-bedroom, two-bath residence with a one-car garage showcases an open-concept design enhanced by designer porcelain tile flooring throughout, custom cabinetry, quartz countertops, and premium Wolf appliances. Smart home features, LED lighting, Hunter Douglas blinds, and impact windows provide both style and peace of mind. The spacious floor plan flows effortlessly to a private setting overlooking some of the community's most lush and picturesque Florida foliage. Just steps away, residents enjoy easy access to the sparkling community pool and shuffleboard courts, creating the perfect backdrop for an active and social lifestyle. Major updates create exceptional value, including a new A/C system (2022) with Nest thermostat, water heater (2020), and both tile and flat roofs replaced in 2017. Lawn care is included, allowing more time to enjoy everything Florida has to showcase. Whether relaxing among the tropical landscaping or gathering with friends at the pool, this villa delivers the ideal combination of sophistication, comfort, and low-maintenance living. Close by are several Sarasota famous restaurants. In 1972 the construction of these villas was superior and sound. Built to last!
Listing is courtesy of: DENISE OYLER PA (941-914-6526)
Listing Agent: Denise Oyler (941-914-6526)
3720 ALLENWOOD ST, SARASOTA, FL 34232
$499,90064 Days on yellowkey MLS ID: A4689606
REDUCED by $20,000 (3.8%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1971 Tax: $2,836 (2025)Community: Glen Oaks Cntry Club EstatesSpa: YesSingle Family
Taxes:$2,836
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to this well-maintained, zen-inspired pool home in the Glen Oaks Country Club Estates community of Sarasota, offering a functional layout, recent upgrades and convenient access to the area’s key destinations. Perfect home for season or an investment property as short term rentals are permitted. Set on a 0.22-acre lot, this single-family home features 2,115 total square feet of living space with two bedrooms, two baths, a Florida room and a two-car garage. The interior includes new luxury vinyl tile flooring a flexible floor plan designed for everyday living, designer finishes, a ship-lapped accent wall and crown molding. A separate dining room and additional flex space provide options for a home office or study. The kitchen is appointed with granite countertops and connects seamlessly to the main living areas. The primary suite offers a walk-in closet and shower with designer finishes. Outdoor features include a south-facing pool enclosed within a spacious screened lanai, creating a private and peaceful setting for year-round use. The fully fenced yard includes a dedicated dog run, while xeriscape landscaping supports low-maintenance living. Recent improvements include a roof, A/C, and water heater replacement in 2023 as well as all new plumbing lines in 2026. Hurricane shutters are in place. The property is not located in a flood zone, and the homeowner's association fee is voluntary. You could not ask for a better central location near Bobby Jones Golf Course and the Ed Smith Stadium, home to the Orioles Spring Training; this residence is within approximately three miles of downtown Sarasota, with access to Gulf beaches, dining and cultural amenities, as well as being only six miles from the UTC mall, offering great shopping, dining and entertainment options close by. This home is move-in-ready and represents pride of ownership with many unique features.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
5176 CEDAR HAMMOCK LN, SARASOTA, FL 34232
$319,9002 Days on yellowkey MLS ID: A4696717
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 1984Monthly Fee: $33 Tax: $2,077 (2025)Community: Cedar HammockSpa: NoVilla
Taxes:$2,077
Elementary School: Gocio Elementary
Remarks: Virtually Staged. Welcome to this beautifully updated 2-bedroom, 2-bathroom home in the highly desirable Cedar Hammock community - offering exceptional value and move-in ready comfort. Step inside to an open, light-filled layout featuring newer luxury vinyl plank flooring, updated ceilings, recently painted inside and out, creating a clean, modern feel throughout. The kitchen has been tastefully upgraded with white shaker-style cabinetry, and stainless-steel appliances, making it both stylish and functional for everyday living. The lanai has been converted to a bonus room providing additional living space for your enjoyment. You will be able to enjoy the cool Florida winter evenings in front of your stone-faced wood burning fireplace in the great room. The bathrooms have been tastefully updated providing a clean and modern feeling. The Home provides flexible living space perfect for relaxing or entertaining. A one-car garage and inviting outdoor space with a fenced yard adds to the home’s overall appeal. Major systems are in solid condition, including a newer roof and HVAC system, providing added peace of mind. Located in a quiet neighborhood with ultra-low HOA fees, this home is just minutes from shopping, dining, downtown Sarasota, and world-famous Gulf beaches. Don’t miss this opportunity. Homes in Cedar Hammock rarely come available in this condition and price range. Schedule your showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Dave Clapp (941-376-1443)
4204 PRAIRIE VIEW DR, SARASOTA, FL 34232
$625,0002 Days on yellowkey MLS ID: A4694531
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1503 Built: 1987Monthly Fee: $39 Tax: $4,635 (2025)Community: Settlement TheSpa: YesSingle Family
Taxes:$4,635
Elementary School: Fruitville Elementary
Remarks: This is the One! See for yourself this wonderful spacious pool home on a rare half-acre lakefront lot in a prime Sarasota location! This split-bedroom floor plan offers the perfect blend of comfort, privacy, and outdoor living. Inside, you'll find vaulted ceilings in the living room, wood-look ceramic tile flooring throughout the main living areas, and a beautifully appointed kitchen featuring granite countertops, stainless steel appliances, a tiled backsplash and ceiling-height cabinetry. The family room centers around a cozy wood-burning fireplace, creating a warm and inviting space for gathering with family and friends. Head over to the primary suite designed as a private retreat with French doors, a custom closet, granite vanity, and a custom walk-in shower - the perfect set up to both unwind and start your days! Step outside to the expansive screened lanai with a covered entertaining area overlooking the lake. Enjoy the resort-style outdoor living with an in-ground solar heated pool and spa, paver patio, fenced backyard, fire pit area, and stunning views. Ideal location just minutes from Downtown Sarasota, Lido Beach, St. Armands Circle, UTC, Nathan Benderson Park, and I-75, this exceptional property offers space, convenience, and the Florida lifestyle you've been searching for! Call now to schedule a tour for yourself!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
1881 SUMMER WALK CIR, SARASOTA, FL 34232
$469,00010 Days on yellowkey MLS ID: A4695685
0 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1524 Built: 2001Monthly Fee: $50 Tax: $5,028 (2025)Community: SummerwoodSingle Family
Taxes:$5,028
Remarks: Under contract-accepting backup offers. TENANT OCCUPIED. Please schedule showings between 10:00 AM and 3:00 PM. No showings available on Sundays. Thank you for respecting the tenant’s schedule. CUL-DE-SAC LOCATION in the desirable Summerwood community! This UPDATED 3 BEDROOM, 2 BATH POOL HOME offers 1,524 square feet of thoughtfully designed living space with numerous upgrades throughout. MAJOR FEATURES INCLUDE: NEW ROOF (JULY 2023), HURRICANE-IMPACT WINDOWS (2021), HEATED POOL, SOLAR PANELS, TESLA POWERWALL BACKUP BATTERY, TANKLESS WATER HEATER (JANUARY 2024), NEST THERMOSTAT, and KEYLESS ENTRY. ADDITIONAL RECENT IMPROVEMENTS INCLUDE: A/C SYSTEM (2017), HEAT STRIP REPLACED (2023), and OUTDOOR A/C UNIT SERVICED (2025). The kitchen features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, DARK WOOD CABINETRY, TILE BACKSPLASH, FARMHOUSE SINK WITH SENSOR FAUCET, SMART REFRIGERATOR, and a convenient EAT-IN DINING AREA. WOOD-LOOK CERAMIC TILE FLOORING runs throughout the home. The open floor plan includes separate living and dining spaces plus a spacious family room with SLIDING GLASS DOORS leading directly to the screened lanai and pool area. The PRIVATE SCREENED POOL AREA is ideal for entertaining and includes a COVERED LANAI, CEILING FAN, and FENCED BACKYARD. The SPLIT BEDROOM FLOOR PLAN provides privacy for owners and guests. The primary suite offers FRENCH DOORS TO THE POOL, WALK-IN CLOSET, DUAL VANITIES, and an UPDATED WALK-IN SHOWER. Two additional guest bedrooms share an updated guest bathroom. CONVENIENTLY LOCATED JUST 4 MINUTES TO I-75, providing easy access to shopping, dining, beaches, and commuting routes. ENERGY EFFICIENT. STORM READY. MOVE-IN READY.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Dan Lussier (941-900-7122)
3842 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$479,90065 Days on yellowkey MLS ID: A4689406
2 Days Off yellowkey (back on 5/18/2026)
REDUCED by $20,000 (4.0%) on 05/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1984Monthly Fee: $471 Tax: $4,160 (2025)Community: Glen Oaks Manor Homes Phase 2Spa: NoVilla
Taxes:$4,160
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT | Serene end-unit courtyard pool home with expansive, open views of majestic oak trees and sky, offering a tranquil, zen-like retreat immersed in nature. Welcome to one of Sarasota’s most charming hidden gems in Glen Oaks Manor. Nestled among beautiful mature oak trees that frame the property with shade, privacy, and timeless character, this beautifully renovated end-unit villa offers the perfect blend of comfort, lifestyle, and location. Designed for effortless Florida living, this residence features an open-concept layout filled with natural light, contemporary tile flooring, and inviting living spaces ideal for both relaxing and entertaining. The updated kitchen showcases sleek granite countertops, stainless steel appliances, and seamless flow into the main living areas. Step outside and discover your own private courtyard pool surrounded by peaceful greenery — a spectacular outdoor space to enjoy Sarasota’s year-round sunshine, entertain guests, or simply unwind in complete tranquility. The spacious split-bedroom floor plan offers privacy and functionality, while the oversized two-car garage provides additional storage and convenience. Located in the highly desirable Glen Oaks Manor community, residents enjoy scenic walking trails, ponds, lush landscaping, and a serene park-like atmosphere. Just minutes from Downtown Sarasota, UTC shopping and dining, Benderson Park, golf, beaches, supermarkets, and everyday conveniences, this property delivers the ideal Sarasota lifestyle in an exceptional location. Whether you are searching for a full-time residence, seasonal retreat, or investment opportunity, this private pool villa offers a rare combination of charm, space, nature, and location. Schedule your private showing today.
Listing Agent: Blair Schrock (970-666-1240)
3259 BENEVA RD #101, SARASOTA, FL 34232
$203,00073 Days on yellowkey MLS ID: A4687468
REDUCED by $10,000 (4.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 876 Built: 1975 Tax: $1,509 (2025)Community: Village Brooke Sec 1Condo
Taxes:$1,509
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: This move-in ready, model-like condo features impact windows and sliders and tile flooring throughout. The fully remodeled kitchen offers quartz countertops, updated cabinetry, stainless steel appliances, and a new A/C system for added comfort and efficiency. Located in a well-managed community with some of the lowest fees in Sarasota, residents enjoy excellent amenities including two community pools, two tennis courts, pickleball, a fitness center, shuffleboard, and a clubhouse. The picturesque grounds feature tree-lined streets, tranquil ponds, gazebos, and barbecue areas. Perfectly situated in a central location, just minutes from Sarasota Memorial Hospital, downtown Sarasota, world-class beaches, and the Legacy Trail, along with premier arts, dining, and shopping. Maintenance-free living at its finest.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
5015 BROOKMEADE DR, SARASOTA, FL 34232
$250,0003 Days on yellowkey MLS ID: N6144658
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 900 Built: 1970 Tax: $1,018 (2025)Community: Ridgewood Estates 08 AddSingle Family
Taxes:$1,018
Remarks: Highest & Best due Monday, June 15th. Seller reserves the right to accept any acceptable offer prior to the deadline. Welcome to 5015 Brookmeade Drive, a centrally located Sarasota gem offering comfort, convenience, and opportunity. This 3-bedroom, 1-bath residence features approximately 900 square feet of living space with a functional layout, tile flooring throughout, updated bathroom and an abundance of natural light. Newer Roof and A/C system installed in 2022. The efficient galley-style kitchen offers a practical design that maximizes functionality and flow, while the open living and dining areas create an inviting atmosphere for everyday living. Step outside and discover a spacious backyard filled with possibilities. Whether you envision a private tropical retreat, outdoor entertaining space, garden, or future enhancements, this property provides the perfect canvas to bring your vision to life. A screened front patio provides the perfect spot to enjoy your morning coffee, unwind in the evening, or take advantage of Florida's beautiful weather year-round. Ideally situated in the heart of Sarasota, you'll enjoy easy access to I-75, downtown Sarasota, shopping, dining, parks, and the area's world-famous Gulf Coast beaches. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this property offers exceptional value and unlimited potential in a highly desirable location.
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
742 SHORECREST DR, SARASOTA, FL 34232
$550,00099 Days on yellowkey MLS ID: A4684004
REDUCED by $25,000 (4.3%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2295 Built: 2002Monthly Fee: $55 Tax: $6,781 (2025)Community: The Oaks At Woodland Park Ph 1Single Family
Taxes:$6,781
Remarks: ***3 Bed 2 bath with Flex Room, living room and den*** Gorgeous lakeside residence in The Oaks at Woodland Park, tucked away on a winding road under a canopy of majestic oaks. The setting is incredibly peaceful with constant bird activity around the lake. With its recent price reduction, peaceful water views, this property stands out as a rare opportunity for buyers seeking lifestyle and location in one complete package. The updated kitchen, master bathroom and the guest bathroom have gorgeous quartz countertops throughout with new cabinetry. The kitchen has a beautiful breakfast bar that looks out to the lake. The master bathroom has a large frameless shower with a French style tub and dual closets. A new HVAC system was installed in 2024 and the roof was replaced in 2021. Beautiful landscaping enhancements have been made in the front yard. The lanai overlooks the water and creates the perfect place to relax, dine, or enjoy Sarasota’s year-round sunshine. The sense of serenity in the home is unmatched, even though you’re just minutes from downtown Sarasota, world class beaches, and easy I-75 access.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Shaune Harper Kimbler (941-586-1394)
5654 AARON CT, SARASOTA, FL 34232
$539,90012 Days on yellowkey MLS ID: O6412415
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2805 Built: 2010Monthly Fee: $71 Tax: $5,673 (2025)Community: Oak VistasSingle Family
Taxes:$5,673
Remarks: Virtually Staged. Located in a well-established Sarasota neighborhood, this inviting home offers a comfortable and functional layout with warm living spaces that can easily adapt to a variety of lifestyles. The interior features a practical flow that supports both everyday living and entertaining, with plenty of potential to personalize and truly make it your own. Enjoy a convenient location close to shopping, dining, parks, schools, and major roadways, placing you just minutes from everything Sarasota has to offer. Whether you’re looking for a primary residence, seasonal getaway, or investment opportunity, this property delivers an excellent combination of location, comfort, and potential.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Michael Mcgee (678-846-2807)
4150 WEBBER ST, SARASOTA, FL 34232
$375,00029 Days on yellowkey MLS ID: N6144350
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1649 Built: 1958 Tax: $780 (2025)Community: Webber Heights SubSingle Family
Taxes:$780
Remarks: Virtually Staged. BACK ON MARKET - BUYERS CIRCUMSTANCES CHANGED. ROOF June 2025 with 3-year transferable warranty; A/C December 2024 (Trane XR); Cast iron sewer pipes lined 2021; 16x22 SCREENED LANAI ADDED; LARGE FENCED YARD; NEWER STAINLESS APPLIANCES; All of your big-ticket items have been taken care of! NO HOA - BRING YOUR TOYS; Centrally located. This 3 bedroom, 2 bath, 1 car garage home has 1647 sq ft living area. Enjoy the split floor plan with the Kitchen and Family room serving as the homes anchor. The kitchen has been updated with cabinetry and countertops and has recessed can lighting; perfect for a home chef! There is a breakfast bar for a quick meal or the adjacent dining room if more space is needed. The split floor plan has two nice size bedrooms and bath located on the opposite side of the home. The primary bedroom has an en-suite with a walk-in closet. The large family room is just off the kitchen with plenty of space for hanging out! There is a small bonus room off the family room perfect for an office, craft space or workout room. This is where you access the large, screened lanai and huge backyard that can be used for parking your boat, camper or, letting the dog roam, or playing with the kids. House comes with a riding lawn mower and a 55-inch Tv in the primary bedroom! Whether you are looking for a family home or an investment property, this home is worth a peak! Just moments from the Legacy Trail, Downtown Sarasota, UTC, beaches, and major roadways close by no matter your destination!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-485-5421)
Listing Agent: Jo-Anne Sckowska, P.A (941-321-8975)
4431 FRUITVILLE RD, SARASOTA, FL 34232
$665,900134 Days on yellowkey MLS ID: A4680419
1 Days Off yellowkey (back on 5/10/2026)
REDUCED by $18,100 (2.6%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1954 Tax: $6,493 (2025)Community: Not Part Of A SubdivisionSpa: NoSingle Family
Taxes:$6,493
Remarks: Under contract-accepting backup offers. Virtually Staged. Rare high-visibility opportunity on Fruitville Road with exposure to 50,000+ vehicles per day. This ±0.80-acre parcel is ideally positioned just 3.7 miles from I-75, offering exceptional frontage and accessibility in one of Sarasota’s most heavily traveled corridors. The property is currently zoned RSF-2 (3.5 units per acre), allowing for the potential addition of at least one more unit with county approval. The existing single-family residence could be utilized as a live/work setup or easily converted to office use. Additionally, the site presents a compelling future commercial or multifamily redevelopment opportunity, with potential rezoning to implementing districts under the OFF/MF FLUM designation, including OPI (Office, Professional & Institutional), RMF-1, RMF-2, or RMF-3, subject to the rezoning process. The existing home, built in 1954, features 2 bedrooms, 2 bathrooms, large open living room, and a carport that has been enclosed. The expansive lot is fully fenced and offers ample room for future development, parking, or storage, along with an on-site pond. Located approximately 3 miles from Downtown Sarasota and minutes from beaches, dining, shopping, and recreation, this property combines strong in-place utility with long-term redevelopment upside. With unmatched daily traffic exposure and proximity to major destinations, this is a prime opportunity for investors, developers, or owner-users seeking visibility, flexibility, and growth potential in the Sarasota market.
Listing Agent: Derek Robbins (941-356-4906)
5211 CEDAR HAMMOCK CT, SARASOTA, FL 34232
$385,000141 Days on yellowkey MLS ID: A4679350
2 Days Off yellowkey (back on 5/16/2026)
REDUCED by $10,000 (2.5%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1398 Built: 1984Monthly Fee: $25 Tax: $3,977 (2025)Community: Cedar HammockSingle Family
Taxes:$3,977
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 5211 Cedar Hammock Court, a well-maintained home tucked away on a quiet cul-de-sac in the heart of Sarasota. This property offers a comfortable layout with inviting living spaces, ideal for both everyday living and entertaining. The home sits in a peaceful neighborhood while still being conveniently located near shopping, dining, schools, and major roadways for easy access throughout the area. Recent seller updates provide peace of mind for the next owner, including a new roof installed in 2021, a septic system replaced in 2022, and an air conditioning system approximately 8 years old. These major improvements add long-term value and reduce future maintenance concerns. Step outside to a fully fenced backyard featuring a private pool, creating the perfect setting for outdoor relaxation, entertaining guests, or enjoying Florida living year-round. The backyard offers both privacy and versatility, ideal for pets, gatherings, or simply unwinding in your own outdoor oasis. With no HOA restrictions and a prime Sarasota location, this property is a fantastic opportunity for homeowners or investors alike. Don’t miss the chance to own a move-in-ready home with major updates already completed. This PRIME LOCATION is minutes to I-75, UTC shopping district, Siesta Key Beach, and Downtown Sarasota. Schedule your private showing today!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Rachel Metcalfe (941-587-5975)
365 OAK HILL WAY #32, SARASOTA, FL 34232
$280,000148 Days on yellowkey MLS ID: A4677958
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1174 Built: 1985Monthly Fee: $559 Tax: $570 (2025)Community: Village Oaks Sec BSpa: NoVilla
Taxes:$570
Remarks: Virtually Staged. Nestled in the quiet, pet friendly community of Village Oaks features this Immaculate updated 2-bedroom, 2 bathroom Condo/Villa that offers a move-in-ready retreat. This fully updated unit features a new hot water heater installed in January 2026 and boasts a freshly repainted interior throughout. The modernized kitchen offers a pass-through to the dining area. Updated Master Bath with dual sinks, and walk in shower. Enjoy the look of luxury vinyl that flows seamlessly through every room. The open-concept living room boasts of high ceilings, while an enclosed Florida room (lanai) provides a private space to enjoy the lush surroundings. The villa features a convenient in unit laundry area with a washer and dryer tucked into a dedicated laundry closet.Enjoy the convenience of a private one car garage with remote access, plus two dedicated exterior parking spots right outside your villa. Community pool overlooking lake along with tennis/pickleball court for outdoor activities. Ideally situated between I-75 and downtown Sarasota, offering quick access to the University Town Center Mall (UTC), local dining and world-class beaches.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
3823 GLEN OAKS DR E #83, SARASOTA, FL 34232
$210,000196 Days on yellowkey MLS ID: A4673532
REDUCED by $10,000 (4.5%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1974 Tax: $964 (2024)Community: Glen Oaks Ridge Villas 1Condo
Taxes:$964
Tax Year: 2024
Remarks: Virtually Staged. New reduction! Location, Location, Location! You can change paint colors & decor, but you can't change location. This large villa offers a lake view & is the best spot in Glen Oaks. You will love watching the Florida wildlife visiting right outside your door. The windows have been replaced & plantation shutters on most windows. These villas are only attached by the laundry rooms so they really feel like single family homes. The condo fee includes Water, Sewage & outside maintenance of the grounds. An active community, there are plenty of fun things to do or just kick back. Glen Oaks has a wonderful location. The neighborhood is right across from the Bobby Jones complex. Even if golf is not your forte', the Nature Trail is well planned & easy walking. Newly opened is lawn bowling in the complex, an easy walk. Time for shopping, about a 10 minute ride to UTC a whole shopping experience. Location is everything, you can be talking about Glen Oaks!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Patricia Emmett (941-685-0343)
3681 STOKES DR DR, SARASOTA, FL 34232
$459,0004 Days on yellowkey MLS ID: A4696293
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1228 Built: 1961 Tax: $1,978 (2025)Community: Ridgewood Estates Add 04Spa: YesSingle Family
Taxes:$1,978
Remarks: Slash Your Utility Bills and Live More Efficiently! Imagine enjoying a total annual electric bill of less than $600 while still heating and cooling your home, warming your pool and spa, and powering your everyday lifestyle. This meticulously maintained 3-bedroom, 2-bath home is packed with energy-saving upgrades designed to keep monthly expenses low without sacrificing comfort. The impressive solar system powers the home, pool, and spa, complemented by an energy-efficient hybrid AO Smith water heater, additional attic insulation, and numerous improvements that reflect years of thoughtful ownership. Major updates include a new roof (2018), whole-house repipe (2018), AC replacement (2017), newer windows, and a hurricane-rated garage door for added peace of mind. Inside, the inviting living room features custom built-in cabinetry and a 4K TV, creating the perfect space to relax and entertain. The remodeled kitchen offers soft-close drawers, LED under-cabinet and ceiling lighting, plus beautiful granite countertops and breakfast bar for easy living and effortless cleanup. Step outside to your private Florida retreat featuring a sparkling solar-heated pool with sun shelf, relaxing spa, kiddie safety fence, and an energy-efficient pool pump installed in 2021. Whether hosting friends or enjoying a quiet afternoon, this backyard is designed for year-round enjoyment. A Vivint security system with window and door sensors provides additional comfort and convenience at a low monthly cost. Best of all, there are NO HOA fees and NO CDD fees, helping keep ownership affordable. Conveniently located near I-75, shopping, dining, everyday conveniences, and just a short drive to the world-famous beaches of Siesta Beach, this home offers the perfect combination of efficiency, comfort, and location. Some furniture and the Shed are negotiable. Low bills, major updates, and a resort-style pool—this is Florida living made affordable.
Listing Agent: Midge Mccarthy (941-809-3800)
3422 FENWAY DR, SARASOTA, FL 34232
$325,0005 Days on yellowkey MLS ID: N6144623
1 Days Off yellowkey (back on 6/11/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1264 Built: 1973 Tax: $2,567 (2025)Community: Sarasota SpgsSingle Family
Taxes:$2,567
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated and meticulously maintained 3-bedroom, 2-bathroom home offering just under 1,300 square feet of comfortable and functional living space in the heart of Sarasota. Whether you’re searching for a primary residence, vacation getaway, or income-producing investment property, this home checks all the boxes. Designed with a desirable split floor plan, this home offers privacy and convenience for both homeowners and guests. The oversized primary suite serves as a peaceful retreat, featuring a spacious bedroom, large walk-in closet, and a private en-suite bathroom. Two additional bedrooms and a full guest bathroom are thoughtfully positioned on the opposite side of the home. Step inside and appreciate the many recent updates throughout, including newer kitchen cabinets, updated countertops, beautiful flooring, and fresh interior and exterior paint, creating a stylish and move-in-ready living space. The home features no carpet throughout, offering easy maintenance and a clean, modern feel. Being sold fully turnkey furnished, this property allows you to move right in or begin generating rental income immediately. The inviting living spaces flow seamlessly to the oversized screened-in lanai, providing the perfect place to relax, entertain guests, or enjoy Florida’s year-round sunshine. Outside, you’ll find a large, fully fenced backyard with plenty of room for pets, play, gardening, or even the future addition of a pool. For added peace of mind, the home is equipped with brand-new built in accordion hurricane shutters on every window, providing both convenience and storm protection. Located in one of Sarasota’s most desirable areas, this property offers no rental restrictions, making it an exceptional opportunity for investors, seasonal residents, first-time homebuyers, or those searching for their forever home. Enjoy being just minutes from world-famous Siesta Key Beach, exceptional dining, shopping, entertainment, parks, and top-rated schools. This move-in-ready home combines modern updates, flexibility, and an unbeatable location—all in one exceptional package. Whether you’re looking for a full-time residence, a seasonal retreat, or a strong investment opportunity, this Sarasota gem is ready to impress. IMPORTANT ITEMS: AC REPLACED IN 2022, HOT WATER HEATER REPLACED IN 2021, ROOF REPLACEMENT 2017. Schedule your tour today!
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
5835 CALLA LILLY DR, SARASOTA, FL 34232
$468,000291 Days on yellowkey MLS ID: A4663252
REDUCED by $7,000 (1.5%) on 06/11/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2468 Built: 2020Monthly Fee: $75 Tax: $3,805 (2024)Community: Garden Village Ph 2Spa: NoSingle Family
Taxes:$3,805
Remarks: This exceptional five-bedroom, three-bathroom residence spans 2,468 square feet of living space, offering an inspired floor plan in the gated community of Garden Village. The partially oversized backyard provides ample room to create an outdoor oasis or a large pool. The heart of this remarkable home features a gourmet kitchen with an eat-in dining area, an expansive walk-in pantry, and an oversized island, perfect for entertaining. The first level conveniently offers a main-floor bedroom, while the second story houses the primary bedroom suite complete with an en-suite bathroom, plus three additional bedrooms. Recent updates elevate this home above others on the market, including freshly painted interiors, a new Samsung washer, dryer, and dishwasher installed in August 2025, a brand new AC system installed in March 2026, and a Mitsubishi mini-split system in the garage that provides both air conditioning and heat. Built in 2020, this Garden Village home offers low HOA fees, no CDD, and is not in a flood zone, complemented by modest homeowners association dues that will not strain your budget. The location provides quick access to Interstate 75, Downtown Sarasota, A-rated schools, shopping, and nearby beaches.
Listing Agent: Mark Quire (941-993-5706)
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