Location: Sarasota
Keyword(s): Sarasota Middle
Keyword(s) Middle School: Sarasota Middle
Do Not Show Listings
1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,0006 Days on yellowkey MLS ID: A4688990
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4852 Built: 1992 Tax: $80,000 (2025)Community: Harbor AcresSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$80,000
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood-paneled library, formal dining with 12-foot ceilings, and a wetbar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
6456 TARAWA DR, SARASOTA, FL 34241
$405,00027 Days on yellowkey MLS ID: A4686718
REDUCED by $10,000 (2.4%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 1979 Tax: $3,692 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,692
Elementary School: Lakeview Elementary
Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom, 2-car garage single-family home offering 1,436 square feet of comfortable living in the desirable Lake Sarasota community. This inviting residence features an updated kitchen with stone countertops, wood cabinetry, and stainless steel appliances, along with a convenient passthrough window to the covered and screened patio—perfect for indoor-outdoor entertaining. The home offers a spacious layout including a large living room, dining area, and separate family room, all enhanced by recessed lighting throughout. Step outside to a generously sized, fully fenced backyard with ample space to ADD a swimming pool, creating your own private oasis. Major updates include a ROOF replacement in 2013, A/C in 2015, and updated PLUMBING lines in 2020. The home is also fitted with HURRICANE SHUTTERS for the windows and doors that add protection when needed. Perfectly located, this home is just minutes from I-75, Rothenbach, Urfer Family Park, shopping centers, restaurants, and the Mall at UTC. The neighborhood offers outstanding outdoor amenities including a dog park, disc golf course, and a kayak launch into Lake Sarasota—perfect for active lifestyles and nature lovers. SRQ International Airport, Downtown Sarasota, and Siesta Key are all within 30 minutes. Zoned for Lakeview Elementary, Sarasota Middle, and Sarasota High School, this is a rare opportunity to own one of the best homes in a truly great community. With NO HOA and NO DEED RESTRICTIONS, homeowners enjoy exceptional flexibility while still benefiting from a well-established, friendly neighborhood. ***This home located in approved USDA area that qualifies for 100% financing (no downpayment required), as well as downpayment assistance programs from, up to 5% of the purchase price! Ask about how you can get access to lenders who utilize those programs.*** Come see this one by appointment only.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
704 TROPICAL CIR, SARASOTA, FL 34242
$1,375,00015 Days on yellowkey MLS ID: A4687678
2 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2073 Built: 1976Monthly Fee: $54 Tax: $12,410 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$12,410
Elementary School: Phillippi Shores Elementary
Remarks: Nestled in one of Siesta Key’s most sought-after neighborhoods, this beautifully updated tropical retreat offers the perfect blend of coastal charm, modern comfort, and an active waterfront lifestyle. Whether you’re searching for a full-time residence or a private vacation escape, this home delivers an exceptional opportunity in an unbeatable location—just under a mile from the world-renowned white quartz sands of Siesta Key Beach. Set on a tropically landscaped low maintenance lot, the home has been thoughtfully updated to create a light, inviting interior centered around a modernized kitchen. A generously sized island anchors the space, serving as the heart of the home, ideal for entertaining family and friends. The open dining area overlooks the newer heated saltwater pool and screened enclosure, creating a seamless indoor-outdoor flow for relaxed coastal living. Evenings here are unforgettable, whether enjoying dinner al fresco or taking a moonlit swim beneath the warm tropical sky. The residence offers three spacious bedrooms, including a flexible guest room with a Murphy bed, allowing for both everyday comfort and effortless hosting. An additional office space off the pool area also features a Murphy bed, providing even more versatility for guests or extended stays.What truly sets this property apart is its connection to nature and the water. A charming boardwalk travels through lush mangroves, leading to your private dock perfect for launching kayaks and exploring the serene waters of the Bayside Club estuary. From here, you’ll enjoy quick access to the Intracoastal Waterway and beyond, opening the door to endless days of coastal adventure. All of this natural beauty comes with the assurance that this home had no damage nor flooding from previous storms. Offered with timely occupancy, this is a rare opportunity to secure your place in one of Siesta Key’s most desirable enclaves and begin enjoying the best of island living without delay for this summer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Jeff Hinrichs (941-456-1251)
7935 WOODPOINTE CT #21, SARASOTA, FL 34238
$230,00014 Days on yellowkey MLS ID: A4688197
1 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1734 Built: 1985Monthly Fee: $648 Tax: $3,310 (2025)Community: Pine Tree VillageCondo
Taxes:$3,310
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Under contract-accepting backup offers. Location, Location, Location! This charming villa-style condominium is nestled in the beautiful Pine Tree Village, perfectly situated near everything Sarasota has to offer—downtown, world-famous Siesta Key Beach, and exceptional dining and shopping. Pine Tree Village embodies the best of Florida living, featuring a community pool, tennis, pickleball, mature landscaping, walkable streets, and winding paths around a scenic lake. This inviting home is ideal for relaxation, whether you’re unwinding on the screened lanai, enjoying the spacious great room with volume ceilings, or sipping your morning coffee in the bright kitchen. The generously sized bedrooms provide comfort and privacy, while the versatile flex space is perfect for a home office, workout room, or accommodating overflow guests. This is the best-priced home in the neighborhood and comes move-in ready with brand-new carpet, fresh interior paint, and new lanai screens. Additional highlights include a two-car garage, an extended driveway, and a desirable cul-de-sac location.
Listing Agent: Steve Abbe (941-400-3969)
3908 CENTER GATE CIR #27, SARASOTA, FL 34233
$315,00095 Days on yellowkey MLS ID: A4677107
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1462 Built: 1979Monthly Fee: $475 Tax: $3,442 (2025)Community: Center Gate Village 1Villa
Taxes:$3,442
Elementary School: Ashton Elementary
Remarks: Are you looking for a move in ready, maintenance free villa that you don't have to renovate, replace floors, rip out carpet, repaint, and drain your bank account? This is the property for you! There isn't much that hasn't been updated, upgraded, redone or replaced in this Center Gate home just south of Bee Ridge in Sarasota. All of the major items have been replaced including: Roof 2023 *** Hurricane Impact Cat 5 Windows, Doors, Steel Garage Door and Sliders 2023 ($45,000) *** Kitchen Appliances all new since 2024 *** LG Washer and Dryer 2025 *** Water Heater 2025 *** Brick Pavers on lanai and Porches 2023 *** Garage Floor Epoxy and Fire Door Added 2024 *** Lanai Ceiling Remodel 2023 *** And wait there is more... Owners also made these upgrades: Garbage Disposal, Kitchen Light and Faucet, Toilets, Bathroom Faucets, Painted Guest Bathroom and Living Room, Most of the Fans and Fixtures in the house, Blackout Drapes, and just had the grout professionally cleaned. Don't bother with these fixer uppers, bring your suitcase, drop it at the house, and head to the beach because you won't be lifting a finger. Center Gate has reasonable fees, a stable budget and reserves, community pool, and fees include cable, lawn maintenance, community pool, and building insurance. You will be hard pressed to find a cleaner property than this one on the market today.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Cody Craig (941-497-6060)
8884 WILD DUNES DR, SARASOTA, FL 34241
$985,0007 Days on yellowkey MLS ID: A4689004
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3185 Built: 1990Monthly Fee: $183 Tax: $5,827 (2025)Community: Misty CreekSingle Family
Taxes:$5,827
Remarks: Under contract-accepting backup offers. Quality Built by ARTHUR RUTENBERG HOMES * Very private setting on almost 1/2 ACRE * PANORAMIC VIEWS of VERY LARGE SPRING-FED LAKE with GOLF COURSE IN THE DISTANCE * These are MUST SEE VIEWS * No homes behind you on this PREMIER STREET IN MISTY CREEK * Large RAY ROTH KITCHEN with wood cabinets * Kitchen opens to Family Room with built-in cabinets & wet bar * 4 Bedrooms & 3.5 Baths * PLUS DEN/OFFICE * Formal Living Room & Formal Dining Room * Master Suite features walk-in shower & garden tub as well as his & her closets * Split plan design * Volume & vaulted ceilings * Beautiful Pool with NEWER Pool Cage & Screens * Big Covered Lanai is ideal for entertaining or simply relaxing in your slice of paradise * 2 car side-load Garage PLUS Full GOLF CART GARAGE * NEW ROOF IN 2016 * NEW A/C in 2016 is a 5 ton Trane * Gated community with 24/7 security * Misty Creek is including 1 month FREE golf membership with the sale of this home * If you have any questions, Listing Agent lives in Misty Creek * Golf membership is NOT mandatory * Low annual HOA fees * Country feel yet minutes to Siesta Key Beach, excellent schools, shopping & dining * Rothenbach Park & New Publix shopping plaza is 5 minutes away * One look & you'll fall in love! *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
4801 SILVER TOPAZ ST, SARASOTA, FL 34233
$530,0007 Days on yellowkey MLS ID: A4688036
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2447 Built: 2020Monthly Fee: $122 Tax: $4,010 (2025)Community: Ashton MeadowsSingle Family
Taxes:$4,010
Remarks: Welcome to this beautifully designed and well-maintained home in the highly desirable Ashton Meadows community. Built in 2020, this spacious two-story residence offers the perfect blend of modern design, functional living space, and Florida lifestyle. Featuring approximately 2,447 square feet, this home offers 5 bedrooms, 3 bathrooms, and a versatile layout ideal for families, entertaining, or working from home. The open-concept floor plan seamlessly connects the kitchen, living, and dining areas—making it the heart of the home—perfect for gatherings and everyday living. Upstairs, a generous loft provides additional flexible space for a media room, office, or play area. The spacious owner’s suite includes a large walk-in closet and private en-suite bath, while additional bedrooms provide comfort and flexibility for family or guests. Step outside to enjoy Florida living with a covered lanai and peaceful surroundings. Situated on a cul-de-sac with only one neighboring home and a preserve lot on the opposite side, this property offers added privacy and a more secluded feel. Ideally located just 0.3 miles from the Legacy Trail and Ashton Park, offering convenient access to miles of scenic biking, walking, and outdoor recreation. Additional features include a 2-car garage equipped with an electric car charger and a well-maintained neighborhood with sidewalks. The home is wired for smart home integration, including security, door locks, garage door, and thermostat control; however, these systems have not been in use by the current owner and no active subscription is in place (therefore not warranted for functionality). The refrigerator water/ice line has been disconnected for some time, and the home irrigation system has not been utilized by the seller for several years, so these items are also not warranted by the sellers. The Murphy bed in downstairs bedroom and curtains throughout the house are excluded from the sale. Conveniently located near top-rated schools, shopping, dining, and Sarasota’s world-famous beaches, this neighborhood offers both convenience and charm. This home truly has it all.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tammy Barton (941-448-9347)
6271 STURBRIDGE CT, SARASOTA, FL 34238
$650,0007 Days on yellowkey MLS ID: A4687332
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1987 Built: 1999Monthly Fee: $146 Tax: $3,705 (2025)Community: Hamptons Unit 1Single Family
Taxes:$3,705
Remarks: The Palmer Ranch Hamptons subdivision is centrally located to all Sarasota has to offer. This well-manicured quite subdivision has an ambiance as soon as you drive in. The residence is the perfect size 3 bed 2 bath.... with office/den. The covered patio overlooks a very well cared for Zen Garden. "Relaxing" This is a must see to appreciate the upgrades thru out, but the master suite is a must see! Additional pluses include new tile roof 2025, new a/c 2022, new front door 2021, new gas stove etc.
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Keith Groesbeck (941-266-7601)
4458 NARRAGANSET TRL #93A, SARASOTA, FL 34233
$180,00015 Days on yellowkey MLS ID: A4687519
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1182 Built: 1976 Tax: $1,471 (2025)Community: Lake TippecanoeCondo
Taxes:$1,471
Remarks: Under contract-accepting backup offers. Welcome to Lake Tippecanoe, a highly desirable 55+ lakefront community. This 2-bedroom, 2-bath condo offers 1,182 sq ft of comfortable living space, a split floor plan, and serene lake views. Ceramic tile flows throughout, and the open living and dining area leads to a screened lanai at the rear — perfect for enjoying the Florida lifestyle. A front balcony off the main entry provides additional outdoor space. Enjoy maintenance-free living with the condo fee covering water, sewer, basic cable, pest control, lawn care, roof maintenance, and building insurance. Community amenities include a heated and cooled pool perfect for the Summer months, a clubhouse with a gathering room and a catering kitchen, and shuffleboard courts. Conveniently located near shopping, dining, the Bee Ridge Road corridor, and just minutes from the world-renowned sands of Siesta Key. A compelling opportunity in one of Sarasota's most established active communities. Call today for your private tour.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Steven Windsor (941-592-5569)
3685 SQUARE WEST LN #28, SARASOTA, FL 34238
$519,00074 Days on yellowkey MLS ID: A4680387
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2741 Built: 2005 Tax: $4,290 (2025)Community: Palmer Square WestCondo
Taxes:$4,290
Remarks: Well-maintained and beautifully designed, this spacious three-bedroom elevated condominium lives like a single-family home, featuring high ceilings, an open, airy floor plan throughout with easy access from the front staircase or elevator. The living and dining areas flow seamlessly into the family room and breakfast area, all centered around an open kitchen that is easily accessible. The generous sized primary suite offers tray ceilings and a large sitting area with serene park-like views. Oversized, multiple closets provide no less than 11 feet of double-hanging space, several shelving levels and a separate shoe closet. The sun-filled primary bath includes a water closet, step-in tub, separate shower, dual sinks plus private utility closet. The spacious guest suite features its own private bath and closet, offering comfort and privacy for visitors. The third bedroom is used as a home office, providing flexible living space to suit a variety of needs. The ground level features an oversized garage with 11 feet of linear storage, separate workroom with workbench, refrigerator, additional storage area and direct elevator access. The garage is also equipped with 220-volt service for electric vehicle charging. Enjoy indoor-outdoor living on the 19-foot screened lanai, accessible from the primary suite, guest suite and family room. Relax on the porch swing while overlooking the tranquil pond with fountain and lush landscaping. The Square West community amenities include a pavilion for social gatherings, pool and spa, making this well-maintained neighborhood a peaceful and enjoyable place to call home. New hurricane impact resistant windows installed 2015, new hurricane resistant sliding glass doors installed 2019.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
5501 ROSEHILL RD #103, SARASOTA, FL 34233
$185,000101 Days on yellowkey MLS ID: A4676093
REDUCED by $5,000 (2.6%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1112 Built: 2002 Tax: $2,618 (2024)Community: Admirals WalkCondo
Taxes:$2,618
Tax Year: 2024
Remarks: The most affordable two-bedroom residence currently offered in the community presents an exceptional opportunity for buyers seeking comfort, value, and location. With a motivated seller, this move-in-ready first-floor home features, stair-free access, and upgrades rarely found at this price point, making it an outstanding option within this well-established Sarasota community. Inside, the home features a bright, open floor plan with 1,112 square feet of living space designed for everyday comfort and functionality. The living and dining areas flow seamlessly together, making the space ideal for relaxing or entertaining, while large windows allow natural light to fill the home. The kitchen offers ample cabinetry and a functional layout with an eating space that connects naturally to the main living areas. Recent improvements include a newer range and dryer, along with a new HVAC installed in 2023, providing added peace of mind. The split-bedroom design provides privacy and flexibility, with two spacious ensuite bedrooms, each featuring a walk-in closet and its own private bathroom. The primary suite is thoughtfully positioned for comfort, while the second bedroom is perfect for guests or extended stays. Flooring throughout includes a combination of ceramic tile and luxury vinyl, offering both durability and easy maintenance. Admirals Walk is known for its strong community feel and impressive amenities, including a resort-style pool, clubhouse, fitness center, gated community and well-maintained sidewalks throughout the neighborhood. Condo fees include exterior maintenance, grounds care, pool maintenance, water, sewer, and management, allowing for a truly low-maintenance lifestyle. Pet lovers will appreciate the community’s pet-friendly policies. The location is exceptional—minutes to shopping, dining, parks, I-75, and the Legacy Trail, one of Sarasota’s most popular outdoor recreation destinations. Enjoy all the great amenities of being so close to the Ashton Trailhead and Ashton Park. Whether you’re seeking a full-time residence, seasonal getaway, or investment opportunity, this first-floor condo offers comfort, value, and ease of living in the heart of Sarasota. With its functional layout, recent mechanical updates, resort-style amenities, and desirable location, this Admirals Walk residence presents a fantastic opportunity. This is the best value in Admirals walk at this time! Please let me prove that to you!
Listing Agent: Rachel Tritschler (941-993-5892)
4142 CENTRAL SARASOTA PKWY #1415, SARASOTA, FL 34238
$165,000255 Days on yellowkey MLS ID: A4660699
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 759 Built: 1998 Tax: $1,772 (2024)Community: Bella Villino IvCondo
Taxes:$1,772
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Just minutes from world-famous Siesta Key Beach, this inviting first-floor condo offers the perfect blend of location, comfort, and affordability in the highly desirable Bella Villino community. 759 square feet of well-designed living space, this residence is ideal as a full-time home, seasonal getaway, or investment opportunity. The open-concept layout features a dedicated dining area and a spacious primary suite with dual closets and a private en-suite bath. Enjoy the convenience of in-unit laundry with a washer and dryer included, plus easy ground-floor access with no stairs or elevators. A deeded garage space and additional guest parking add everyday practicality, while the property’s Flood Zone X designation means no flood insurance is required. Bella Villino is a gated, resort-style community offering an impressive array of amenities, including a heated pool and spa, clubhouse with lounge, kitchen, and business center, fully equipped fitness center, indoor basketball and racquetball courts, tennis courts, gas grills, lakeside walking trail, pet stations, car care station, and on-site management. The monthly fee covers water, sewer, trash, exterior maintenance, grounds care, and amenities, making for truly low-maintenance living. Ideally located in the heart of Palmer Ranch, you’re less than 10 minutes to Siesta Key Beach and close to the Legacy Trail, shopping, dining, golf, and everyday conveniences. With easy access to I-75 and downtown Sarasota, this condo delivers both lifestyle and location at an unbeatable price point. Schedule your private showing today and experience the Bella Villino lifestyle for yourself.
1704 COCOANUT AVE, SARASOTA, FL 34234
$330,000191 Days on yellowkey MLS ID: A4666635
1 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1671 Built: 1947 Tax: $2,753 (2024)Community: Hillcrest ParkSpa: NoSingle Family
Taxes:$2,753
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Under contract-accepting backup offers. This charming cottage home near downtown Sarasota and the Bay offers a private mother-in-law suite, with separate entrance. -perfect for multi-generational living. Small fenced back yard and plenty of parking. A laundry room with washer/dryer on site, separates the two units. The main apartment features two bedrooms and one bath. The kitchen is big enough to accommodate a dining table with four chairs. A dream location, walkable to downtown and the Bay, a few minutes driving to the airport and the Ringling College. Most affordable and closest to where all is happening!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Este Lennox (941-350-0048)
4243 MIRIANA WAY, SARASOTA, FL 34233
$539,90038 Days on yellowkey MLS ID: A4685208
REDUCED by $10,100 (1.8%) on 04/07/2026
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: 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 Agent: Lee Brewer (941-724-3448)
5125 WILLOW LEAF DR, SARASOTA, FL 34241
$1,240,00042 Days on yellowkey MLS ID: A4683770
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3837 Built: 1986Monthly Fee: $60 Tax: $8,339 (2025)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$8,339
Remarks: An exceptional custom home by Arthur Rutenberg, set on nearly one acre behind the gates of Bent Tree Village, offers space, privacy, and thoughtful design in one of Sarasota’s most desirable communities. Step through the double wood doors into a welcoming foyer that opens to formal living and dining rooms, creating an immediate sense of openness. The layout flows naturally, making it just as comfortable for quiet evenings as it is for hosting guests. The kitchen is designed for someone who truly enjoys cooking. You’ll find generous counter space, extensive wood cabinetry with abundant storage, a breakfast bar, and a full suite of updated appliances, including a wine refrigerator. An informal dining area sits just off the kitchen, overlooking the screened lanai, pool, and spa, perfect for everyday meals with a view. The family room is spacious and inviting, anchored by an oversized wood-burning fireplace and complemented by a wet bar, an ideal setup for gatherings or relaxed weekends at home. The primary suite provides a private retreat with an ensuite bath featuring dual sinks, a water closet, a freestanding tub, and a step-in shower. Four additional bedrooms allow for flexibility. The fifth bedroom, with its own private entrance, can easily serve as a home office, game room, or guest suite. Outside, the screened pool and spa area is the true centerpiece. With nearly an acre of surrounding grounds, there’s ample room for entertaining, recreation, or simply enjoying the privacy and greenery. Located in a private gated community with convenient access to shopping, dining, golf, and the cultural amenities Sarasota is known for, this home offers the best of both comfort and location. And in walking distance to Lakeview Elementary School. Less then 5 miles to two private schools, the Classical Academy or Out of Door Academy. It’s a property that must be experienced in person to fully appreciate.
Listing Agent: Lisa Bouck, Pa (941-374-0165)
8780 DAYBREAK ST, SARASOTA, FL 34241
$259,00018 Days on yellowkey MLS ID: A4687506
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1187 Built: 2023 Tax: $5,093 (2025)Community: Skye Ranch Nbrhd 2 Twnhms NortTownhouse
Taxes:$5,093
Elementary School: None
Remarks: Move-In Ready & Partially Furnished | Built 2023 | Townhome in Skye Ranch Why wait to build when this nearly-new 2023 Ivy floor plan is ready now and comes partially furnished. Nestled in Taylor Morrison's master-planned Skye Ranch community, this stylish 2BR/2.5BA townhome offers 1,187 sq ft of thoughtfully designed open-concept living in one of Sarasota's most sought-after locations. Step inside to a bright, functional layout where the kitchen anchors the front of the home, featuring a large pantry and convenient half bath, perfect for entertaining. The open dining and great room flow effortlessly to your private outdoor patio, ideal for morning coffee or evening unwinding. Upstairs, the primary suite offers a quiet retreat, joined by a second bedroom, full bath, and in-unit laundry. Residents enjoy two resort-style pool areas with cabanas, perfect for soaking up the Florida sunshine, along with a dog park, basketball court, and lush green spaces throughout the community. The Skye Ranch Trail system offers miles of walking and biking paths winding through scenic preserves and native wetlands, and the adjacent Turner Park features tennis, volleyball, baseball, softball, soccer fields, a bark park, and an adventure tot lot for the whole family.
Listing Agent: Mickey Kiernan (941-402-9115)
5583 RAIN LILY CT, SARASOTA, FL 34238
$625,000179 Days on yellowkey MLS ID: A4668670
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1972 Built: 2017Monthly Fee: $446 Tax: $3,515 (2024)Community: Hammock PreserveSpa: NoSingle Family
Taxes:$3,515
Remarks: THIS HOME IS A WOW! DONT LET THE 2 BEDROOMS STOP YOU FROM LOOKING .THE OFFICE HAS A SLEEP SOFA TO CONVERT TO A BEDROOM FOR EXTRA GUESTS. IT SHOWS LIKE A MODEL AND IS IN IMMACULATE MOVE IN CONDITION! BEAUTIFUL FRONT HOME ELEVATION WITH LUSH PROFESSIONAL LANDSCAPING. A BRICK PAVER WALKWAY, OVERHEAD ARCHWAY AND LEADED GLASS FRONT DOOR MAKE FOR A VERY IMPRESSIVE ENTRANCE TO THIS LOVELY HOME. SPECIAL FEATURES INCLUDE LUXURY ENGINEERED HARDWOOD FLOORS, TRAY CEILING ACCENTS IN THE DEN, DINING ROOM, AND PRIMARY BEDROOM. FABULOUS CHEF KITCHEN HAS STONE COUNTERTOPS WITH TILE BACKSPLASH, WHITE WOOD CABINETS, STAINLESS APPLIANCES, LARGE CUSTOM KITCHEN ISLAND WITH BREAKFAST BAR. SEPARATE DINING ROOM. LARGE PRIMARY BEDROOM WITH HUGE WALK IN CLOSET WITH A BUILT IN DRESSER, THE PRIMARY BATHROOM SPORTS A LARGE WALK IN SHOWER. FABULOUS GREAT ROOM HAS A BEAUTIFUL TRAY CEILING WITH CROSS BEAM ACCENT, AND A SPECTACULAR BUILT IN FEATURE WITH A CONTEMPORARY ELECTRIC FIREPLACE, SPECIAL LIGHTING ABOVE ACCENTS WHITE STONE TILE, AND BUILT-IN SHELVING. THERE IS ALSO AN OFFICE NICHE WITH A BUILT IN DESK. THE LANAI HAS BEEN EXTENDED, HAS SUN SHADES AND BRICK PAVER FLOORING. OFF THE LANAI ENJOY A LARGE BRICK PAVER PATIO! EXTRA LARGE GARAGE FOR 2 CARS PLUS A LARGE STORAGE AREA, ROOM FOR A GOLF CART AND YOUR OTHER TOYS. HAMMOCK PRESERVE IS A BEAUTIFUL GATED COMMUNITY WITH A RESORT LIFESTYLE. AMENITIES INCLUDE A LARGE CLUBHOUSE, WITH FITNESS CENTER, RESORT POOL, TENNIS AND PICKLEBALL COURTS, DOG PARK TOO! ATTACHED TO THIS LISTING IS AN IMPRESSIVE LIST OF BUYER UPGRADES ON THIS SPECIAL HOME.
Listing Agent: Marcia Mclaughlin (941-726-1536)
4140 MALDEN DR, SARASOTA, FL 34241
$449,000180 Days on yellowkey MLS ID: A4668055
REDUCED by $20,000 (4.3%) on 04/07/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1964 Built: 2000 Tax: $3,655 (2024)Community: Lake SarasotaSingle Family
Taxes:$3,655
Remarks: This is the one * 'A' RATED SCHOOL DISTRICT * NEW ROOF IN 2020 * NEW A/C IN 2020 * LOVINGLY REMODELED FAMILY HOME * A TRUE 4 BEDROOM SPLIT PLAN with 2 BATHS * This comfortable, generously-sized open floor plan features a Living Room + Dining Room + Family Room * SPACIOUS Kitchen features a breakfast bar and has newer appliances, fixtures and GORGEOUS GRANITE counters * Screened lanai with door to 2nd Bath * Private fenced yard for privacy * THE BACKYARD IS A BEAUTIFULLY LANDSCAPED OASIS * This home is perfect for entertaining or simply relaxing in your slice of paradise * You'll love living on this quiet street in the newer section of Lake Sarasota * 'A' RATED SCHOOL DISTRICT * Fantastic location - you're just minutes to parks, I-75, shopping, restaurants, Doctor's Hospital, and so much more * It's a short drive to Siesta Key Beach, downtown and even UTC Mall * One look & you'll fall in love *
Listing Agent: Glenn Brown (941-342-6464)
4541 MURCIA BLVD #11, SARASOTA, FL 34238
$575,000131 Days on yellowkey MLS ID: A4673824
0 Days Off yellowkey (back on 3/4/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3241 Built: 1999Monthly Fee: $250 Tax: $4,750 (2024)Community: Valencia At PrestanciaSingle Family
Taxes:$4,750
Remarks: NEW PRICE! LOW,LOW PRICE!!!!PRICED to SELL!!!Move-in Ready!!! Nestled behind the private gates of the beautifully landscaped TPC PRESTANCIA, this maintenance-free, stand-alone two-story residence offers over 3200 sq. ft. of exceptional Florida living. Perfectly positioned on a quiet cul-de-sac, the home delivers privacy, elegance, and sweeping golf course views. "The thoughtfully designed floor plan centers around a serene courtyard-style pool with a tranquil water feature and recently redone pavers, accessible from multiple rooms and ideal for indoor-outdoor living." Step into the impressive living and dining area, where soaring ceilings, refine crown molding, and expansive picture windows frame a panoramic vista of the #7 green, #8 tee boxes ,fairway, and a picturesque lake on the TPC Stadium Course -- one of Prestancia's two championship courses and a haven for local birdlife. The spacious well-equipped kitchen features a center island with sink and disposal, generous storage, and seamless flow into the casual family room and breakfast nook. A charming bay window overlooks the pool, filling the space with natural light. The first-floor primary suite offers comfort and convenience with two custom walk-in closets (plus another large closet), a bright bathroom with dual sinks, and direct access to pool area. Upstairs, two large guest ensuite bedrooms provide privacy for visitors, each opening to a long, wide balcony with elevated golf course views. A versatile fourth bedroom/casita sits off the courtyard on the main level--complete with a full bathroom, built-in desk and Murphy bed --making it an ideal office, guest suite, or " man cave." Additional features include a half bath, laundry room, and an oversized two-car garage. Golf membership is optional, not required. Located just minutes from Siesta Key Beach, top-tier dining and shopping, and Sarasota's renowned art and culture scene, this home blends luxury, convenience, and lifestyle in oneof the area's most desirable communities.
Listing is courtesy of: EVERBEST REAL ESTATE (941-587-7311)
Listing Agent: Harvey Wasserman (941-587-7311)
3857 WOODROW RIDGE ST, SARASOTA, FL 34233
$439,00050 Days on yellowkey MLS ID: A4683318
REDUCED by $10,000 (2.2%) on 04/07/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2152 Built: 1962 Tax: $4,244 (2025)Community: South Gate Ridge 03Single Family
Taxes:$4,244
Elementary School: Wilkinson Elementary
Remarks: This beautifully updated 4-bedroom, 3-bathroom home is filled with natural light and designed for comfortable living. Situated in a quiet neighborhood, it offers both peace and convenience. The spacious layout provides a great blend of openness and functionality, with the entire upstairs dedicated to a private primary suite that serves as the perfect retreat away from the main living areas. Two of the bedrooms feature generous walk-in closets, providing ample storage space, while large windows throughout the home bring in abundant natural light. Step outside to a large backyard with plenty of room for entertaining, pets, or even adding a pool. With no HOA, you’ll have the freedom to truly make this property your own. Ideally located just 15 minutes from Siesta Key Beach and 20 minutes from University Town Center and St. Armands Circle, this home offers convenient access to world-class beaches, shopping, dining, and entertainment while still providing comfort and privacy.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniela Madrid-Bermejo (941-960-0770)
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