Location: Sarasota
Do Not Show Listings
4316 CALLISTA LN, SARASOTA, FL 34243
$495,000146 Days on yellowkey MLS ID: A4674352
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1930 Built: 2005Monthly Fee: $145 Tax: $4,677 (2023)Community: Callista VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,677
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2023
Middle School: Booker Middle
Remarks: Experience modern living in this beautifully remodeled two-bedroom plus den home, perfectly situated in a prime location now available! The versatile den offers the perfect solution for a home office, guest room, or movie room. Nestled on a peaceful dead-end street for ultimate privacy and tranquility. Discover the ease of maintenance-free living allowing you to enjoy a relaxed lifestyle without the hassle of upkeep. Enjoy modern updates throughout, designed for comfort and style with natural light all throughout. Located in a highly desirable area near University Town Center that offers shopping, dining, and entertainment. Whether you're downsizing, retiring, or seeking a hassle-free lifestyle, this home is must-see. Don't miss this exceptional opportunity!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Samantha Jennen (941-321-6095)
3295 ALEX FINDLAY PL, SARASOTA, FL 34240
$899,00013 Days on yellowkey MLS ID: A4690562
REDUCED by $26,000 (2.8%) on 04/27/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2273 Built: 1992Monthly Fee: $369 Tax: $4,365 (2025)Community: Laurel Oak Estates Sec 02Spa: YesSingle Family
Taxes:$4,365
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Positioned on a spacious corner homesite of more than half an acre along a quiet cul-de-sac, this courtyard pool residence in Laurel Oak Estates offers a rare sense of privacy, flexibility, and classic Florida living. A double glass door entry opens into an expansive screened courtyard, where the pool and spa create a private outdoor centerpiece designed for both relaxation and entertaining. The layout is centered around this space, with multiple sets of pocketing sliding glass doors that disappear completely—seamlessly blending indoor and outdoor living while filling the home with natural light from its desirable southeastern exposure. The main residence features a two-bedroom, two-bath configuration with open living and dining areas, a spacious kitchen with solid wood cabinetry, and a casual dining nook that connects easily to the courtyard. The primary suite includes direct access to the outdoor living space, along with a large bay window with a built-in window seat, adding character and charm. A detached one-bedroom, one-bath casita provides exceptional versatility, offering a comfortable and private space for guests, a home office, or extended family living. Additional highlights include an oversized two-car garage with extra length to accommodate a golf cart and ample storage, along with a large storage closet. The home has been consistently maintained, with regularly serviced A/C systems, updated mechanicals, and a long-standing maintenance history that supports confidence in ownership. Outdoor living extends beyond the courtyard with an additional screened patio accessible from the main living areas and primary suite, offering even more space to enjoy the surrounding grounds. The property presents a wonderful opportunity for a new owner to personalize while benefiting from a well-cared-for structure and a highly functional floor plan. Located within the guard-gated community of Laurel Oak Estates, residents enjoy mature landscaping and optional membership to Laurel Oak Country Club, featuring two championship golf courses, tennis, pickleball, dining, and a vibrant social environment. Conveniently positioned east of I-75, the home is just minutes from Waterside Place at Lakewood Ranch, UTC’s shopping and dining district, and a short drive to downtown Sarasota’s cultural venues and Gulf beaches—bringing together privacy, space, and accessibility in one of the area’s most established communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
2207 WISTERIA ST, SARASOTA, FL 34239
$1,995,25058 Days on yellowkey MLS ID: A4683417
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3120 Built: 2017 Tax: $17,152 (2025)Community: GreenwichSpa: NoSingle Family
Taxes:$17,152
Elementary School: Southside Elementary
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. East of the Trail in Sarasota, this 2017-built concrete block pool home offers 4 bedrooms, 4 bathrooms, and a rare double-primary layout on an oversized gated and fully fenced lot just minutes from Siesta Key Beach, downtown Sarasota, Arlington Park, and Southside Village. Combining newer construction, Flood Zone X positioning, and a highly desirable central Sarasota location, this home delivers the features buyers are actively searching for today. Designed for both everyday living and entertaining, the open-concept floor plan features high ceilings, abundant natural light, and seamless indoor-outdoor flow. A three-panel sliding glass door connects the main living area to the covered lanai and screened pool, creating a true Sarasota indoor-outdoor lifestyle. A modern electric fireplace anchors the living space, while automatic entry blinds add convenience and privacy with additional plantation shutters throughout. The kitchen is built for functionality and gathering, complete with quartz countertops, a gas range, stainless steel appliances, slow close cabinetry, a large center island, and newly updated refrigerator, microwave, and wine refrigerator in 2025. The first-floor primary suite includes two walk-in closets and a spacious bath with marble flooring, soaking tub, walk-in shower, and dual vanities. A first-floor laundry room adds daily convenience. Upstairs, engineered hardwood flooring extends throughout, leading to a large bonus room ideal for a home office, media room, or fitness space. Two secondary bedrooms share a bath on one side, while a separate second primary suite with ensuite bath and walk-in closet offers privacy for guests, multigenerational living, or flexible use. Outdoor living is designed for real use, with a screened pool, covered lanai, outdoor kitchen, paver deck, and fenced yard with usable green space. Additional features include hurricane impact windows and doors, spray foam insulation, gas tankless water heater, and an epoxy-coated garage floor. Located within Sarasota city limits with close proximity to beaches, dining, shopping, and I-75, this home offers a compelling combination of location, construction quality, and flexible living. Potential short-term rental opportunities may be available, subject to city regulations and buyer verification.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Ali Marks (941-321-5147)
6916 ALDERWOOD DR, SARASOTA, FL 34243
$415,0007 Days on yellowkey MLS ID: A4690277
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2019 Built: 1959Monthly Fee: $3 Tax: $2,977 (2025)Community: Whitfield Country Club Estates 1Single Family
Taxes:$2,977
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: One or more photo(s) has been virtually staged. Set in a convenient North Sarasota location, this property offers a versatile layout with multiple living areas and flexible use potential. The home is reflected in county records as a 3 bedroom, 3 bathroom property and offers a unique configuration that can accommodate a variety of living arrangements. The main living areas are comfortable and functional, with a layout that lives well day to day. A large enclosed Florida room with wall-to-wall windows allows natural light to pour in, creating a bright and adaptable space for a variety of needs such as a second living area, home office, or fitness space. The screened-in lanai opens to a partially fenced backyard with room to enjoy the outdoors, entertain, or possibly add a future pool. The home has been well maintained and is move-in ready, featuring a 2020 roof, walk-in closet in the primary bedroom, and interior laundry. Located just minutes from SRQ Airport, Downtown Sarasota, The Ringling Museum, UTC, and Gulf Coast beaches, the property offers both convenience and accessibility with easy access to Tamiami Trail and I-75. Situated within the Whitfield Estates Overlay District, known for its established residential character and neighborhood integrity. Buyer to verify all property details, usage, and any future modifications with Manatee County.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Davida Mcdonald (941-312-1074)
1804 BAYWOOD DR, SARASOTA, FL 34231
$1,049,00026 Days on yellowkey MLS ID: A4686175
REDUCED by $201,000 (16.1%) on 04/27/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3335 Built: 1957 Tax: $8,535 (2025)Community: Bay View AcresSpa: NoSingle Family
Taxes:$8,535
Elementary School: None
High School: None
Middle School: None
Remarks: AMAZING OPPORTUNITY/SPACIOUS HIGH RENTAL INCOME . CURRENT LEASE GOES THROUGH DECEMBER 31TH, 2027. IF YOU ARE LOOKING FOR A STUNNING HOME TO LIVE IN OR INVEST IN, THIS IS THE PERFECT CHOICE!WITH A PROVEN TRACK RECORD OF HIGH RENTAL INCOME, THIS PROPERTY OFFERS ALL THE SPACE AND COMFORT YOU NEED, PLUS AN UNBEATABLE LOCATION. JUST MINUTES FROM THE WORLD-RENOWMED SIESTA KEY BEACH!THE BEACH IS ONLY 1.5 MILES AWAY FROM THE ACCESS 12, MAKING IT A QUICK AND EASY BIKE RIDE. ENJOY THE CONVENIENCE OF BEING ON THE MAINLAND WHILE STAYING STAYING FEW MINUTES TO SIESTA KEY VILLAGE WHERE YOU'LL FIND RESTAURANTS, BARS, SHOPS AND ESSENTIAL AMENITIES LIKE SCHOOL, SUPERMARKET AND DRUGSTORES.5 BEDROOMS AND 4 BATHROOMS, INCLUDING 2 MASTER SUITES ON THE FIRST FLOOR AND 1 ON THE SECOND FLOOR. SPACIOUS LIVING AREAS WITH A LIVING ROOM, GREAT ROOM, FAMILY ROOM AND BONUS ROOM.BRIGHT, OPEN SPACES WITH A WELL-THOUGHT LAYOUT. PERFECT FOR PRIMARY RESIDENCE OR RENTAL INVESTMENT.THIS IS A RARE OPPORTUNITY YOU DON'T WANT MISS!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Genaro Tramutola (941-315-1142)
4925 REMINGTON DR, SARASOTA, FL 34234
$675,00078 Days on yellowkey MLS ID: A4682036
REDUCED by $10,000 (1.5%) on 04/07/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1605 Built: 1958 Tax: $5,532 (2025)Community: Sapphire HeightsSingle Family
Taxes:$5,532
Remarks: Welcome to 9425 Remington Drive — where privacy, freedom, and prime Sarasota living converge in one exceptional offering. Within walking distance of a stunning Sapphire Shore Park, where you can relish in breathtaking sunsets. Located in one of Sarasota’s most desirable West of Trail enclaves, just moments from the water, this property represents a rare opportunity in a location where land value and long-term appreciation consistently outperform broader market trends. In this coveted pocket, lifestyle, proximity, and scarcity drive demand — making opportunities like this increasingly limited for those seeking to secure a premier address in a timeless coastal setting.This refined 3-bedroom, 3.5-bath residence spans 1,605 square feet of thoughtfully designed space, delivering both sophistication and comfort — all without HOA fees or deed restrictions, a rarity that elevates both lifestyle and investment value. Each bedroom serves as a private retreat, complete with its own en-suite bath, creating an ideal layout for guests, multigenerational living, or a seamless work-from-home setup. A beautifully positioned powder room enhances convenience for entertaining. The open-concept design flows effortlessly, filled with natural light and understated elegance. The living spaces are designed for connection yet maintain a sense of calm and separation, offering both intimacy and versatility. Outdoors, the true luxury reveals itself — absolute freedom. Park your boat or RV, design your outdoor sanctuary, or tailor the property to your vision without restriction or approval. Located just minutes from downtown Sarasota, SRQ Airport, St. Armands Circle, and the Gulf Coast’s renowned beaches, this address delivers the ultimate balance of accessibility and coastal sophistication. This is more than a home — it’s an opportunity to live unrestricted in one of Sarasota’s most desirable and convenient locations. Seller can consider owner financing with a serious down payment and reasonable balloon
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mariele Hoffman (941-225-0800)
2243 LOCKWOOD MEADOWS DR, SARASOTA, FL 34234
$398,00013 Days on yellowkey MLS ID: A4690489
REDUCED by $2,000 (0.5%) on 04/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1058 Built: 1987 Tax: $4,702 (2025)Community: Lockwood MeadowsSingle Family
Taxes:$4,702
Remarks: Welcome to Lockwood Meadows, where comfort, convenience, and thoughtful updates come together on a spacious ¼-acre cul-de-sac homesite in the heart of Sarasota. This beautifully maintained 2-bedroom, 2-bath residence offers both privacy and functionality, complete with a 6-foot privacy fence and no HOA restrictions. Recent upgrades provide peace of mind and modern appeal, including a new roof (2024), new air conditioner (2025), and fresh exterior Luxor paint (2026). The kitchen has been tastefully updated with newer appliances (2022) including a stove, refrigerator, and dishwasher, while the remodeled laundry room (2025) adds convenience with additional storage and a newer washer and dryer. An Anderson storm door (2024) with glass panel that enhances both function and curb appeal. The home also features a single-car garage with extra storage space, offering practical solutions for everyday living. Ideally located just minutes from University Parkway, you’ll enjoy quick access to Ed Smith Stadium, Lakewood Ranch, and Downtown Sarasota, as well as being centrally positioned between the Sarasota Bayfront, 10th Street Public Boat Ramp, Sarasota-Bradenton International Airport, Main Street at Lakewood Ranch, UTC Mall, and the area’s world-renowned Gulf Coast beaches. A move-in ready opportunity with major updates already completed—this is Sarasota living made easy.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ingrid Walker (941-330-4680)
4808 RIVERWOOD AVE, SARASOTA, FL 34231
$665,20080 Days on yellowkey MLS ID: A4679255
REDUCED by $9,800 (1.5%) on 04/27/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2707 Built: 1957 Tax: $5,443 (2025)Community: Riverwood Park ResubSingle Family
Taxes:$5,443
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Spacious and versatile 2,700 sq. ft. block home situated on a large double corner lot in a fantastic family-friendly neighborhood! This well-maintained property features a **new roof**, 3 bedrooms, 2 bathrooms, a dedicated office, and a private mother-in-law suite with its own separate entrance—perfect for extended family, guests, or potential rental income. Enjoy the freedom of **no deed restrictions**, offering flexibility for boats, RVs, or additional toys. The oversized corner lot provides ample outdoor space with endless possibilities for expansion, a pool, or entertaining. Ideally located to Phillippi Shores Elementary and Riverview High School, and less than 2 miles to Brookside Middle School. Just 3.5 miles to the world-famous Siesta Key beaches and only 10 minutes to vibrant downtown dining, shopping, and entertainment. Close to everything yet tucked into a wonderful neighborhood setting—an ideal place to raise a family. This property combines location, space, and flexibility—an exceptional opportunity you won’t want to miss!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Amy Disalvo (941-780-8080)
329 BEACH RD #B, SARASOTA, FL 34242
$3,895,000204 Days on yellowkey MLS ID: A4667821
3 Days Off yellowkey (back on 4/27/2026)
REDUCED by $55,000 (1.4%) on 03/31/2026
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 4563 Built: 2020Community: 329 Beach Land CondominiumSpa: YesSingle Family
Taxes:$0
Tax Year: 2024
Remarks: There is only one — The Upper Deck. Some homes are designed to be admired. Others are designed to frame extraordinary views. Upper Deck was conceived to do something more deliberate — to position its owner above the expected. Rising in measured progression from foundation to crown, the residence unfolds vertically, each level more refined than the last. The architecture favors clarity over ornamentation, restraint over excess. Natural woods, soft neutrals, and Scandinavian precision establish a disciplined design language that feels both current and enduring. The lower level is grounded and intentional — structured for recreation, arrival, and ease. Above it, a curated collection of private suites offers balance and symmetry, designed to accommodate gathering without sacrificing composure. The second level of living space is the architectural heart, introducing light and proportion in equal measure. Here, clean-lined cabinetry, warm textures, and an open plan scaled for sixteen create a space that hosts effortlessly while maintaining aesthetic control. An adjacent balcony extends the space outward, maintaining continuity between interior living and the expansive Gulf views beyond. And then, the ascent culminates. The Crown: a 400-square-foot rooftop summit redefines perspective and offers unobstructed views of the Gulf. Elevated above Siesta Key, it offers a rare vantage point: sky uninterrupted, evenings extended, conversations carried a little longer. The private primary suite occupies its rightful position at the top, with direct rooftop access and a bath that mirrors the home’s restrained elegance. Upper Deck is not defined by square footage or amenity count. It is defined by hierarchy and the intentional decision to elevate each experience, each finish, each viewpoint. It is a residence for those who understand that position matters — in architecture, in life, and in legacy. More than a home, the Upper Deck is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
2069 BOUGAINVILLEA ST, SARASOTA, FL 34239
$1,590,00080 Days on yellowkey MLS ID: A4681866
Bed: 6 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3249 Built: 1957 Tax: $13,058 (2025)Community: Long MeadowSingle Family
Taxes:$13,058
Remarks: Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
4440 MEADOW CREEK CIR, SARASOTA, FL 34233
$460,0005 Days on yellowkey MLS ID: TB8501800
0 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1965 Built: 1980Monthly Fee: $25 Tax: $4,949 (2025)Community: Evergreen ParkSingle Family
Taxes:$4,949
Elementary School: Ashton Elementary
Remarks: Welcome to your Florida oasis! Nestled in the highly sought-after, tucked-away community of Evergreen Park, this charming 3-bedroom, 2-bathroom single-family home offers 1,965 square feet of comfortable living space on a generous 0.30-acre lot. Step inside to discover a welcoming, light-filled layout that features a cozy fireplace, perfect for relaxing evenings at home. The spacious floor plan provides plenty of room to host and entertain, flowing seamlessly into your incredible outdoor living spaces. Get ready to embrace the ultimate Florida lifestyle! Step outside onto the exceptionally large porch, the perfect shaded spot for morning coffee or dining al fresco. The porch overlooks your private, fully enclosed pool, creating a bug-free, year-round retreat for swimming, entertaining, or simply soaking in the Sarasota weather. Beyond the pool enclosure, the mature yard offers a quiet buffer with endless possibilities for gardening or play. Evergreen Park is a quiet, low-HOA enclave ideally located within the highly-rated Ashton Elementary school district. You’ll enjoy the perfect blend of tranquility and convenience—just minutes away from the shopping and dining along Clark Road, the active lifestyle of the nearby Legacy Trail, and a short drive to the world-famous white sands of Siesta Key Beach. Don't miss out on this fantastic opportunity to make this Sarasota gem your own!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Eric West (352-359-5691)
8517 GOLDEN DAWN CT, SARASOTA, FL 34241
$780,40697 Days on yellowkey MLS ID: A4679598
1 Days Off yellowkey (back on 4/27/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3165 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Remarks: What's Special: Cul-de-Sac Lot | Game Room | Oversized Pantry | Multi-Gen Suite | South Facing Patio. New Construction – Ready Now! Built by America's Most Trusted Home Builder. Welcome to the Bermuda at 8517 Golden Dawn Court in Cassia at Skye Ranch. This beautiful two-story home offers an open concept design that feels inviting from the moment you step inside, with sightlines from the foyer all the way to the optional extended lanai at the back of the home. With five bedrooms, four bathrooms, and a spacious game room, this floor plan is designed to impress. Just off the entry, you’ll find a secondary bedroom and full bathroom, perfect for guests or a home office. Moving down the foyer, the gourmet kitchen and casual dining area provide plenty of space for gathering, cooking, and conversation. The kitchen features ample counter space, a large island, and a generous walk-in pantry. Beyond the dining area, the great room opens seamlessly to the lanai, creating an easy indoor-outdoor flow. Privately located on the first floor, the primary suite offers a relaxing retreat with a spacious walk-in closet and a well-appointed bathroom featuring a side-by-side vanity and oversized shower. Upstairs, three additional secondary bedrooms and two bathrooms offer flexibility, including one bedroom with an ensuite bathroom and two bedrooms connected by a shared bath. A game room completes the second level, providing extra space to relax, play, or unwind. Located in the heart of Skye Ranch near Clark Road and Lorraine Road, this thoughtfully designed community is surrounded by Sarasota’s natural beauty, with preserved oak trees, scenic lakes, lush palms, and miles of trails connecting you to parks and exceptional amenities. Homes are also zoned for the Skye Ranch K-8 school, offering a connected lifestyle where nature and convenience come together. Additional Highlights include: gourmet kitchen, 8' interior doors, game room, covered extended lanai with kitchen rough ins, impact windows, pocket sliding glass door, crown molding and tray ceilings. MLS#A4679598
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
7805 38TH CT E, SARASOTA, FL 34243
$425,0008 Days on yellowkey MLS ID: GC539715
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1408 Built: 1989Monthly Fee: $25 Tax: $2,261 (2025)Community: CopperfieldSingle Family
Taxes:$2,261
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath home in a prime Sarasota location! Nestled on a quiet cul-de-sac, this property offers the perfect blend of comfort & Florida living. Step inside to find a well-maintained interior featuring stainless steel appliances and newer flooring. Major updates provide peace of mind, including a new roof (2025) and AC system (2020). Out back, your private oasis awaits—a large heated in-ground pool with a screened enclosure, & fire pit perfect for year-round enjoyment, relaxing weekends, or hosting guests. Location is everything, just a quick stroll to nearby schools, minutes from University Town Center (UTC) Mall for premier shopping and dining, and convenient to Sarasota-Bradenton International Airport for easy travel. Enjoy the benefits of a deed-restricted community with no CDD fees and a low HOA offering affordability without sacrificing neighborhood standards. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this home checks all the boxes. Don’t miss your chance to own a slice of Sarasota living!
Listing is courtesy of: CB ISAAC REALTY (352-475-2199)
Listing Agent: Calee Hinson (386-406-0119)
1394 HARBOR DR, SARASOTA, FL 34239
$7,750,00076 Days on yellowkey MLS ID: A4682309
REDUCED by $500,000 (6.1%) on 04/21/2026
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5913 Built: 2004 Tax: $48,224 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$48,224
Remarks: Presenting a distinguished waterfront estate located in Sarasota’s premier bayfront community, Harbor Acres, widely regarded as the city’s most coveted neighborhood. Perfectly situated on a protected deep-water boat basin, this property offers immediate access to Sarasota Bay with the added benefit of a boat dock and lift on calm waters-ideal for larger vessels. With prized southern rear exposure, the home is bathed in natural light throughout the day, while capturing glowing sunsets across the water — a rare and highly desirable feature for waterfront living. The thoughtfully designed 4-bedroom, 6 bath floor plan offers exceptional flexibility and privacy, with distinct guest wings that function almost as private suites — ideal for hosting extended family, visiting friends, or even live-in arrangements without sacrificing personal space. The seamless flow between formal and casual living areas makes the home equally suited for elegant entertaining or relaxed everyday living. At the heart of the home, the chef’s kitchen features beautiful quartz countertops, island, abundant cabinetry, and premium appliances, opening effortlessly to the family room and outdoor living areas. A striking double-sided gas fireplace creates ambiance between key gathering spaces, enhancing both intimate evenings and larger gatherings. Enjoy the rare luxury of choosing between two primary suites. Both primary suites are serene retreats offering generous proportions, tranquil water views, and a spacious walk-in closets with custom built-ins designed for optimal organization. The spa-inspired baths provides a luxurious escape at the end of the day. Outdoor living is where this property truly shines. A fully equipped summer kitchen anchors the covered lanai, creating the perfect setting for waterfront dining and entertaining. The infinity edge pool, spa and outdoor lounge areas overlook the wide boat basin, where you can watch dolphins pass and boats glide by — all from the comfort of your own backyard.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
7249 MEADOWSHADE CT, SARASOTA, FL 34241
$819,99013 Days on yellowkey MLS ID: TB8498668
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2850 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Taxes:$8,259
Elementary School: Lakeview Elementary
Tax Year: 2026
Remarks: Under Construction. The Rubytail floor plan by David Weekley Homes in Lakeview Crossing showcases a home layout designed to delight discerning Homeowners and first-time Homebuyers alike. This homes sits peacefully on a serene pond which you will see right away with the welcoming view from the front door, extending through the sunny family and dining spaces and out to the lanai. In this single story dream home, you will find 4 bedrooms, 3 full baths, 1 half bath, dedicated study & car wide garage. Birthday cakes, holiday celebrations, and shared memories will all begin in the lovely kitchen. Start each day refreshed in the Owner’s Retreat, which includes a large walk-in closet and a contemporary Owner’s Bath. Three secondary bedrooms provide ample privacy and great places for unique styles to grow. A sunlit study rests across from the family foyer, offering a versatile location for a home office, student library or a welcoming lounge. Experience the Best in Design, Choice and Service with this new home in Sarasota, FL. At Lakeview crossing you will also be close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles).
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
7775 ULIVA WAY, SARASOTA, FL 34238
$635,00042 Days on yellowkey MLS ID: A4686569
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2005Monthly Fee: $491 Tax: $3,881 (2025)Community: VillagewalkSpa: NoSingle Family
Taxes:$3,881
Remarks: One or more photo(s) has been virtually staged. A NEW TILE ROOF - JUST INSTALLED! - Beautiful Large Tiled Lanai with waterview and two elevated plant boxes and fountain, with eastern sunrises. This home has been thoroughly cleaned with updates including Whirlpool Stainless Steel appliances, crown molding throughout, Plantation shutters and built in bookcases in den, plantation shutters in 2nd & 3rd bedrooms, bright white tile throughout living area, pull out shelving in kitchen, raised Commodes, Samsung Washer & Dryer, Hot Water Heater (2018), cabinets in garage, central vacuum, super clean and move in ready. Accordion Shutters for the best hurricane protection. Village Walk is a wonderful unique community, built hurricane safe with poured concrete walls and foundations. Every home in Village Walk is considered to be a Single Family Home, roofs are tied down to the structures, per the Florida Building Codes and considered to be above average. Inspectors, roofers and Insurance agents that are familiar with Village Walk will share this information with you. Village Walk is in Flood Zone X, an area that is determined to have a very low chance of flooding. FEMA updated, 8/2/24. Flood Zone provided by Sarasota County Tax reports. Evacuation zone X, flood insurance is not mandatory, but flood insurance is available. Village Walk power lines are underground with a Sarasota Fire Department just down Honore, rarely losing power. Amenities include 24 hr guarded gate, geo-thermal heated and cooled lap & lagoon pools, six Har-Tru Tennis courts, Pickle ball, Bocce' Ball and Basketball courts, State of the Art fitness Center, Miles of walking and bike paths, over 500 acres of lakes and preserves. There are over 50 activity groups who meet daily, weekly, or monthly. Plus there is a full service Cafe with full service Bar, Tiki Hut with bar service at the pool, Gas Station, Barber shop/Hair Salon, and Gift Shop. A special NOTE is that Village Walk did not lose power during the hurricanes and there was No flooding. What a Great Place to call home!
Listing Agent: Kim Klee (941-400-8922)
5911 OLIVE AVE, SARASOTA, FL 34231
$375,00023 Days on yellowkey MLS ID: A4688660
REDUCED by $10,000 (2.6%) on 04/27/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1324 Built: 1957 Tax: $3,537 (2025)Community: Golden AcresSpa: NoSingle Family
Taxes:$3,537
Elementary School: Gulf Gate Elementary
Remarks: One or more photo(s) has been virtually staged. Located in a quiet residential neighborhood just 3.7 miles from Siesta Key, this well maintained Florida ranch offers a combination that is getting harder to find. Close proximity to the beach, no HOA, and the added peace of mind of being in flood zone X. This three bedroom, two bath home features a split floor plan with a primary suite that includes a walk in closet and en suite bath. The kitchen has been updated with granite countertops and opens into the main living space, creating a comfortable and functional layout for everyday living. Recent updates make this home truly move in ready, including brand new luxury vinyl plank flooring and fresh interior paint in 2026. Additional improvements include roof in 2015, HVAC in 2017, electrical panel in 2015, repipe in 2015, and water heater in 2016. The Florida room offers flexible bonus space that can be used as a home office, additional living area, or seasonal room. Out back, the fully fenced yard provides plenty of space to spread out, whether for pets, play, or storing a boat, trailer, or other toys. With no HOA, you have the flexibility to actually use your property. Whether you are looking for a full time residence, a seasonal place near the beach, or an investment opportunity, this location delivers. Just minutes to Siesta Key, shopping, and dining, with a level of flexibility that is hard to find this close to the water. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
1275 42ND ST, SARASOTA, FL 34234
$440,000177 Days on yellowkey MLS ID: A4670391
REDUCED by $5,000 (1.1%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1992 Tax: $4,532 (2024)Community: SunnybrookSpa: NoSingle Family
Taxes:$4,532
Elementary School: Tuttle Elementary
Remarks: Beautiful Sarasota Home Near Beaches, Shopping & Nightlife. Discover this meticulously maintained 3-bedroom, 2-bath, 2-car garage home ideally located in sunny Sarasota, just minutes from renowned beaches, shopping, dining, and vibrant nightlife. Designed with a desirable split-bedroom floor plan, the home offers a spacious open-concept great room perfect for everyday living and entertaining. Off the kitchen features a generous 5x7 storage closet and a convenient indoor laundry area, providing excellent functionality. Step outside to a large screened-in patio, ideal for relaxing or grilling while enjoying Florida living year-round—without the pests. An air-conditioned work shed offers additional space for storage, hobbies, or projects. Notable upgrades and features include an expanded driveway, attractive low maintenance yard scaping, new plank flooring in the bedrooms (2025), fresh interior paint (2025), hurricane-rated windows and doors, AC serviced in 2025, hot water heater (2019), and new blackout blinds. The roof was replaced in 2014. For added peace of mind, the home also includes an exterior generator plug-in and a Gemma’s GM I 2000ED dual-fuel generator (gas/propane). Conveniently located near Ringling College of Art and Design and New College of Florida, this property offers excellent investment and rental potential. Furniture conveys—home is offered completely furnished. A fantastic rental opportunity is available with this property. It is located in City of Sarasota which has 7 days minimum for rentals. Don’t miss out on this move-in-ready Sarasota home in a prime location!
Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)
Listing Agent: Dj Morieko (941-356-4431)
7765 CALLE FACIL, SARASOTA, FL 34238
$949,0005 Days on yellowkey MLS ID: A4691162
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2605 Built: 1989Monthly Fee: $833 Tax: $5,472 (2025)Community: PrestanicaSpa: YesSingle Family
Taxes:$5,472
Remarks: Discover an exceptional opportunity to own a beautifully updated golf course residence in the highly sought-after guard-gated community of Prestancia. Ideally situated on a private cul-de-sac, this elegant home enjoys sweeping panoramic views of the 10th hole at TPC Prestancia and offers the perfect balance of luxury, privacy, and convenience. Designed for comfortable living and effortless entertaining, the home features soaring vaulted ceilings, abundant natural light, and a spacious open floor plan. Travertine flooring adds warmth and sophistication throughout the main living areas, while expansive glass doors and windows frame serene golf course and pool views. The custom chef’s kitchen is thoughtfully designed with granite countertops, a large center island, built-in appliances, and a premium Wolf stainless dual fuel range—ideal for both everyday cooking and hosting gatherings. Adjacent dining and living spaces flow seamlessly together, creating an inviting atmosphere for family and guests alike. A standout feature of the home is the indoor/outdoor lifestyle it provides. Step outside to the brick paver screened lanai, where a resurfaced swimming pool and spa overlook the manicured fairways. Whether enjoying morning coffee, sunset cocktails, or weekend entertaining, this private outdoor setting is truly special. Inside, a wet bar complete with ice maker and wine refrigerator adds another level of convenience. Additional improvements and features include newly painted exterior, hurricane impact windows and doors, plantation shutters, barrel tile roof replaced in 2014 and HVAC 2023 for added peace of mind. Prestancia is one of Sarasota’s premier gated communities, known for mature landscaping, winding streets, and an exceptional country club lifestyle. Optional membership opportunities at TPC Prestancia may include championship golf, tennis, dining, and social events. Residents also appreciate the central location, just minutes from Siesta Key Beach, Legacy Trail, downtown Sarasota, Sarasota Memorial Hospital, top-rated restaurants, shopping at The Mall at University Town Center, and the arts and cultural venues that make Sarasota so desirable. This is a rare chance to enjoy resort-style living in one of Sarasota’s most established and respected golf communities.
Listing Agent: Sean Hickey (941-587-4244)
5175 CANTABRIA CRST, SARASOTA, FL 34238
$630,000182 Days on yellowkey MLS ID: A4669843
REDUCED by $44,000 (6.5%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2377 Built: 2002Monthly Fee: $684 Tax: $5,027 (2024)Community: Silver OakSingle Family
Taxes:$5,027
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Welcome to the highly desirable GATED COMMUNITY of SILVER OAK. An impeccable community featuring MAINTENANCE FREE LIVING developed by the QUALITY BUILDER- GIBRALTAR. Why settle for unknown quality? Gibraltar is considered one of the best in Southwest Florida when this community was developed. This home was a seasonal residence, like new interior. Enjoy beautiful lakefront views from the minute you enter the home. Notice the custom features including IMPACT WINDOWS, volume trayed ceilings, wood floors, and custom mill work. The current homeowner has lovingly updated every room in the house including the chef’s kitchen with beautiful granite counters, glass tile backsplash and stainless-steel appliances. The breakfast area features lake views where you can enjoy your morning coffee watching the heron fish for breakfast outside your door. The star of the show is the view of the lake through the large 27-foot screened lanai where you can enjoy your favorite beverage as the Florida sunset paints the clouds. A separate formal dining area has plenty of room for family or neighbors to have an elegant meal or simply play cards. A built-in wine bar can be used as butler’s pantry or center for entertaining. The primary bedroom provides more lake views, custom millwork, and an upgraded ensuite spa-like bath where a dip in the garden tub can wash your cares away. Two closets provide plenty of storage. The split bedroom has lots of space for guests. The 3rd bedroom/office has double doors to easily become additional living/entertainment area. The garage is air conditioned and has a spotless polyaspartic (epoxy) floor. Silver Oak is located in the highly popular Palmer Ranch. The Legacy Bike Trail is adjacent to the community and allows you to ride, walk or jog to downtown Sarasota or Caspersen Beach in Venice. Plans are to ultimately link this to trails along the entire west coast of Florida. The home is few minutes from Costco, Target, Lowes and a plethora of other shopping.
Listing Agent: Mark Midyett (941-556-5151)
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