Location: Sarasota
Do Not Show Listings
1005 GREYSTONE LN, SARASOTA, FL 34232
$325,00014 Days on yellowkey MLS ID: A4688734
0 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 1988Monthly Fee: $75 Tax: $2,361 (2025)Community: GreystoneSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,361
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: This property is being sold AS IS and requires a Full Rehab—perfect for investors or buyers looking to create their dream home. A New Roof and AC were installed in 2025, but most other aspects of the home will need updating. Due to the condition, please enter and view with caution. Seller will only consider Cash Offers. Nestled in Intimate Community of just 21 Homes all on a Cul-de-Sac Street, this rare opportunity offers incredible potential in a highly convenient location. Just minutes from I-75, with easy access to Shopping, Dining, Benderson Park, Fruitville Park, and the 17th Street Dog Park. Owned by the same Homeowner for over 25 years, this 3-Bedroom, 2-Bathroom residence with a 2-car Garage features 1,834 square feet under air and a desirable split floor plan. The spacious Great Room boasts high ceilings and flows seamlessly to the Lanai through French Doors, also accessible from the French Doors in the Primary Bedroom—ideal for Indoor-Outdoor Living. The Kitchen includes a breakfast bar and an eat-in nook with a charming bay window. Situated on a corner lot with a circular driveway, the property also includes an In-Ground Pool and Lanai—both ready to be reimagined. Interior features include a Foyer Entry, Interior Utility Room, tile and concrete flooring (old damaged carpet has been removed), and a functional layout ready for customization. Bring your vision and unlock the potential of this property!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
2445 ALAMEDA AVE, SARASOTA, FL 34234
$1,200,00074 Days on yellowkey MLS ID: A4681432
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2901 Built: 1925 Tax: $9,313 (2025)Community: Sarasota Bay ParkSingle Family
Taxes:$9,313
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: None
Middle School: None
Remarks: The meticulously updated and restored Craftsman-style McCall house features all the charm and vintage vibes of its 1925 construction while offering every convenience of a fully renovated modern home. The roofs on both the main home and the detached garage were replaced in 2023, new AC was installed in 2022, and all the electric and plumbing have been completely updated. A brand new tankless gas water heater and new irrigation well were just installed. In addition to the most recent updates the property was restored and renovated over the course of a decade by Pat Ball, known in the preservation community for his high-quality and sensitive work on some of Sarasota’s most important historic structures, and his wife Judy. Highlights of the Balls’ extensive work include the restoration of the native pine wood floors, the intricate millwork, and the original windows found throughout the home. The kitchen features Bosch and Café appliances, slate countertops, floor to ceiling custom cabinetry, and large windows opening to the oversized veranda. The dining room connects to both the kitchen and front foyer and features a gas fireplace and a custom reproduction Craftsman-style chandelier. The living room, also with a gas fireplace and period fixtures, receives both morning and evening natural light. The south-facing sunroom, a perfect flex-space, features three walls of oversized windows. Upstairs you will find the owner’s suite featuring a walk-in closet, new vintage-style high-end fixtures, and a large en-suite which opens to the upstairs sleeping porch. An additional two bedrooms, each with a walk-in closet, and an additional renovated full bath are also located up the home’s grand staircase. The main home is complemented by an oversized garage, currently used as a custom woodshop and featuring a mini-split AC system. This detached structure also contains a guest suite with full bathroom, a second washer and dryer, and access through French doors to a covered porch overlooking the fully-fenced backyard. Located within the Indian Beach Sapphire Shores neighborhood, known for its lush tropical feel, the home’s landscaping has been designed with Florida-friendly gardens that are both beautiful to look at and easy to care for. Although the property is only 4 blocks from Indian Beach Park on Sarasota Bay, the home is located in an X flood zone where flood insurance is NOT required. The home’s convenient location is only 5 minutes to downtown Sarasota and 10 minutes to St. Armands Circle and the crystal quartz sand of Lido Beach. A great selection of restaurants and coffee shops are within walking-distance of the home. The low-cost and optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnics, and additional social activities. Within the neighborhood you will also find many cultural amenities including the renowned Ringling Museum, Asolo Repertory Theatre, and Sarasota Ballet.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Amanda Gilliland (941-320-1132)
7336 CURLEW ST, SARASOTA, FL 34241
$1,570,00032 Days on yellowkey MLS ID: A4686587
REDUCED by $400,000 (20.3%) on 04/07/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2126 Built: 1986 Tax: $5,595 (2025)Community: Lakewood Tr CSpa: YesSingle Family
Taxes:$5,595
Elementary School: None
Remarks: Tucked away off Clark Road in Sarasota, this extraordinary property is more than a home, it’s a private sanctuary for those who value space, serenity, and possibility. Set on just over six lush acres with a winding, tree-lined driveway, the experience begins the moment you arrive. With over 400 mature trees, this one-of-a-kind place feels like your own botanical retreat. A rich variety of avocado, mango, eucalyptus, jacaranda, macadamia, lychee, starfruit, jackfruit, and Thai jujube trees create a vibrant, ever-changing landscape filled with color, texture, and life. This setting is both inspiring and rare. In the southwest corner of the property lies a picturesque one-acre private lake, offering tranquil water views and a sense of calm that’s hard to find. The expansive grounds, zoned 2-acre Open Use Estate, provide incredible flexibility for those seeking a private retreat, a multi-use property, or simply room to breathe and grow. The two-story residence is light and bright, blending indoor and outdoor living seamlessly. Strategically placed windows invite natural light to pour in while capturing beautiful views of the surrounding landscape from nearly every room. The result is a home that feels open, airy, and deeply connected to its environment. Every corner of this property has been designed to embrace the outdoors and enhance the sense of privacy and escape. One of the most compelling aspects of this offering is the freedom it provides. With no deed restrictions, no CDD fees, and no homeowners association, you have the flexibility to truly make this property your own. Bring your RV, boat, trailers, and toys—there’s ample space and no limitations holding you back. Properties like this are exceptionally rare in Sarasota—a peaceful, private oasis with acreage, natural beauty, and unlimited potential, all within reach of the area’s renowned amenities, beaches, and lifestyle. Located 7 short minutes away from I-75 and just 25 minutes from the sugar soft sands of Siesta Key. This is not just a place to live—it’s a place to create, to unwind, and to experience Florida in its most authentic and inspiring form. As Mark Twain once said, “Buy land, they're not making it anymore.”
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Kathryn Plosica (908-489-2010)
7549 WESTMORELAND DR, SARASOTA, FL 34243
$569,00047 Days on yellowkey MLS ID: A4684919
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)
3236 FOUNDERS CLUB DR, SARASOTA, FL 34240
$5,999,999166 Days on yellowkey MLS ID: A4670256
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7149 Built: 2022Monthly Fee: $443 Tax: $21,818 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$21,818
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. There is simply nothing else like this in Sarasota. Sold turnkey furnished with full price offer. Built in 2022 and thoughtfully designed from the ground up, this custom modern estate in The Founders Club represents the pinnacle of what Southwest Florida luxury living has become and what most buyers searching this market quietly wish they could find. At 7,149 sq. ft. of air-conditioned living on a 25,000+ sq. ft. homesite, the scale alone is exceptional. But scale without soul is just square footage. Here, every decision, the glass-and-wood floating staircase, the temperature-controlled feature wine wall, the soaring volume ceilings and lake views through walls of glass, was made with intention. The chef's kitchen is anchored by an oversized waterfall island and equipped with Wolf appliances, dual dishwashers, custom cabinetry, and a fully outfitted butler's pantry with a dedicated Miele coffee station. Two private offices, a home gym, and a dedicated theater address how high-net-worth buyers actually live and work today. Outside, the resort environment rivals anything in the region: a lap-lane pool with raised spa, sun shelf, and submerged seating, a fire-pit lounge, a covered lanai with fireplace, and a full summer kitchen, all oriented toward peaceful preserve and lake views. Full Crestron-integrated smart home automation governs lighting, climate, security, audio, and pool systems, backed by more than $250,000 in A/V infrastructure and impact windows and doors throughout. A 4-car garage completes the package. The Founders Club offers optional golf membership, no CDD fees, and a location that puts Siesta Key and Lido Beach within a short drive, along with the dining and boutiques of St. Armands Circle, the cultural venues of downtown Sarasota, Waterside Place, UTC, and Lakewood Ranch. This is the listing your most discerning buyer has been waiting for. Private showings available by appointment, your clients deserve to experience this one in person.
Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)
Listing Agent: Darren Dowling (941-204-0493)
3519 74TH AVENUE CIR E, SARASOTA, FL 34243
$525,00038 Days on yellowkey MLS ID: A4685365
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2328 Built: 2022Monthly Fee: $85 Tax: $6,386 (2025)Community: Grady PointeSingle Family
Taxes:$6,386
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. A spectacular and spacious 4 Bedrooms, 3 full bathroom home in the sought after community of Grady Pointe. The extended home design is accommodating for families and guests while offering extra space and flexibility. The open floorplan features soaring 9 foot ceilings to create a bright and airy atmosphere throughout. Cooking enthusiasts will love the Chef's kitchen featuring quartz countertops and upgraded appliances. The premium vinyl flooring in the primary living areas are stylish and durable, enhancing the home’s elegance and practicality for families. The large 2 car garage offers plenty of space for your vehicles and extra storage, too. Outside you will find a screened-in Lanai allowing you to enjoy outdoor living with comfort and protection from insects. Stunning sunsets can be seen over the lake in your private landscaped backyard. The well-maintained space is fenced for privacy and perfect for pets. Grady Pointe is a new community with modern and thoughtful amenities such as a new park, walking trails, pickleball courts and a dog park. This quiet and friendly neighborhood offers a welcoming and serene environment with low HOA Fees. The home features sturdy block construction, and it was built to withstand major storms. Hurricane shutters are included, and the property suffered no damage in the recent hurricanes. This home is perfect for buyers looking for a modern, move-in-ready house with both functional features and lifestyle perks. Schedule your private showing today!
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Megan Napolitano (941-228-8825)
3024 WILLIAMSBURG ST, SARASOTA, FL 34231
$248,00041 Days on yellowkey MLS ID: C7521739
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 837 Built: 1965 Tax: $925 (2025)Community: Golden Acres 2Nd AddSingle Family
Taxes:$925
Remarks: This ranch-style home offers potential on a lot close to town. This property presents a compelling investment opportunity with much potential. The two-bedroom, one-bathroom configuration offers flexibility for renovation and customization to suit various needs. The single-level design provides practical living convenience while allowing for creative updates and improvements. With thoughtful renovation, this home could be transformed into an attractive residence that maximizes its inherent possibilities and location advantages. Schedule your showing today to explore this ranch home's potential and spacious layout. This is a Fannie Mae Homepath property.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
4038 OLIVE AVE, SARASOTA, FL 34231
$354,90061 Days on yellowkey MLS ID: A4683151
REDUCED by $15,000 (4.1%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1568 Built: 1989 Tax: $4,559 (2025)Community: Flora VillaSingle Family
Taxes:$4,559
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!! This charming 3-bedroom, 2-bath home combines warmth, functionality, and an unbeatable location. Inside, you’ll find durable LVP flooring throughout and a thoughtfully remodeled kitchen featuring custom cabinetry, ample counter space, and a seamless flow into the formal dining area—perfect for hosting gatherings or everyday meals. The spacious primary suite is conveniently located on the first floor, offering privacy and ease of living, while two additional bedrooms, a full bath, and an airy open loft await upstairs—ideal for a home office, media room, or play space. Soaring vaulted ceilings fill the home with natural light and create an inviting, open atmosphere. A 2-car garage with extra storage provides plenty of room for vehicles, tools, and recreational gear. Step outside to your own private backyard retreat, surrounded by lush tropical landscaping—perfect for relaxing evenings or weekend barbecues. Ideally situated just minutes from Bee Ridge Park and a short drive to the powdery sands of Siesta Key Beach, this home also offers convenient access to top-rated schools, shopping, dining, and everyday essentials. Enjoy the best of Florida living in a location that truly has it all.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
1704 COCOANUT AVE, SARASOTA, FL 34234
$330,000197 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
Middle School: Sarasota Middle
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)
901 S LOCKWOOD RIDGE RD, SARASOTA, FL 34237
$399,00090 Days on yellowkey MLS ID: A4678246
0 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1625 Built: 1975 Tax: $5,814 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,814
Remarks: Under contract-accepting backup offers. Take a look at this 1600 sq ft 3 bedroom, 2 bath home. This home is currently set up as a 2/1 with an additional 1/1 mother in law suite, but can be turned back into a 3/2. Stay in one side and rent out the other, or use for a weekly Airbnb since it's in the city limits. Plenty of room for a pool, or large patio in the backyard! All major updates have been completed: new PGT vinyl impact windows, new roof, new AC, new electrical service, and new hot water heater. Both sides have access to the laundry room. Big backyard and within biking distance to Pinecraft, Locklear Park, and the Legacy Trail. Come check out this home before it's gone!
Listing Agent: Caitlin Dennis (941-250-5804)
3500 BAY SHORE RD, SARASOTA, FL 34234
$2,050,00082 Days on yellowkey MLS ID: A4680165
REDUCED by $45,000 (2.1%) on 04/07/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3047 Built: 2019 Tax: $15,718 (2024)Community: Indian ShoresSpa: YesSingle Family
Taxes:$15,718
Remarks: A bold expression of modern coastal luxury, 3500 Bay Shore Road is a show stopping FURNISHED Sarasota residence that has been completely renovated, where cutting-edge design, resort-caliber finishes, and an unrivaled location converge into one unforgettable home. Built in 2019, this meticulously renovated masterpiece is set within one of Sarasota’s most desirable neighborhoods, delivering a rare combination of architectural sophistication and effortless livability. From the moment you arrive, the home’s clean lines and elevated presence signal a residence crafted for the most discerning buyer. Inside, expansive windows, soaring 12 foot ceilings, and an extraordinary 12-foot statement fireplace wall define the sun-drenched living space, creating a dramatic yet inviting atmosphere ideal for both grand entertaining and intimate gatherings. The gourmet custom kitchen is a work of art, featuring brand-new white oak cabinetry imported from Europe, stunning Taj Mahal quartzite countertops, and a layout designed to inspire culinary creativity while remaining seamlessly connected to the main living areas. The primary suite is a private sanctuary, offering direct access to the pool terrace and custom-designed closets that rival luxury boutiques. The spa-inspired primary bath evokes a five-star resort, showcasing sleek modern fixtures, refined materials, and a tranquil ambiance designed for daily indulgence. Every detail throughout the home reflects uncompromising quality—from the generously scaled tile flooring and hurricane-impact windows, natural gas connected to the home, to the central vacuum system and Tesla charging station in the garage. The outdoor living experience is equally impressive, anchored by a pristine lap pool, lush tropical landscaping, and a stylish cabana that features a full outdoor kitchen/bar that transforms the backyard into a private retreat for entertaining or peaceful relaxation. Notably, the property is not located in a flood zone, adding peace of mind to its long list of advantages. Perfectly positioned just minutes from Sarasota’s vibrant downtown, residents enjoy effortless access to iconic destinations including Lido Key, Siesta Key, world-class shopping and dining at St. Armands Circle, and cultural landmarks such as The Ringling Museum and the Sarasota Opera House. Surrounded by upscale dining, yacht clubs, and scenic parks, 3500 Bay Shore Road offers a lifestyle defined by elegance, convenience, and refined coastal living—an extraordinary opportunity to own a truly turnkey luxury home in the heart of Sarasota.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
3837 CAMINO REAL, SARASOTA, FL 34239
$1,045,000154 Days on yellowkey MLS ID: A4672440
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1887 Built: 2003 Tax: $6,901 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$6,901
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Spanish Mediterranean home located in Granada subdivision. This courtyard home comes complete with a Casita with great flex space… maybe you need an art studio, separate guest quarters, a caregiver’s suite or a home office. The possibilities are endless. The main house is a two bedroom, two bath residence. The Casita is a one bedroom, one bath space. Both are connected with the central courtyard with potted garden, Mexican tile accents and a spa. The living areas in the home have beautiful vantage points. Kitchen has wood cabinets, stainless appliances, stone counters ,a breakfast bar and direct access to the sitting and dining rooms. The main living room has access to the private back garden with pergola. All bedroom suites are separate private quarters. High ceilings, columns, crown moldings, profile baseboards, led lights, and decorator color palate are some of the features throughout the residence. Home and gardens are meticulously maintained. Granada is minutes to downtown Sarasota, Siesta Key beach, area dining and shopping. Wonderful old oaks trees and sidewalks remain in this Historic Neighborhood.
Listing Agent: Tammy Garner (941-374-4161)
4243 MIRIANA WAY, SARASOTA, FL 34233
$539,90044 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
Elementary School: Ashton Elementary
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)
916 HIGHLAND ST, SARASOTA, FL 34234
$1,195,00087 Days on yellowkey MLS ID: O6375499
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2852 Built: 2024 Tax: $12,713 (2025)Community: Highland PinesSpa: YesSingle Family
Taxes:$12,713
Remarks: Welcome to this exceptional home built in 2024, located in the highly sought-after Indian Beach–Sapphire Shores neighborhood of Sarasota. This thoughtfully designed residence offers 5 bedrooms and 4 full bathrooms, blending modern elegance with relaxed coastal living. The primary suite is conveniently situated on the first floor, providing comfort and privacy, while a first-floor guest suite is ideal for visitors or multigenerational living. Upstairs, two generously sized bedrooms are connected by a versatile loft, creating a shared flex space perfect for a media lounge, home office, or play area. An open-concept floor plan filled with abundant natural light creates a seamless space for everyday living and entertaining. Step outside to your private outdoor oasis, featuring a heated pool and spa, fully screened for year-round enjoyment. The expansive lanai is perfect for outdoor dining, entertaining, or unwinding poolside with family and friends. Ideally located just 3 miles from Downtown Sarasota, 5 miles from St. Armands Circle and Lido Beach, and 10 miles from the world-renowned Siesta Key Beach. Enjoy easy access to premier dining, shopping, and cultural attractions, or take a short 5-minute walk to the Bayfront to enjoy breathtaking sunsets. Sarasota-Bradenton International Airport is only a short drive away, making travel effortless. This 2024-built home combines modern design, a prime location, and seamless indoor-outdoor Florida living—perfect as a primary residence, vacation retreat, or investment property.
Listing is courtesy of: CENTRAL FLORIDA GROUP REALTY LLC (407-491-8425)
Listing Agent: Jasmine Rodriguez (407-271-5176)
5462 CYNTHIA LN, SARASOTA, FL 34235
$377,00018 Days on yellowkey MLS ID: A4688208
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1410 Built: 1994Monthly Fee: $31 Tax: $2,019 (2025)Community: Deer Hollow Unit 6Single Family
Taxes:$2,019
Remarks: Under contract-accepting backup offers. Nestled on a quiet cul-de-sac in the sought-after Woods community, this charming 3-bedroom, 2-bathroom home offers 1,410 square feet of comfortable Florida living — priced at appraised value and ready for its next chapter. From the moment you arrive, the wide concrete driveway, mature tropical landscaping, and inviting curb appeal set the tone. Step inside to a bright, open living space with soaring vaulted ceilings and ceiling fans that keep the Florida breeze flowing year-round. Neutral carpet and a clean, move-in-ready palette make it easy to envision your personal touch throughout. The kitchen is both stylish and functional, featuring white shaker-style cabinetry, rich dark granite countertops, a double stainless steel sink, and white appliances — all bathed in natural light from a garden window overlooking the lush backyard. A convenient dining nook with light wood flooring and pendant lighting sits just off the kitchen, perfect for everyday meals or entertaining. All three bedrooms are generously sized with ceiling fans and plush carpet. The primary suite is a true retreat, boasting direct access through sliding glass doors to the screened lanai, a walk-in closet, and a private en-suite bath with a wood vanity, stone countertop, brushed nickel fixtures, and a glass-enclosed walk-in shower. Out back, the screened lanai with its own ceiling fan is the ideal spot to enjoy Sarasota's beautiful weather in comfort — overlooking a private back yard with storage shed. A spacious 2-car garage with built-in workbench rounds out this home's practical appeal. Located just minutes from Benderson Park, University Town Center, and Bobby Jones Golf Course, and with easy access to I-75 and all that Sarasota has to offer — this one checks every box. Don't miss your chance to own in The Woods at appraised value!
214 GAINES AVE, SARASOTA, FL 34243
$680,00014 Days on yellowkey MLS ID: A4688411
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1992 Built: 1955 Tax: $6,877 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$6,877
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Experience the best of Sarasota living in this beautifully updated single-story ranch home with pool, nestled in sought-after Whitfield Estates—a Manatee County gem with a Sarasota address. Situated near Sarasota Bay, this home sits among multi-million-dollar residences and offers the perfect blend of comfort, charm, and opportunity. This 3-bedroom, 3-bath home welcomes you with bright, open living spaces filled with natural light. The primary bedroom and 2nd bedroom both feature walk-in closets and ensuite baths. The open-concept floorplan connects the living, dining, and kitchen areas—ideal for entertaining or relaxing by the cozy fireplace. A stylish kitchen bar provides extra seating and a central gathering spot. Step outside to your private Florida oasis: a heated pool with screened enclosure, surrounded by lush landscaping on a spacious 1/3-acre lot. Enjoy morning coffee on the front patio with peek-a-boo views of Sarasota Bay, or take an evening stroll to the bay and watch the sunset. Whether you’re searching for a full-time residence, seasonal retreat, or short-term rental investment, this property offers endless possibilities in one of Sarasota’s most desirable neighborhoods. This property is built of concrete block construction, has impact windows, and sits in the desirable X flood zone (flood insurance is not required). Roof is membrane material (2017). AC (2023). For an optional annual HOA fee of just $35, homeowners in Whitfield Estates may obtain a culinary membership at Sara Bay Country Club, granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). You and your guests will have plenty of entertainment and convenience options within a short drive including Sarasota Bay, IMG Academy, SRQ Airport, University Towne Center Mall, downtown Sarasota, St. Armands Circle, Lido Key and gulf beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
5125 WILLOW LEAF DR, SARASOTA, FL 34241
$1,240,00048 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
Elementary School: Lakeview Elementary
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)
2529 RUSTIC OAK CT CT, SARASOTA, FL 34232
$479,00080 Days on yellowkey MLS ID: A4680552
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2026 Built: 1986Monthly Fee: $47 Tax: $3,225 (2024)Community: Colonial OaksSingle Family
Taxes:$3,225
Remarks: One or more photo(s) has been virtually staged. Welcome to this rare Colonial Oaks cul-de-sac gem, offering serene lake views and an ideal blend of comfort, style, and location. This beautifully updated 3-bedroom, 2-bath home with a dedicated office/den is nestled in one of Sarasota’s most sought-after communities. Step through the formal entry into a spacious family room highlighted by a cozy wood-burning fireplace—perfect for relaxing or entertaining. New luxury vinyl plank flooring runs throughout the home, adding both elegance and durability. The fully updated kitchen features modern finishes and a separate eat-in space ideal for casual dining. The primary suite serves as a private retreat, complete with a generous walk-in closet and a spa-like bathroom featuring a large soaking tub. Sliding glass doors open to a private patio where you can enjoy your morning coffee while overlooking the tranquil pond. Additional sliders from the living room and third bedroom lead to a screened-in lanai, creating seamless indoor-outdoor living. With ample yard space, there’s plenty of room to personalize and make this home your own. Major upgrades include a new roof (July 2021) and a new AC system (2020), providing peace of mind for years to come. Located just minutes from downtown Sarasota, you’ll enjoy easy access to vibrant shopping, dining, world-class beaches, parks, and endless amenities. This is a rare opportunity to own a lakeview home in an unbeatable location—don’t miss your chance to make this Sarasota dream home yours!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Pietron (701-213-2740)
7454 PAUROTIS CT, SARASOTA, FL 34241
$1,099,00017 Days on yellowkey MLS ID: A4688768
INCREASED by $89,100 (8.8%) on 04/04/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3359 Built: 1999Monthly Fee: $190 Tax: $9,978 (2025)Community: Serenoa LakesSpa: YesSingle Family
Taxes:$9,978
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Situated on one of the most expansive lake lots in the gated community of Serenoa Lakes. Nearly 3400 sq. ft. under air custom built by Arthur Rutenberg Homes. This beautiful home features 4 generous bedrooms, large office with built-ins & bookshelves. Large bonus room 23x16. Oversized 3 car side entry garage. Hurricane shutters throughout with impact etched glass front entry door & a garage door. Seller has added many upgrades including new roof 2018, 2 new AC's in 2025, pool refinished in 2020. New picture frame screening to enhance the amazing water views. Travertine marble pool decking. Updated kitchen & baths. New floors in all bedrooms (no carpets). Updated appliances & built-ins in the closet. This is the home you have been waiting for!
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Cynthia Bowers (941-650-4808)
8452 EAGLE PRESERVE WAY, SARASOTA, FL 34241
$709,00063 Days on yellowkey MLS ID: A4682732
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2594 Built: 1995Monthly Fee: $183 Tax: $839 (2025)Community: Misty CreekSpa: YesSingle Family
Taxes:$839
Remarks: Don't let this one get away! * Location, location, location * A-RATED SCHOOL DISTRICT * This EXECUTIVE FAMILY HOME BOASTS A VERY PRIVATE SETTING BACKING TO A 62 ACRE PRESERVE - no neighbor to the rear! * PREMIUM ESTATE-SIZED Lot is almost 1/2 Acre * It's a special opportunity to live in the sought after GATED NEIGHBORHOOD of MISTY CREEK * NEW ROOF 2015 * NEW A/C 2019 * ALMOST ALL APPLIANCES ARE 2 YEARS OLD * Volume ceilings * Split plan design * Spacious Primary Suite with a Spa-style Bath featuring a walk-in shower, tub & dual sinks * Formal Living Room & Formal Dining Room * Chef's Kitchen with granite counter-tops is open to the Family Room with a GAS Fireplace * A great home for entertaining or simply relaxing in your slice of paradise * CUSTOM POOL & SPA * OVERSIZED COVERED LANAI * VERY PRIVATE SETTING * Custom landscaping * Yard irrigation with private yard well * Gated neighborhood with 24/7 security * Misty Creek Country Club is including 1 month free golf membership with the sale of this home * Membership to Golf & Country Club is NOT mandatory * LOW HOA FEES! * Country feel yet 5 minutes to the NEW Publix shopping plaza & Rothenbach Park * Short 15 minute drive to Siesta Key Beach or UTC Mall * A-RATED SCHOOL DISTRICT * One look & you'll fall in love!
Listing Agent: Ryan Brown (941-330-7774)
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