Location: Sarasota
Do Not Show Listings
2839 OLYMPIC ST, SARASOTA, FL 34231
$426,000144 Days on yellowkey MLS ID: A4680914
REDUCED by $13,900 (3.2%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1955 Tax: $2,877 (2025)Community: Sarasota Venice Co 09 37 18Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,877
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Beautiful!! Completely rehabbed with nice finishes throughout,New Ac and much more , this move-in-ready home offers modern updates, quality craftsmanship, and a bright, welcoming interior. Ideally located near top Sarasota schools, shopping, and dining, and just minutes from Siesta Key Beach, this property delivers both comfort and convenience in one of Sarasota’s most desirable areas. The neighborhood features new construction homes selling at significantly higher prices, making this an exceptional value. Enjoy a spacious, fully fenced patio—including the front yard—for absolute privacy, with plenty of room for an RV, multiple vehicles, or a boat. Schedule your showing today and explore the possibilities for yourself.
Listing is courtesy of: GENESIS JC REALTY LLC (941-281-8829)
Listing Agent: Juan Reyes (941-281-8829)
3543 65TH AVENUE CIR E, SARASOTA, FL 34243
$323,00037 Days on yellowkey MLS ID: A4694314
REDUCED by $6,000 (1.8%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1211 Built: 1988Monthly Fee: $29 Tax: $2,737 (2025)Community: Centre Lake SubSpa: NoSingle Family
Taxes:$2,737
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Welcome to this charming 3 bedroom home featuring an open floor plan and inviting indoor-outdoor living spaces. Once you walk in, you'll appreciate the seamless flow between the living room, dining room, and kitchen, while the vaulted ceiling creates a bright and airy feel throughout the main living area. Enjoy Florida living from both the screened lanai and adorable screened front porch - perfect for relaxing with morning coffee or unwinding in the evenings. Additional features include a newer roof, washer, dryer, stove, and dishwasher. With an HOA of only $350/year, you'll enjoy affordability along with convenience and charm. Ideally located just 6 miles from both downtown Bradenton and Sarasota, 8 miles from Lido Beach and St. Armands Circle, and only 5 miles from all of the shopping and dining at UTC—this home offers an amazingly convenient location while still feeling like a peaceful retreat. Full of character, this home is ready for its next owner to add their personal touches. **This property qualifies for a Lender Credit of 1% Discount Point that can be used towards closing costs or buying down the rate if using preferred lender. Inquire for more details** Schedule your showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Kristy Gentile (941-720-6699)
7549 WESTMORELAND DR, SARASOTA, FL 34243
$549,000115 Days on yellowkey MLS ID: A4684919
REDUCED by $20,000 (3.5%) on 06/08/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1410 Built: 1956Monthly Fee: $3 Tax: $2,912 (2024)Community: Whitfield Estates Unit 1Single Family
Taxes:$2,912
Tax Year: 2024
Remarks: West of the Trail in Whitfield Estates, this mid-century gem captures the charm and character that define classic Florida architecture. From the original terrazzo floors to the preserved kitchen design, the home reflects the clean lines and simplicity that make mid-century residences so desirable. The spacious great room with fireplace serves as the heart of the home, offering natural light and comfortable gathering space while maintaining its authentic architectural appeal. Situated on a rare double lot, the property offers exceptional flexibility and long-term potential. Expand the footprint, design a custom pool, add a detached garage, or simply enjoy the privacy and space that are increasingly rare west of the Trail. Located on sought-after Westmoreland Drive, just across from multi-million-dollar bayfront estates, this property blends historic charm with premier positioning. Residents of Whitfield Estates have the unique opportunity to enjoy dining at nearby Sara Bay Country Club. For an optional annual HOA fee of just $35, owners may obtain a culinary membership granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). Minutes to Sarasota Bay, IMG Academy, SRQ Airport, and downtown Sarasota — this is authenticity, land, and lifestyle in one of the area’s most established West of the Trail neighborhoods.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Lisa Kartz (941-587-3602)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000273 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2023
Middle School: Booker Middle
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for a strong six figure range income annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
4323 PINE MEADOW TER, SARASOTA, FL 34233
$515,00047 Days on yellowkey MLS ID: A4692509
0 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 1978Monthly Fee: $25 Tax: $5,227 (2025)Community: Pine MeadowSpa: NoSingle Family
Taxes:$5,227
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. You found it! A newly renovated pool home directly bordering the Legacy Trail and just a short drive to Siesta Key Beach! This home is in the highly sought-after community of Pine Meadow. Positioned on an oversized, private corner lot with an extended driveway, this property also offers direct and private access to the Legacy Trail through a custom door built into the fully fenced backyard. Extensive and thoughtful interior updates include a renovated kitchen with granite countertops, matching stainless steel appliances, and luxury tile flooring that flows seamlessly throughout the home. The split-bedroom floor plan complements the master bedroom, which offers an abundance of natural light and quaint charm. Accented by a modern farmhouse sliding door, this room features a large walk-in closet and an updated en-suite bathroom with a walk-in shower and floor-to-ceiling tile. Both additional bedrooms also feature large walk-in closets. The home was FULLY RENOVATED in 2019, receiving a new roof, fully updated electrical system, new hot water heater, custom 10x16 storage shed, new garage epoxy flooring, and a new garage door. The pool was also resurfaced and upgraded with a new pool cage and pump equipment. Embrace the private, tranquil backyard setting complemented by a variety of mature trees and lush landscaping. Enjoy the pool and lanai from the shaded, covered section, or soak up the warm Florida sun while relaxing poolside. This home is in a highly desirable Sarasota location, just 5.5 miles from Siesta Key Beach. It is assigned to all A-rated schools, offers direct access to the Legacy Trail, and provides quick access to I-75 and Sarasota Memorial Hospital.
Listing Agent: Allen Smith, Iv (407-460-1564)
3656 OAK GROVE DR, SARASOTA, FL 34243
$849,90062 Days on yellowkey MLS ID: A4691432
REDUCED by $25,000 (2.9%) on 05/26/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4054 Built: 1981 Tax: $5,343 (2025)Community: Oak Grove ParkSpa: NoSingle Family
Taxes:$5,343
Remarks: Under contract-accepting backup offers. Welcome to this non mandatory hoa neighborhood, beautiful 4 bedroom 3 full bath pool home featuring a 1 bedroom 1 bath mother in law suite with private access making it a total of 5 bedrooms 4 full baths. The mother in law suite has established itself as a successful vacation rental presenting an outstanding investment opportunity. Enjoy a Sarasota address while paying Manatee County taxes all while being conveniently located to everything this area has to offer. Situated on over an acre of land, this versatile property is perfect for those who need room to live, work and play... Bring your rv's, trailers, work vehicles or car collection... There is ample parking and no deed restrictions to limit your lifestyle. Even horses are welcome - with space to build a barn or custom collector garage. This home has a butler's pantry with stylish barn doors that add charm and functionality. Step outside to a private oasis - a large peanut shaped saltwater pool (8' deep) screened lanai (rescreened in 2025). The main house with generous room sizes has living area, kitchen, dining room and family room, master bedroom and 2nd bedroom on 1st level while upstairs there are 2 bedrooms with dual closets and a jack and jill bathroom to share. New metal roof (2019) 3 zone a/c system, 2 water heaters, 2 sets of stainless stell appliances, well irrigation system, hurricane shutters and VOLUNTARY HOA!! This is a unique opportunity to own a flexible, income producing property with space to expand in a prime Sarasota location.
Listing is courtesy of: AFFORDABLE REAL ESTATE (941-751-3000)
Listing Agent: Susan Harrison-Phipps (941-685-8349)
5347 MANG PL, SARASOTA, FL 34238
$475,00071 Days on yellowkey MLS ID: A4689588
REDUCED by $24,500 (4.9%) on 06/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2249 Built: 2012Monthly Fee: $236 Tax: $4,065 (2025)Community: Palmer Oaks EstatesSpa: NoSingle Family
Taxes:$4,065
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained home in the highly sought-after, gated community of Palmer Oaks! Built in 2012, this spacious 4-bedroom, 2.5-bathroom residence offers 2,249 square feet of thoughtfully designed living space perfect for both everyday living and entertaining. Step inside to find a bright, open floor plan featuring tile flooring throughout the main level and fresh interior paint that gives the home a clean, modern feel. The kitchen seamlessly flows into the living and dining areas, creating an inviting space ideal for gatherings. Upstairs, you’ll find all four bedrooms along with a convenient laundry closet, providing both privacy and functionality. Enjoy peaceful mornings and relaxing evenings overlooking a beautiful fountain water view right from your backyard. The exterior has also been freshly painted, adding to the home’s curb appeal. Additional highlights include a newer HVAC system and maintenance-free living, allowing you to spend more time enjoying the community pool & incredible location. Location truly sets this home apart! With quick and easy access to I-75, commuting is a breeze. You’re just a short walk to Publix, Walmart, Chick-fil-A, Jimmy John’s, Applebee’s, Gecko’s, Ace Hardware, and numerous other shopping and dining options. Plus, world-renowned Siesta Key Beach, UTC Mall, Downtown Sarasota, and St. Armands Circle are all just a short drive away. This is the perfect opportunity to enjoy comfort, convenience, and the Florida lifestyle all in one place!
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Kevin Bruinsma (616-308-7965)
4243 MIRIANA WAY, SARASOTA, FL 34233
$529,900112 Days on yellowkey MLS ID: A4685208
1 Days Off yellowkey (back on 6/8/2026)
REDUCED by $10,000 (1.9%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2149 Built: 2003Monthly Fee: $312 Tax: $4,049 (2025)Community: Villa RosaSingle Family
Taxes:$4,049
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom plus den home, located in the gated community of Villa Rosa — a hidden gem of maintenance-free single-family homes in the heart of Sarasota. Sitting high and dry in the desirable Flood Zone X (no flood insurance required), this residence is perfectly positioned on a serene lake with views of a lovely magnolia tree and fountain. The oversized screened patio—featuring all new screens and stainless steel screws (2025)—is ideal for relaxing, dining al fresco, or soaking up the sun with a great book. Enjoy complete peace of mind with a NEW tile roof (2022), NEW air conditioning system (December 2024), hurricane shutters throughout, and a hurricane-impact garage door. Additional upgrades include whole-house gutters with new gutter guards (2025), a brick paver driveway and walkway in classic herringbone design, landscape curbing, plantation shutters, custom Hunter Douglas blinds, and professionally installed surround sound for your AV equipment and entertainment needs. Step inside this one-owner, meticulously cared-for home with an open and thoughtfully designed floor plan—offering the open living concept you desire while maintaining the privacy everyone appreciates. A versatile den at the front of the home features French doors with custom blinds, wood flooring, and a charming bay window, making it an ideal home office, reading room, or bonus space. The two guest bedrooms and guest bath featuring a TOTO comfort height toilet are tucked away in their own private hallway and provide comfort for family or visitors. The primary suite is situated in its own wing, showcasing peaceful pond views, one walk-in closet plus a second spacious closet, and an ensuite bath with dual sink vanities, a large soaking tub, shower with grab bars, a private water closet, and an upgraded TOTO comfort-height toilet. At the heart of the home, the great room, with trey ceiling, kitchen with island and bar seating, and the eat-in dining area all open to the screened lanai overlooking the water—offering tranquil views from every angle. The kitchen boasts Silestone countertops, an abundance of cabinetry, a generous pantry, and a pocket door separating the kitchen and formal dining room. High ceilings, crown molding, extra closets, and abundant natural light flow throughout. The laundry room with pocket door and extra large closet includes a newer LG washer and dryer (2022) and the two-car garage is upgraded with high ceilings, built-in cabinetry, and an epoxy-surfaced floor. Living is easy within the gates of Villa Rosa, where lawn maintenance and cable TV are included and residents enjoy access to a heated community pool, spa, fitness and club room. You’ll love connecting with neighbors through the many community events. From your front door, take a leisurely stroll to Urfer Family Park’s scenic walking trails. This peaceful yet central location puts you close to shopping, hospitals, doctors’ offices, and only 8 miles from world-renowned Siesta Key Beach. Indulge in Sarasota’s vibrant arts and dining scene with the nearby ballet, opera, restaurants, and Saint Armands just minutes away. Perfect as a year-round residence or a seasonal retreat, this Villa Rosa home offers the best of Sarasota living—comfort, convenience, and community. Furnishings available on a separate contract
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Laura Way (941-321-6449)
5744 WOODLAND SAGE DR, SARASOTA, FL 34238
$549,00040 Days on yellowkey MLS ID: A4693368
2 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2045 Built: 2022Monthly Fee: $219 Tax: $6,163 (2024)Community: Promenade Estates Ph IiSpa: YesSingle Family
Taxes:$6,163
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Are you looking for a Gated Community on Palmer Ranch in Sarasota with community amenities? This four bedroom two and half bathroom home is calling you!! It has lake views and it's on a cul du sac too..... This home built in 2022 has hurricane impact windows, a two-car garage, and room for a pool. Enjoy the lake views from the lanai. Its location is close to shopping, Pineview school and nearby beaches....
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tom Cinquegrano (941-284-5049)
4956 BRIDGEHAMPTON BLVD, SARASOTA, FL 34238
$985,00068 Days on yellowkey MLS ID: A4690574
REDUCED by $40,000 (3.9%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2960 Built: 1999Monthly Fee: $181 Tax: $5,805 (2025)Community: The HamptonsSpa: NoSingle Family
Taxes:$5,805
Remarks: Under contract-accepting backup offers. Peaceful panoramic long lake and park views over your blue water pool, come discover gated West Hampton on exclusive Palmer Ranch. Move in ready, new flat tile roof 2025, one owner, meticulously maintained 2960 sqft under air. Double French door entry to combined living and dining room with lanai, pool, lake, and views of the 83-acre Culverhouse Nature Park. Split plan 4-bedroom, large front den, 3-bath, and 2-car garage. The island kitchen offers stainless steel appliances (2024), Corian countertops, and natural gas hook-up. Raised panel 42” cabinets, pull outs, and closet kitchen pantry. Your kitchen café has a captivating aquarium glass window view of the lanai, pool, lake, and park. Large kitchen correspondence desk. Enjoy a south-facing, natural gas-heated pool with private sunbathing on a new cool deck surface (2025) and two spacious covered lanais. Crown molding in foyer, dining, and living room. Spacious primary suite with double entry doors, large walk-in closet and hanging closet. Primary bath with frameless glass walk-in shower, separate tub, and twin vanities. Tile and laminate flooring throughout, no carpeting. Palmer Ranch is an expertly engineered 10,000 acre planned unit development, minutes to Siesta Key beach, unhurried parkways, excellent schools, new public library, shopping, restaurants, state of the art fitness centers, parks, and quick access to the Legacy bike trail. 2- Carrier a/c 2019 & 2022, re-plumbed home 10/2015, & natural gas pool heater 4/2020. Furniture package available.
Listing Agent: Leonard Giarrano (941-724-0690)
5773 LONG SHORE LOOP, SARASOTA, FL 34238
$989,00026 Days on yellowkey MLS ID: A4695401
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2626 Built: 2022Monthly Fee: $396 Tax: $8,134 (2025)Community: Sunrise Preserve At Palmer RanchSingle Family
Taxes:$8,134
Remarks: Built in 2022, this stunning 2,626 sq. ft. residence (Jubilee Model) offers 3 bedrooms + office, 3 bathrooms, and a 3-car garage, all perfectly positioned to capture beautiful, private water views. Designed with both comfort and entertaining in mind, the large great room serves as the centerpiece of the home and seamlessly connects to the kitchen and dining areas. The upgraded kitchen overlooks these spacious entertaining areas and is a standout feature with upgraded white cabinetry with end panels, an executive kitchen layout with wall ovens and range hood, undercabinet lighting, and a contrasting island with dark cabinetry for added style and sophistication. Perfect for gatherings, the dining area just off the kitchen can easily accommodate dining arrangements of any size. The front guest bedroom is filled with natural light and features its own en suite bathroom, creating the perfect retreat for visitors. The spacious office/den at the rear of the home also enjoys abundant natural light and sliding glass doors overlooking the oversized paver lanai and serene backyard setting. The spacious primary suite is designed for comfort and relaxation, featuring large windows that bring in beautiful natural light along with an adjoining luxurious bathroom complete with separate vanities, a linen closet, glass door shower, and an enormous walk-in closet. The third bedroom offers privacy for guests and is conveniently located near the remaining full bathroom. Additional highlights include luxury vinyl flooring throughout with NO carpet, elegant crown molding, IMPACT windows and doors, and a spacious pantry complete with counters and shelving for exceptional organization. The oversized three-car garage features epoxy flooring for durability and easy maintenance as well as hanging racks for additional storage. This thoughtfully designed home combines modern finishes, practical upgrades, and peaceful waterfront living. Buyer will also receive a One Year Home Warranty! The low monthly HOA fee covers grounds maintenance, irrigation, and access to Sunrise Preserve’s outstanding amenities, including a resort-style pool, clubhouse, tennis, pickleball, bocce ball courts, and more. Ideally located near shopping, dining, beautiful Gulf beaches, and I-75—and situated within an excellent school district—this home truly offers the best of Florida living. Don’t miss your opportunity to make it yours!
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Stacey Andrews (941-504-1649)
2638 WEBBER PL, SARASOTA, FL 34232
$325,00023 Days on yellowkey MLS ID: A4695541
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 946 Built: 1958 Tax: $2,803 (2025)Community: Webber Heights SubSingle Family
Taxes:$2,803
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 2-bedroom, 1-bath home offering comfort, privacy, and an exceptional Sarasota location. Situated on a spacious .33-acre lot, the property features a brand-new fully fenced backyard (2025) with ample space for outdoor entertaining, gardening, pets, or even future expansion. Thoughtfully renovated throughout, this move-in-ready home includes a new roof (2022), updated flooring, a beautifully remodeled kitchen and bathroom, and a custom deck with paver patio, creating the perfect outdoor setting for relaxing or hosting family and friends. Centrally located in the heart of Sarasota, you'll enjoy convenient access to world-famous Gulf beaches, Downtown Sarasota, Southside Village, and an endless array of shopping, dining, entertainment, and cultural attractions. With low property taxes, Flood Zone X designation, and no deed restrictions, this property offers outstanding flexibility and value for full-time residents, seasonal homeowners, or investors. Whether you're looking for a primary residence, a winter retreat, or a turnkey investment opportunity, this charming home is ready to welcome its next owner.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Taylor Thompson (941-928-2372)
4811 WOODBROOK DR, SARASOTA, FL 34243
$354,999396 Days on yellowkey MLS ID: A4652272
REDUCED by $5,000 (1.4%) on 04/03/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1516 Built: 2012Monthly Fee: $173 Tax: $4,817 (2025)Community: Woodbrook Ph ISingle Family
Taxes:$4,817
Elementary School: Robert E Willis Elementary
High School: Braden River High
Remarks: One or more photo(s) has been virtually staged. Home has an active annual lease with tenants moving in on June 15, 2026. This beautiful Key West–style courtyard home in the highly desirable gated community of Woodbrook offers exceptional value with over $35,000 in recent improvements and updated mechanicals throughout. Ideally located on a premium lot directly across from open green space, this two-story residence features a rare and versatile layout with two private en-suite bedrooms, making it ideal for guests, multi-generational living, or a dedicated work-from-home setup. The bright, open-concept main level showcases 18"x18" tile flooring throughout the living, dining, and kitchen areas, along with a well-appointed kitchen featuring Cumberland cherry wood cabinetry, solid-surface countertops, new stainless-steel appliances, a large center island, breakfast bar, and a spacious walk-in pantry. A convenient half bath and laundry closet with newer washer and dryer complete the first floor. Upstairs, both bedrooms are generously sized with full baths, including a spacious primary suite with vaulted ceilings, an oversized walk-in closet, and a private balcony overlooking peaceful green-space views; carpeting was updated in 2022. The private brick-paved courtyard offers an ideal outdoor retreat for dining, relaxing, or gardening and provides direct access to the detached two-car garage with its own A/C and additional storage. Recent upgrades include a Trane HVAC system (2024), ductwork cleaning and sealing (2025), new ceiling fans (2024), a new hot water heater (11/2025), an updated electrical panel (2026), and window seal replaced 4/26, allowing for true move-in-ready convenience. Residents of Woodbrook enjoy low HOA fees, no CDD, and access to resort-style amenities including a pool, spa, cabana, grills, playground, and park, all just minutes from UTC, Lakewood Ranch, downtown Sarasota, Nathan Benderson Park, I-75, golf, shopping, dining, St. Barbara’s, and the Gulf beaches.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lynn Clement (941-650-1138)
3117 JAMAICA ST, SARASOTA, FL 34231
$369,900137 Days on yellowkey MLS ID: A4681988
REDUCED by $9,600 (2.5%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1800 Built: 1980 Tax: $1,935 (2025)Community: The WlySpa: NoSingle Family
Taxes:$1,935
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Outstanding Sarasota location for this truly unique lakefront home, complete with a small private dock. Nestled on a wooded, private lot, the setting offers a peaceful retreat that feels worlds away—yet is just minutes from everything Sarasota has to offer. Inside, generous living areas and soaring ceilings create an open, airy atmosphere ideal for both everyday living and entertaining. There is ample space for gatherings, along with a versatile bonus area perfect for a study, den, or gallery. The main-floor primary suite features a walk-in closet for added comfort and convenience. The two-car garage is currently configured as a one-car garage with additional flex space that could serve as a bedroom or office and can easily be converted back to a full two-car garage. Two spacious upstairs bedrooms share a conveniently located bathroom. A large enclosed, air-conditioned lanai with French doors opens to a serene back patio, offering tranquil lake views and abundant wildlife. This home radiates warmth and character, reflecting years of cherished family and friend gatherings. Located just one block from Bee Ridge Park, which offers basketball, volleyball, softball fields, and a shaded playground, and within a highly sought-after school district for elementary, middle, and high school. Sarasota Memorial Hospital is only three miles away, downtown Sarasota just five miles, and world-famous Siesta Key Beach approximately seven miles away—featuring exceptional dining, shopping, and cultural attractions. This property has never flooded and sits well above sea level.
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
7727 36TH LN E, SARASOTA, FL 34243
$470,00054 Days on yellowkey MLS ID: N6144214
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 1998Monthly Fee: $37 Tax: $5,870 (2025)Community: Country PalmsSpa: YesSingle Family
Taxes:$5,870
Remarks: Well-kept pool home in a quiet Sarasota location on a natural spring with convenient access to major corridors, shopping, dining, and area beaches. The interior offers a functional, open layout with 3 bedrooms, 2 bathrooms, vaulted ceilings, and tile flooring throughout. The updated kitchen connects directly to the main living areas, and a split floor plan provides privacy for the primary suite. Additional features include a dedicated dining area, family room, and interior laundry room. The outdoor space is a standout feature, with a heated pool and spa enclosed within a full screened lanai overlooking a tranquil pond. Three sets of sliding glass doors provide seamless access from the family room, dining area, and primary bedroom, creating strong indoor-outdoor flow. Both the front and rear lanais are equipped with fine mesh screening designed to reduce insects. Major system updates have already been completed, including 2023 solar panels servicing the pool pump and water heater, a 2023 HVAC system with an additional split unit in the primary bedroom, and hurricane-impact windows throughout. These improvements contribute to lower utility costs and reduced maintenance concerns. Located in the established Country Palms community with a low HOA and situated in Flood Zone X. Convenient proximity to Sarasota-Bradenton International Airport, downtown Sarasota, and Gulf Coast beaches. A rare opportunity to own a private pool home in this price segment. Assumable VA loan at 2.5 int available for qualified buyers.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jeffery K. Twigg, Pa (941-412-6505)
3246 MAIDEN LN, SARASOTA, FL 34231
$524,90086 Days on yellowkey MLS ID: A4688107
REDUCED by $24,600 (4.5%) on 06/05/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 1983 Tax: $4,622 (2025)Community: Kallas SubSingle Family
Taxes:$4,622
Remarks: **This is The One!** Prime Sarasota location just minutes to Siesta Key Beach, Downtown Sarasota, and more! This property offers strong potential as a primary residence, seasonal home, or investment opportunity. **NEW Roof in 2021** Functional layout with solid bones and opportunity to update or customize to maximize value. Private outdoor space and convenient access to shopping, dining, medical facilities, and I-75 add to the appeal. Ideal for buyers looking to capitalize on location and long-term upside in a highly desirable area. **NO HOA or Deed Restrictions** The Florida room provides the perfect spot to enjoy your morning coffee or unwind in the evening, and it opens to a spacious outdoor area—ideal for taking full advantage of Florida’s beautiful weather year-round. This property offers a versatile bonus space currently set up as a workshop **Potential to turn bonus space into living space/in-law suite with private entrance**, along with an additional climate-controlled room perfect for a home gym or flex space. Equipped with a 2-car attached garage PLUS an extra driveway on the side **Ample room for storing a Boat, Trailer, Lawn equipment, or other recreational vehicles.** Enjoy the freedom to truly make the space your own with endless possibilities. In addition, enjoy tons of storage space for all your holiday decorations and any additional items you may need to tuck away. Don't miss out on this incredible property - Reach out to schedule your private tour today! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
5169 OXFORD DR, SARASOTA, FL 34242
$1,498,80070 Days on yellowkey MLS ID: V4948468
3 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1658 Built: 1994 Tax: $15,228 (2024)Community: Siesta BeachSpa: NoSingle Family
Taxes:$15,228
Remarks: Under contract-accepting backup offers. WATERFRONT PARADISE!! Welcome to 5169 Oxford Drive, where this elevated, turnkey-furnished home is perfectly positioned on a stunning canal, offering the ideal opportunity for personal enjoyment or rental income. This beautifully maintained property features 3 bedrooms and 3 bathrooms, along with quick access to open water, making it a dream for boating enthusiasts. Start your mornings with a relaxing cup of coffee or tea in your backyard oasis by the private swimming pool. As the day unfolds, gather with family and friends in the warm, inviting living room while enjoying tranquil canal views. The open-concept layout is designed for effortless living, seamlessly connecting to a chef-inspired kitchen just steps away. Upstairs, you’ll find a spacious bedroom and full bathroom, perfect for guests or added privacy. Downstairs features two en-suite bedrooms, providing comfort and convenience for everyone. Step outside to your own private retreat—ideal for entertaining or unwinding. Spend evenings by the pool, fire up the barbecue, or fish right from your private dock and pier. For adventure, grab your paddleboard and head straight out to the Gulf from your backyard. This home showcases exceptional features and thoughtful upgrades throughout, including: • Durable steel roof • Updated flooring • Indoor laundry • Outdoor grilling area • Private swimming pool • Boat slip • Private fishing pier Located just moments from Siesta Beach, you can easily hop on your golf cart or enjoy a scenic walk to one of Florida’s most beautiful shorelines. This is more than just a home—it’s a lifestyle. Seller is offering a one-year home warranty with a full-price contract. Schedule your private showing today and experience this exceptional property and neighborhood firsthand.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: John Chalkias (614-284-2560)
1870 JASMINE DR, SARASOTA, FL 34239
$2,860,00020 Days on yellowkey MLS ID: A4696318
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4165 Built: 2026 Tax: $7,657 (2025)Community: Hartland ParkSpa: YesSingle Family
Taxes:$7,657
Elementary School: Southside Elementary
Remarks: Experience modern luxury in this stunning new construction home located in Sarasota's highly sought-after West of Trail area. Offering 5 bedrooms, 5.5 bathrooms, and 4,165 square feet under air (5,614 total square feet), this exceptional residence combines custom design with everyday functionality. A grand entry welcomes you with soaring 12-foot ceilings, a spacious foyer, and a striking staircase that sets the tone for the home's contemporary elegance. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect space for entertaining and daily living. The chef-inspired kitchen features custom solid wood cabinetry, quartz countertops, premium Thermador appliances, and an oversized island designed for gathering with family and friends. A custom built-in feature wall in the living room adds both style and practicality. The bright first-floor office, complete with convenient bathroom access, can easily function as a guest suite and overlooks the beautifully landscaped front yard. Upstairs, 10-foot ceilings enhance the spacious feel throughout. The luxurious primary suite serves as a private retreat, accessed through double doors and opening to a private balcony that extends the second-floor living space. Each additional bedroom offers its own en-suite bathroom and walk-in closet, providing comfort and privacy for family and guests alike. A spacious second-floor laundry room with built-in cabinetry adds convenience. Outside, lush tropical landscaping and a full irrigation system complement the home's impressive curb appeal. Premium upgrades include impact-rated windows and doors, epoxy-coated garage floors, designer exterior lighting, pre-wiring for security cameras, and dual HVAC systems for enhanced comfort and energy efficiency. Ideally located West of Trail, this exceptional home is just minutes from downtown Sarasota, Sarasota Memorial Hospital, premier dining and shopping, local parks, and the world-renowned beaches of Siesta Key. Schedule your private showing today and discover the perfect blend of luxury, location, and modern living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Samantha Jennen (941-321-6095)
4725 N TUTTLE AVE, SARASOTA, FL 34234
$699,90057 Days on yellowkey MLS ID: TB8503892
0 Days Off yellowkey (back on 6/7/2026)
REDUCED by $25,100 (3.5%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1696 Built: 1959 Tax: $6,500 (2025)Community: Desoto AcresSingle Family
Taxes:$6,500
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Welcome to a rare opportunity in the heart of Sarasota! Situated on an expansive 2.25-acre corner lot, 4725 N Tuttle Ave offers incredible space, flexibility, and future potential—perfect for homeowners, investors, or those seeking room to grow. This 3-bedroom, 2-bathroom home features separate family and living rooms, a formal dining area, and a 2-car garage, delivering both functionality and comfort. Best of all, there are NO deed restrictions, giving you the freedom to park RVs, boats, trailers, or work vehicles, and even expand or customize the property to suit your needs. This property has been thoughtfully upgraded with major improvements already completed, offering peace of mind and immediate value. A brand-new metal roof provides long-term durability and energy efficiency. A full reverse osmosis water system with softener ensures clean, high-quality water throughout the home. Inside, new luxury vinyl plank flooring runs throughout the main living areas, combining modern style with durability. The updated kitchen is designed to impress, featuring quartz countertops, brand-new cabinetry, and a complete set of new appliances including a range, refrigerator, dishwasher, and microwave. Whether you’re cooking for family or entertaining guests, this kitchen is both stylish and functional. Additional upgrades include newly completed electrical work, enhancing safety and efficiency. The oversized corner lot offers privacy and usability, with gated access from a side road—ideal for bringing in equipment, trailers, or planning future additions. With 2.25 acres, the possibilities are endless—create a workshop, add a guest house, or design your own outdoor oasis. Location is everything, and this home delivers. Just minutes from the world-famous sands of Siesta Key Beach and Lido Key Beach, you’ll enjoy some of Florida’s most beautiful coastline. You’re also conveniently close to the vibrant shopping, dining, and cultural experiences of St. Armands Circle and downtown Sarasota. Easy access to major roadways makes commuting a breeze. Whether you’re searching for a primary residence, an investment property, or land with unlimited potential, this home stands out with its acreage, upgrades, prime location, and unmatched flexibility. Don’t miss this unique opportunity—schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Patrick Defeo, Ii (941-518-0708)
5261 HIGHBURY CIR, SARASOTA, FL 34238
$679,00051 Days on yellowkey MLS ID: A4692615
REDUCED by $11,000 (1.6%) on 06/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1999Monthly Fee: $285 Tax: $5,284 (2025)Community: The HamptonsSingle Family
Taxes:$5,284
Remarks: Stunning long-lake views set the stage for this beautifully updated 3BR/2BA pool home in The Hamptons at Palmer Ranch. Featuring a brand-new tile roof and gas water heater, this home offers peace of mind along with a spacious open floor plan, soaring cathedral ceilings, and two separate living areas perfect for entertaining. The expansive paver pool deck overlooks the water, creating the perfect setting for sunsets, relaxation, and wildlife views. The newly remodeled kitchen features a custom walk-in pantry, quartz countertops, soft-close cabinetry, and all-new appliances, including a gas stove and hood range. The custom primary bath, laundry room, and all bedrooms have also been thoughtfully updated, bringing fresh modern style throughout the home. Both bathrooms feature glass-enclosed showers, while the primary suite includes a freestanding soaking tub. Additional upgrades include a ceramic tile entertainment wall with built in fireplace, EV Charger, new baseboards, trim, light fixtures, fans, gutters, switches and outlets, a 2021 HVAC system, updated pool cage, and epoxy garage floor. Located in the highly desirable Palmer Ranch community, The Hamptons offers quiet living just minutes from Siesta Key (7.7 Miles), shopping, dining (Sarasota Town Square is getting revamped 3.4 Miles), I-75, top-rated schools, and the Legacy Trail. Perfect for full-time residents, snowbirds, or anyone looking to enjoy the Florida lifestyle.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jack Cline (443-536-6071)
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