Location: Sarasota , 34232
Do Not Show Listings
3952 ASHWOOD LN #37, SARASOTA, FL 34232
$179,900243 Days on yellowkey MLS ID: A4663160
REDUCED by $20,000 (10.0%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1973 Tax: $2,584 (2024)Community: Glen Oaks Ridge Villas 1Villa
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,584
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to easy Florida living in the heart of Sarasota. Tucked inside an active 55+ community, this beautifully updated 2-bedroom, 2-bath villa offers the perfect combination of comfort, style, and convenience for both seasonal escapes and full-time living. Partially furnished and truly move-in ready, this inviting home is designed for enjoying the relaxed Sarasota lifestyle from day one. Inside, you’ll immediately notice the light-filled open feel and thoughtful upgrades throughout. Luxury vinyl flooring with Air Guard underlayment flows seamlessly throughout the home, while Soft-Lite impact windows provide added peace of mind and energy efficiency. Recent improvements include a new A/C compressor (2025), upgraded laundry room with fresh drywall, painted flooring, utility sink, and tile backsplash, along with refreshed bathrooms featuring updated vanities and toilets. The screened front entry creates a welcoming and private outdoor space, complemented by added gutters and attractive paver details. The spacious primary suite features a walk-in closet and private en-suite bath with a wheelchair-accessible shower for added comfort and accessibility. A generous guest bedroom offers flexibility for visitors, hobbies, or a home office setup. Enjoy peaceful mornings and relaxing evenings in the enclosed lanai, or take advantage of the community’s outstanding amenities, including a heated pool, shuffleboard courts, fitness room, clubhouse, game room, and a full calendar of social events. From bingo nights to potluck dinners, this is a neighborhood where neighbors quickly become friends. Ideally located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, medical facilities, and the area’s renowned arts and cultural attractions, this charming villa delivers the best of low-maintenance Florida living in one exceptional location.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Brooks Cundiff (941-374-6848)
3269 BENEVA RD #102, SARASOTA, FL 34232
$155,000172 Days on yellowkey MLS ID: A4674580
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1979Monthly Fee: $438 Tax: $1,484 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$1,484
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: If you have been searching for a home that offers both comfort and a true feeling of community, this one stands out from the rest. Welcome to this inviting first-floor condo in the well-established community of Village Brooke. The home features an alluring kitchen with stunning counters and a pass-through bar top to the adjacent dining room, durable ceramic tile flooring, a generously sized bedroom with a walk-in closet, an assigned on-site storage unit, and a private, south-facing screened lanai that provides cool shade in the summer and gentle warmth in the winter. In addition to the full-scale updates made by the previous owner, the current owner has recently replaced the air conditioning system and dishwasher. Located just across from the Village Green public golf course, the Village Brooke community is appreciated for its beautifully maintained grounds and friendly atmosphere, and offers an active social calendar for residents, featuring weekly gatherings, seasonal events, and community activities designed to foster connection and engagement within the neighborhood. The association's reasonable monthly fee includes water/sewer, basic cable, trash, pest control, grounds maintenance, and on-site management, making everyday living simple and convenient. In addition, the association's fee also covers the outstanding recreation facilities, which include two heated pools, tennis courts that also accommodate pickleball, shuffleboard, and serene ponds with shaded gazebos outfitted with BBQ grills & picnic areas; As well as a clubhouse that offers billiards, a library, a gathering room, and a kitchen for events. Whether you are buying your first home, planning to downsize, wanting a lock-and-leave seasonal retreat, or adding a reliable long-term rental to your portfolio, this condo offers a carefree lifestyle in a welcoming community just minutes from Sarasota’s best shopping, dining, golf, and the world-famous white sand beaches and warm Gulf waters of Siesta Key. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
145 MIMOSA DR, SARASOTA, FL 34232
$389,000178 Days on yellowkey MLS ID: TB8454295
1 Days Off yellowkey (back on 12/10/2025)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2121 Built: 1978Monthly Fee: $38 Tax: $4,423 (2025)Community: Beechwood Estates SubSpa: NoSingle Family
Taxes:$4,423
Remarks: Under contract-accepting backup offers. Short Sale. Fabulous diamond in the rough! Good bones in prime location, beautifully upkept neighborhood with 48 single family homes and a low $450/year HOA, this is THE lowest price house to buy into the community! 3 bedroom /2 bath and 2,121 heated square feet translates to wide open spaces, tons of room to entertain or spend quality time as family. Block construction, pool, 2 car garage, and fabulous oversized backyard. Cosmetic repairs and some updating needed, this gem is just waiting for you to polish it back up and bring it back to shine! Trustee sale, MUST SELL!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Tanja Cisliek (727-480-4155)
5838 ELEGANT ORCHID WAY, SARASOTA, FL 34232
$445,0006 Days on yellowkey MLS ID: A4694819
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 2020Monthly Fee: $81 Tax: $2,853 (2025)Community: Garden Village Ph 3ASingle Family
Taxes:$2,853
Elementary School: Ashton Elementary
Middle School: McIntosh Middle
Remarks: Welcome to this appealing 3-bedroom, 2-bath single-family home located in Garden Village, one of the most affordable gated communities in the area, conveniently located near Cattlemen Road, Fruitville Road, and I-75 (Exit 210). This one-story, all-concrete-block home includes a 2-car garage and a fully fenced backyard. Its open-concept layout maximizes living space, with the kitchen positioned between the living area and dining room. The kitchen overlooks the living area and covered lanai and comes equipped with all major appliances, including a refrigerator, built-in dishwasher, electric range, and microwave. The laundry room also includes a washer and dryer. For added privacy, the owner's suite is located at the back of the home and features an ensuite bathroom. Two additional bedrooms share a second full bathroom. Garden Village offers a convenient location just 30 minutes from Siesta Key Beach and 15 minutes from UTC (University Town Center), as well as the newly opened Mote Science Education Aquarium.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Ray Shope (941-321-1328)
1510 GEORGETOWNE LN, SARASOTA, FL 34232
$499,00091 Days on yellowkey MLS ID: A4684505
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $25,900 (4.9%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1362 Built: 1979Monthly Fee: $10 Tax: $4,850 (2025)Community: GeorgetowneSingle Family
Taxes:$4,850
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT!! This 3 bedroom, 2 bath home, in the well-established neighborhood of Georgetowne, is ready for a new owner who wants to create their own piece of paradise. As you enter, you’ll notice the great flow of space. A Great Room floor plan with vaulted ceilings combines a spacious living room and dining room with a separate kitchen overlooking the pool and backyard. The kitchen has a newer dishwasher, enough space for an eat in area. There is access to the lanai from the kitchen so you can enjoy your morning coffee indoors or out, depending on the weather. Large Master suite with Updated Bath. Newer Washer and Dryer. New Roof in 2020. New Pool Heater in 2021. New PVC Privacy Fence in 2023. Freshly painted inside, outside and pool deck. Fresh landscaping with outdoor lighting. This home has been well cared for and shows pride of ownership. The HOA fees are low. Close to shopping at UTC Mall, grocery stores, great dining with easy access to I-75, Downtown and the New Bayfront Park! Selling turn-key furnished, Move-in ready!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
1150 RUSSELL AVE, SARASOTA, FL 34232
$319,900257 Days on yellowkey MLS ID: O6344789
0 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1979 Tax: $3,183 (2024)Community: Coffman ManorSingle Family
Taxes:$3,183
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Charming 3-bedroom, 2-bathroom single-family home in the heart of Sarasota! With approximately 1,120 sq. ft. of living space, this well-maintained home offers a bright and inviting interior, perfect for comfortable everyday living. Enjoy the spacious yard on a 9,374 sq. ft. lot, ideal for outdoor gatherings and gardening. Conveniently located close to shopping, dining, schools, and the beautiful Gulf Coast beaches, this property combines small-town charm with easy access to city amenities. Don’t miss the opportunity to make this Sarasota gem your new home!
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (904-447-8922)
1520 GLEN OAKS DR E #247, SARASOTA, FL 34232
$159,00023 Days on yellowkey MLS ID: OM724452
0 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 914 Built: 1975 Tax: $1,582 (2025)Community: Glen Oaks Garden Apts 1Condo
Taxes:$1,582
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 2 bedroom, 2 bathroom condo located in a well maintained 55+ community in the heart of Sarasota. The current owner has carefully maintained the unit and you can feel the pride of ownership from the moment you walk through the door. Thoughtfully updated throughout, the home features a completely renovated kitchen that has been opened up to create a bright and inviting open floor plan perfect for everyday living and entertaining. Enjoy relaxing mornings and peaceful evenings from your private balcony overlooking the beautifully maintained grounds with mature landscaping and recently refreshed exterior paint throughout the community. Additional features include a private climate controlled storage area with secure keypad access. Residents enjoy access to a variety of amenities including a community pool, fitness center, shuffleboard courts, and convenient elevator access. Centrally located near shopping, dining, golf courses, medical facilities, and more, this condo offers both comfort and convenience in an ideal location.
Listing is courtesy of: FLORIDA LIFE TEAM LLC (941-303-9575)
Listing Agent: Ravenn Gossett (941-720-9515)
4372 TRAILS DR #15-1, SARASOTA, FL 34232
$310,000121 Days on yellowkey MLS ID: A4678938
REDUCED by $15,000 (4.6%) on 04/30/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1239 Built: 1984 Tax: $2,979 (2025)Community: Lakes Of Sarasota IiCondo
Taxes:$2,979
Elementary School: Brentwood Elementary
Remarks: The sought-after Lakes Estates of Sarasota is a hidden gem offering a wonderful blend of space, privacy, and serene natural beauty. This LAKEFRONT , maintenance-free villa features 2 bedrooms, 2 bathrooms, and over 1,200 square feet of living space. Remodeled in 2020 this split floor plan is enhanced by vaulted ceilings that create an open, airy feel. The eat-in kitchen is thoughtfully designed for both everyday living and entertaining, featuring a charming plant window, breakfast bar, and seamless connection to the dining and living areas. Just off the living room, a generously sized screened-in porch provides the perfect setting for indoor-outdoor living and entertaining, with peaceful lake views just beyond. The primary suite serves as a private retreat, complete with a walk-in closet and an en-suite bath with a stand-up shower. French doors open directly to a covered screened deck, placing you just steps from the water and offering a remarkable start or end to each day. NEW HVAC 8/2025 and adding to the property’s comfort and convenience is a one-car garage plus a carport. Residents enjoy winding, tree-lined, lighted streets and a scenic waterfront walking path that leads to the community’s resort-style amenities, including two pools, tennis and pickleball courts, fitness center, clubhouse, playground, and a picturesque central lake with fountain for added ambiance. Just a few blocks away, the pristine Legacy Trail offers 18 miles of paved paths stretching from Sarasota to Venice, perfect for biking, walking, and outdoor exercise, with relief pavilions and eateries along the way. The location is exceptional—minutes from area beaches, shopping, dining, and entertainment. Located in a popular school district, Lakes of Sarasota is not an age-restricted community, making this villa ideal for a wide range of lifestyles for those seeking a balance between suburban tranquility and easy access to urban amenities.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
105 TUCKER AVE, SARASOTA, FL 34232
$599,995125 Days on yellowkey MLS ID: A4680183
REDUCED by $25,005 (4.0%) on 05/26/2026
Bed: 3 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1562 Built: 1940 Tax: $4,798 (2025)Community: Tuckers SubSpa: YesSingle Family
Taxes:$4,798
Elementary School: Fruitville Elementary
Remarks: 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.
Listing is courtesy of: DREAMIFY REAL ESTATE LLC (941-827-0700)
Listing Agent: Michael Grant (941-800-8585)
5378 SARAPOINTE CT, SARASOTA, FL 34232
$550,00013 Days on yellowkey MLS ID: A4694119
1 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1988 Built: 1986Monthly Fee: $62 Tax: $3,186 (2025)Community: Eastpointe Ph 01Spa: NoSingle Family
Taxes:$3,186
Remarks: Under contract-accepting backup offers. Waterfront Pool Home. Tucked away on a quiet cul-de-sac in the sought-after Eastpointe community, this beautifully maintained 4-bedroom, 2-bath residence offers the perfect blend of comfort, privacy, and Florida lifestyle. Set on a scenic lakefront lot with tranquil water views, this home features a versatile floor plan with two primary suites, including a private second-floor retreat with its own mini-split system. Step inside to soaring vaulted ceilings in the living room, a cozy wood-burning fireplace, and a wet bar—ideal for entertaining. The eat-in kitchen is thoughtfully designed with convenient pull-out shelving in the cabinets, while many major appliances are less than one year old, adding peace of mind for the next owner. The outdoor living space is a true retreat, featuring a heated pool, expansive pavered pool deck, and an outdoor shower, all overlooking the peaceful lake setting. The spacious yard includes multiple fruit trees, creating your own tropical oasis. Additional upgrades include: Impact windows (2025) / Impact-rated garage door /Hardie fiber cement plank siding /Engineered acacia hardwood flooring in bedrooms/Solid core interior doors /Roof replaced in 2016 /A/C replaced in 2017 Located just minutes from downtown Sarasota, this home offers exceptional convenience—only 7.3 miles to Siesta Key Beach, close to Nathan Benderson Park, and near The Mall at University Town Center for premier shopping, dining, and entertainment. Easy access to I-75 makes commuting a breeze. With low HOA fees and no CDD, this exceptional waterfront home offers the ideal combination of location, upgrades, and lifestyle.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Timothy Trojanowski (941-320-1399)
5723 DEER HOLLOW TRL, SARASOTA, FL 34232
$299,0007 Days on yellowkey MLS ID: TB8511154
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 721 Built: 1985Monthly Fee: $45 Tax: $1,776 (2025)Community: Deer HollowVilla
Taxes:$1,776
Remarks: Location, location, location! Welcome to this 2 bedroom, 1 bathroom villa ideally situated in the heart of Sarasota with quick access to I-75, making commuting and exploring the area incredibly convenient. This move in ready home has already had the major updates completed for peace of mind, including a new roof in 2022 with a 10 year warranty, hurricane grade windows, slider, and front door installed in 2023, new AC in 2024, and replaced exterior siding. Enjoy low HOA fees of just $335 annually while taking advantage of community amenities including a playground and peaceful preserve walking paths. Whether you’re looking for a primary residence or a seasonal getaway this villa offers comfort, convenience, and value all in one. Perfectly positioned near the vibrant UTC area, this home is just minutes from Nathan Benderson Park, The Mall at University Town Center, top rated dining, shopping, Sarasota-Bradenton International Airport, Downtown Sarasota, and the world famous beaches of Siesta Key and Lido Key. Schedule your showing today!
Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)
Listing Agent: Ali Kochno (813-766-7143)
2576 HUNTINGTON AVE, SARASOTA, FL 34232
$359,90018 Days on yellowkey MLS ID: A4693286
0 Days Off yellowkey (back on 5/25/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1296 Built: 1980 Tax: $3,693 (2025)Community: Orange Grove ParkSpa: NoSingle Family
Taxes:$3,693
Remarks: Under contract-accepting backup offers. Welcome to this beautiful Sarasota gem nestled on a quiet, tree-lined street in the desirable Orange Grove Park community. Offering 2 bedrooms, 2 full bathrooms, and 1,296 square feet of thoughtfully designed living space, this charming single-story home blends timeless character with modern comfort and Florida lifestyle appeal. Step inside to discover an inviting open floor plan featuring sleek tile flooring, a soft contemporary color palette, abundant natural light, and stylish upgrades throughout. The spacious living and dining areas flow seamlessly into the well-appointed kitchen, creating the perfect space for entertaining or everyday living. French doors lead to a bright glass-enclosed Florida room, ideal for a home office, reading nook, fitness space, or year-round relaxation. The private primary suite offers a peaceful retreat complete with an updated en suite bath featuring a granite-topped vanity and vessel sink. Outside, enjoy your own tropical oasis with an elevated deck, tiled patio, privacy fencing, and lush mature landscaping that creates a serene backyard setting perfect for morning coffee or evening gatherings. Enjoy peace of mind with move-in ready condition, low-maintenance living, and the added freedom of no HOA restrictions. Perfectly located just minutes from Downtown Sarasota, UTC shopping and dining, SRQ Airport, world renowned Gulf beaches including Siesta Key and Lido Key, parks, golf courses, and everyday conveniences. With easy access to I-75 and nearby arts, dining, and entertainment, this home offers the ideal combination of charm, location, and Florida lifestyle living. Don’t miss this opportunity to own a beautifully maintained Sarasota home in a prime central location!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Breanne Frank (941-299-3092)
629 ALBRITTON AVE, SARASOTA, FL 34232
$389,90052 Days on yellowkey MLS ID: TB8495202
REDUCED by $10,000 (2.5%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1988 Tax: $4,034 (2025)Community: Green AcresSingle Family
Taxes:$4,034
Remarks: One or more photo(s) has been virtually staged. Virtually staged photos. This Jonas Yoder custom-built home is move-in ready and located in the rarely available Green Acres community. This 3-bedroom, 2-bathroom home features an open floor plan, split bedroom layout, plenty of natural light, and a spacious 1-car garage. The primary suite includes a walk-in closet and en suite bathroom, while the great room overlooks a lovely paved patio, perfect for enjoying your morning coffee. Enjoy peace of mind knowing the big-ticket items have already been taken care of. Recent upgrades include the roof (2024), water heater (2023), septic tank and drainfield (2022), water filtration system (2022), and A/C replaced in 2020. The interior and exterior have also been painted, making this home truly move-in ready. Situated on well water and septic, with no HOA or CDD fees, this property offers both comfort and flexibility in a mature neighborhood with beautiful landscaping, lush foliage, and ample space between neighbors. Conveniently located near Target, Publix, shopping, restaurants, Pinecraft Amish Community, and Celery Fields, this home is also about 10 miles from Siesta Key Beach, about 8 miles from St. Armands Circle, about 5 miles from Nathan Benderson Park, and offers quick access to I-75. Now offered at an improved price, this home presents a great opportunity for buyers looking for value, location, and recent upgrades. This property is suitable for short-term rental or Airbnb use, subject to buyer verification of local zoning, licensing, and rental regulations.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Andy Arencibia (813-220-3453)
2529 RUSTIC OAK CT CT, SARASOTA, FL 34232
$479,000122 Days on yellowkey MLS ID: A4680552
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2026 Built: 1986Monthly Fee: $47 Tax: $3,225 (2024)Community: Colonial OaksSingle Family
Taxes:$3,225
Remarks: One or more photo(s) has been virtually staged. Welcome to this rare Colonial Oaks cul-de-sac gem, offering serene lake views and an ideal blend of comfort, style, and location. This beautifully updated 3-bedroom, 2-bath home with a dedicated office/den is nestled in one of Sarasota’s most sought-after communities. Step through the formal entry into a spacious family room highlighted by a cozy wood-burning fireplace—perfect for relaxing or entertaining. New luxury vinyl plank flooring runs throughout the home, adding both elegance and durability. The fully updated kitchen features modern finishes and a separate eat-in space ideal for casual dining. The primary suite serves as a private retreat, complete with a generous walk-in closet and a spa-like bathroom featuring a large soaking tub. Sliding glass doors open to a private patio where you can enjoy your morning coffee while overlooking the tranquil pond. Additional sliders from the living room and third bedroom lead to a screened-in lanai, creating seamless indoor-outdoor living. With ample yard space, there’s plenty of room to personalize and make this home your own. Major upgrades include a new roof (July 2021) and a new AC system (2020), providing peace of mind for years to come. Located just minutes from downtown Sarasota, you’ll enjoy easy access to vibrant shopping, dining, world-class beaches, parks, and endless amenities. This is a rare opportunity to own a lakeview home in an unbeatable location—don’t miss your chance to make this Sarasota dream home yours!
Listing Agent: Michael Pietron (701-213-2740)
5099 FLAG ST, SARASOTA, FL 34232
$499,000119 Days on yellowkey MLS ID: A4680473
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 2017Monthly Fee: $345 Tax: $5,291 (2025)Community: Enclave At Forest LakesVilla
Taxes:$5,291
Remarks: A beautiful, rare corner-unit, single-story residence in the gated Enclave at Forest Lakes, ideally located in the heart of Sarasota. This meticulously maintained home offers privacy, natural light, and an open layout designed for effortless living, all just minutes from Siesta Key Beach, downtown Sarasota, major highways, shopping, dining, and everyday conveniences. Featuring 2 bedrooms, a dedicated office/den with double French doors, and 2 bathrooms, the home showcases over $60,000 in builder upgrades. Interior highlights include 9-foot ceilings, 8-foot paneled doors, rich hardwood flooring throughout, and stylish tile in both bathrooms. The chef’s kitchen is a standout with light cabinetry, pull-out storage features, quartz countertops, a large island with a breakfast bar, stainless steel appliances, and a marble backsplash. The primary suite serves as a private retreat with a tray ceiling and a spa-like bath offering a walk-in shower, dual sinks, quartz counters, and ample storage. The great room opens to a full-width covered and screened lanai with remote-controlled fans and ceiling speakers, creating an ideal indoor-outdoor living space. Residents enjoy maintenance-free living with access to a heated resort-style pool, pavilion, dog park, and nearby Legacy Trail access. This corner-unit home combines luxury, privacy, and a central Sarasota location that puts beaches, culture, recreation, and shopping all within easy reach.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
5872 PAUMA CT, SARASOTA, FL 34232
$375,0009 Days on yellowkey MLS ID: A4694714
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1373 Built: 1989Monthly Fee: $45 Tax: $2,527 (2025)Community: Deer HollowSingle Family
Taxes:$2,527
Remarks: Welcome to Deer Hollow! This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and value in one of Sarasota's most centrally located communities. Featuring an open and airy floor plan with high ceilings, tile flooring throughout the main living areas, and stylish stone countertops, this home is designed for easy Florida living. The spacious living area flows seamlessly to the kitchen and dining space, while sliding glass doors bring in plenty of natural light bring you out to the large screen lanai to enjoy the peaceful back yard. Enjoy peace of mind with solid block construction, a newer roof, and low annual HOA fees. The backyard provides room to relax, entertain, or let pets play, and the attached 1-car garage adds extra storage and convenience. Deer Hollow residents appreciate the quiet neighborhood setting with sidewalks and easy access to shopping, dining, parks, I-75, UTC Mall, downtown Sarasota, and world-famous Gulf beaches. Whether you're a first-time homebuyer, seasonal resident, or investor, this move-in ready Sarasota home is a fantastic opportunity you won't want to miss!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Edward Bieker, Pa (941-525-6473)
3444 EL RADO CT #8418, SARASOTA, FL 34232
$239,99967 Days on yellowkey MLS ID: A4685267
REDUCED by $10,000 (4.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $1,434 (2025)Community: Village Plaza Sec 4Villa
Taxes:$1,434
Remarks: Welcome to 3444 El Rado Court, where peaceful cul-de-sac living meets the convenience of a prime Sarasota location. Tucked away in one of the area’s most convenient and well-established neighborhoods, this inviting 2-bedroom, 2-bath home offers solid bones and a smart, functional layout — ideal for full-time living or a warm-weather retreat. Located within a desirable 55+ maintenance-free community, residents enjoy access to a clubhouse with a large heated pool, grilling area, sauna, fitness center, shuffleboard, billiards room, and library. The community also hosts a wide variety of activities and social events, from pickleball and cards to water exercise, happy hours, and more. Situated in the heart of Sarasota, this home places you just minutes from award-winning Siesta Key and Lido beaches, downtown Sarasota’s dining, arts, and entertainment, as well as shopping, parks, and everyday conveniences. Whether you’re seeking the perfect year-round residence or a delightful seasonal getaway, this property offers an appealing blend of value, comfort, and location that suits any lifestyle. Don’t miss this well-priced opportunity — it’s one you won’t want to overlook. *Seller is offering a $2,500 flooring allowance at closing*
Listing Agent: Lori Smith (941-275-1955)
830 HAMMOCKWOOD CT, SARASOTA, FL 34232
$500,00031 Days on yellowkey MLS ID: A4691916
REDUCED by $50,000 (9.1%) on 05/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2131 Built: 1986Monthly Fee: $65 Tax: $6,286 (2025)Community: Woodland ParkSingle Family
Taxes:$6,286
Remarks: -Rare one-story, cul-de-sac lot backing directly to a private nature preserve — one of Woodland Park’s most secluded settings. -Upon entering you will find vaulted ceilings, rich Brazilian cherrywood floors, and walls of windows that frame preserve views from nearly every room. -A wood-burning fireplace and custom staircase anchor the main living area, while skylights flood the space with natural light throughout the day. -The outdoor living is equally impressive — a private covered and screened pool deck creates a year-round retreat that’s as suited for quiet mornings as it is for entertaining. -Recent updates include a BRAND-NEW ROOF and a replacement AC system installed in 2024, so the big-ticket items are already handled. -Low HOA fees of just $65/month. -Woodland Park — oak-canopied streets, nature preserve access, and Old Florida character that’s increasingly rare to find.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Barry Brodsky (941-313-4590)
742 SHORECREST DR, SARASOTA, FL 34232
$575,00087 Days on yellowkey MLS ID: A4684004
REDUCED by $20,000 (3.4%) on 05/09/2026
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)
3644 TIN CUP BLVD, SARASOTA, FL 34232
$450,00010 Days on yellowkey MLS ID: A4694311
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1837 Built: 2016Monthly Fee: $345 Tax: $2,939 (2025)Community: Enclave At Forest LakesTownhouse
Taxes:$2,939
Remarks: Welcome to 3644 Tin Cup Blvd, nestled in the heart of beautiful Sarasota! This impeccably maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of comfort, style, and low-maintenance Florida living. Step inside to a bright and inviting open-concept floor plan featuring tasteful upgrades and charming designer touches throughout. The spacious first-floor primary suite provides both privacy and convenience, creating an ideal retreat at the end of the day. Just beyond the living area, the extended lanai offers the perfect space to relax or entertain while overlooking peaceful green space — ideal for pets and outdoor enjoyment. This is an upgraded feature from the builder. Upstairs, you’ll find a versatile loft area, two additional bedrooms, and a bonus room currently used for storage or office space. With the addition of air conditioning, this flexible area could easily become a fourth bedroom. The attached two-car garage is equipped with a generator outlet, providing added convenience and peace of mind. Located within the exclusive gated community of Enclave, residents enjoy access to exceptional amenities including a resort-style heated pool- great for year round swimming, an outdoor gathering area with a grill, and a dog park. Just minutes from two public golf courses and with direct access to the Legacy Trail, this location offers the perfect balance of recreation, relaxation, and an active lifestyle. Fresh interior paint and evident pride of ownership make this home truly move-in ready. Ideally situated just minutes from Sarasota’s world-renowned beaches, shopping, dining, and easy interstate access, this property offers the best of Florida living. Don’t miss this incredible opportunity — schedule your private showing today before it’s gone!
Listing Agent: Carolyn Carino, Llc (941-374-8522)
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