Location: Sarasota
Do Not Show Listings
7875 INTERSTELLAR AVE, SARASOTA, FL 34241
$649,81164 Days on yellowkey MLS ID: A4690233
REDUCED by $41,000 (5.9%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2582 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: None
High School: Riverview High
Tax Year: 2025
Middle School: None
Remarks: Under Construction. What's Special: Multi-Gen Suite | Corner Lot | Close to Park | Close to Trails. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Anastasia at 7875 Interstellar Avenue in Cassia at Skye Ranch! This new home offers a thoughtfully crafted layout that feels bright, comfortable, along with whole house impact windows for added peace of mind. From the front porch, the angled foyer leads you past a dedicated study on one side and the two-car garage entry on the other before opening into the heart of the home. The gourmet kitchen stands out with quartz countertops, an apron front sink, pendant lighting, generous counter space, and a spacious pantry, all overlooking the dining area and great room. Pocket sliding doors open to a covered lanai, extending your living space outdoors for relaxed everyday moments. Tucked just off the dining area are the laundry room and powder room, while the main level primary suite offers backyard views, a walk-in closet, and a comfortable en-suite bath. Upstairs, two secondary bedrooms share a full bathroom, a private secondary bedroom suite features its own en-suite bath and two walk-in closets, and a spacious game room and loft give you flexible space to gather, unwind, or play. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: Gourmet kitchen, alternate study location, pocket sliding door at great room, upstairs secondary suite, game room, tray ceiling pkg, 8' interior doors, pocket door at primary bed to bath, upgraded cabinets and flooring, and impact windows. Photos are for representative purposes only. MLS#A4690233
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
7549 WESTMORELAND DR, SARASOTA, FL 34243
$549,000106 Days on yellowkey MLS ID: A4684919
REDUCED by $20,000 (3.5%) on 06/08/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1410 Built: 1956Monthly Fee: $3 Tax: $2,912 (2024)Community: Whitfield Estates Unit 1Single Family
Taxes:$2,912
High School: None
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)
4306 MADEIRA CT #3335, SARASOTA, FL 34233
$269,00042 Days on yellowkey MLS ID: TB8506253
REDUCED by $20,999 (7.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1083 Built: 1998Monthly Fee: $418 Tax: $2,555 (2025)Community: Casa Del Sol SarasotaSpa: NoCondo
Taxes:$2,555
Elementary School: Brentwood Elementary
Middle School: Oak Park School South
Remarks: AMAZING AND RARE OPPORTUNITY TO OWN A FIRST FLOOR END UNIT WITH NO STAIRS!!! THIS APARTMENT AT 4306 MADEIRA CT UNIT 3335 SARASOTA FL 34233, FEATURES 2 BEDROOMS 2 BATHROOMS AND 1083 SQFT, FULLY RENOVATED WITH MARBLE COUNTERTOPS, CALACATTA FLOORS, SPACIOUS CLOSETS. LAUNDRY WITH BRAND NEW APPLIANCES. JUST 10 MINUTES AWAY FORM FLORIDA FINEST BEACHES AND NATIONWIDE FAMOUS SIESTA KEY BEACH, CLOSE TO SHOPPING, RESTAURANTS, GOLF COURSES, THE HOSPITAL, DOWNTOWN, SARASOTA AIRPORT, AND 5 MINUTES AWAY FROM UTC MALL. ONLY ONE MILE AWAY FROM EXIT 207 OF I 75, THE ASSOCIATION IS A PET FRIENDLY COMMUNITY, ADMIRAL WALK IS FULLY GATED COMMUNITY, WITH SECURITY ENTRANCE. HOA HAS RESONABLE FEES THAT ALSO INCLUDES WATER & SEWER UTILITY. THERE IS A LOVELY CLUB HOUSE WITH LAKE VIEW, POOL AND SPA, FITNESS ROOM, BATHROOMS, GAME ROOMS AND TENNIS COURT. CALL TODAY FOR A SHOW, YOUR IDEAL HOME AWAITS!!
Listing is courtesy of: NIZZ REALTY INC (954-526-5105)
Listing Agent: Karelys Diaz (813-997-6775)
1280 DOLPHIN BAY WAY #503, SARASOTA, FL 34242
$1,589,00089 Days on yellowkey MLS ID: A4687031
3 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2217 Built: 1998Monthly Fee: $1,985 Tax: $13,269 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$13,269
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Experience endless panoramic views of downtown Sarasota and Sarasota Bay from the climate-controlled balcony of this newly renovated top-floor residence in the gated community of Dolphin Bay on Siesta Key. This spacious condo offers over 2,200 square feet of beautifully updated living space, featuring 2 bedrooms, 2 bathrooms, and a den, all enhanced by vaulted ceilings that create an open and airy coastal atmosphere. Enjoy stunning sunsets over Siesta Key Beach from the front entryway each evening, and wake to beautiful sunrises from the primary bedroom and lanai—an exceptional feature of this remarkable home. Residents of Dolphin Bay enjoy a true waterfront lifestyle with access to a private community dock, clubhouse, tennis courts, fitness center, and a resort-style pool. A private one-car garage, with epoxy flake floors, is conveniently located just steps from the elevator. Perfectly situated within minutes of the beach, shops, and restaurants, this residence combines luxury, convenience, and the best of Siesta Key living. Enjoy the waterfront lifestyle at its finest in this exceptional move-in-ready home. Contact me for a private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
300 GARDEN LN, SARASOTA, FL 34242
$2,790,000286 Days on yellowkey MLS ID: A4662830
REDUCED by $209,000 (7.0%) on 05/21/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
5257 MYRTLE WAY #29, SARASOTA, FL 34235
$290,00085 Days on yellowkey MLS ID: A4687062
REDUCED by $8,500 (2.8%) on 06/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1239 Built: 1981 Tax: $2,584 (2025)Community: MeadowsSpa: NoCondo
Taxes:$2,584
Remarks: Welcome to 5257 Myrtle wood unit 29, a beautifully updated 2-bedroom, 2 bath condo with high ceilings and an open flowing floor plan in a serene setting. This unit includes a covered carport and relaxing private screened walk out porch, overlooking a tranquil pond. Spacious bedrooms, modern finishes, and peaceful views. Enjoy essentially a turnkey property with low maintenance and a focus on natural beauty and relaxing in a desirable private location. Enjoy amenities like a pool, 14 miles of scenic walking trails and still maintain a central location to the UTC area, world class shopping, entertainment and dining. This rare property is 6-8 miles (15-20 minutes) from Famous Lido Beach or Bird Key Park. Making this condo your perfect Florida retreat.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Cg Wolynski (860-671-0026)
2259 PALAZZA DR #78, SARASOTA, FL 34238
$149,900141 Days on yellowkey MLS ID: TB8470014
0 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1974Monthly Fee: $190 Tax: $1,523 (2025)Community: Venetian EstatesMobile Home
Taxes:$1,523
Remarks: New Price! This beautifully updated two-bedroom, two-bathroom home, located in the heart of the Venetian Park Estates Mobile Home Community, is move-in ready. The charming décor and open floor plan are perfect for entertaining or relaxing at home. The home is fully furnished, providing everything needed for easy Florida living. Both spacious bedrooms feature private, updated bathrooms. Venetian Park Estates is an active, over-55 community, offering amenities such as a heated pool, relaxing spa, and shuffleboard. The clubhouse features many activities, including Bingo, Trivia, Game Night, Cards and Coffee Socials.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Katie Strand (941-928-1023)
6308 MIDNIGHT PASS RD #6, SARASOTA, FL 34242
$995,000351 Days on yellowkey MLS ID: A4657483
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1965Monthly Fee: $1,005 Tax: $5,582 (2025)Community: Crescent ArmsSpa: NoVilla
Taxes:$5,582
Remarks: Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
10797 ECLIPSE ST, SARASOTA, FL 34241
$388,23498 Days on yellowkey MLS ID: A4686008
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1558 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Elementary School: Pine View School
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: Corner Lot | Close to Trails | Understairs Storage | Popular Plan | Pond View. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Marigold at 10797 Eclipse Street in The Towns at Skye Ranch! This thoughtfully designed townhome features an open great room that flows into the dining area and kitchen, creating a bright and inviting space for everyday living. Upstairs, find a spacious primary suite with a walk-in closet along with two comfortably sized secondary bedrooms. A convenient upstairs laundry adds ease to your routine, while a private patio offers a relaxing outdoor escape. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: washer, dryer, refrigerator, whole house blinds. Photos are for representative purposes only. MLS#A4686008
10701 ECLIPSE ST, SARASOTA, FL 34241
$322,629258 Days on yellowkey MLS ID: A4667314
1 Days Off yellowkey (back on 5/31/2026)
REDUCED by $17,000 (5.0%) on 05/27/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1373 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Remarks: Under Construction. What's Special: Close to Trails | Close to Amenities | 2nd Floor Laundry Room. New Construction – May Completion! Built by America’s Most Trusted Homebuilder. Welcome to the Jasmine at 10701 Eclipse Street in Towns at Skye Ranch. This thoughtfully designed new townhome features a bright, open layout with a spacious great room and an airy kitchen that’s perfect for everyday living. The kitchen island features quartz countertops and offers an ideal spot for casual meals or gathering with friends, while a large rear patio extends your living space outdoors. A one-car garage and convenient half bath complete the first floor. Upstairs, you’ll find two secondary bedrooms sharing a full bath and a private primary suite with an oversized walk-in closet and double vanity. The laundry room is also located upstairs for added ease. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: Refrigerator, washer and dryer, extended tile flooring on main level, and whole house blinds. Photos are for representative purposes only. MLS#A4667314
3280 SOUTHFIELD LN #804, SARASOTA, FL 34239
$219,900624 Days on yellowkey MLS ID: TB8309229
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 1969 Tax: $2,672 (2023)Community: South Gate Village Green 08Villa
Taxes:$2,672
Tax Year: 2023
Remarks: *UPDATED HOME IN SOUGHT OUT SOUTHGATE VILLAGE GREEN* Recently reduced and move-in ready, this charming villa offers an exceptional opportunity in one of the area's most sought-after 55+ communities. The home features a brand-new kitchen equipped with all modern appliances, fresh new carpeting in halwway and bedrooms, and stylish laminate flooring throughout living areas. A Bright and airy open floor plan complemented by freshly painted interiors and partially updated bathrooms. Residents enjoy convenient access to nearby shopping, parks, and scenic walkways in a relaxing and peaceful ambiance.. Pets welcome (under 20 lbs., subject to approval).
Listing is courtesy of: Y GROUP REALTY (800-386-2830)
Listing Agent: Nancy Yialouris (727-252-3631)
4004 PENSHURST PARK, SARASOTA, FL 34235
$749,00013 Days on yellowkey MLS ID: A4695985
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2606 Built: 1989Monthly Fee: $932 Tax: $4,822 (2025)Community: Penshurst Park - The Highlands - The MeadowsVilla
Taxes:$4,822
Remarks: Warm contemporary design, impact-window peace of mind, tranquil golf course views and a phenomenal location come together in Penshurst Park, The Meadows’ premier maintenance-free enclave. A canopied street, paver driveway and charming courtyard welcome you home. Inside, this beautifully updated residence feels light and open, with high ceilings, abundant natural light, specialty LED lighting, tall windows and walls of sliders that frame deep golf course views and a daily parade of birds. The chef’s kitchen impresses with Greystone Cambria quartz countertops, KitchenAid and Bosch appliances, including a multi-mode wall oven and induction cooktop and soft-close cabinetry. Relax in the serene and spacious primary retreat, offering a custom-fitted walk-in closet and a spa-like bath with dual sinks, a soaking tub and a generous Roman shower. All just 300 feet from the heated community pool, near nature trails and all the fun The Meadows has to offer. The Meadows is a sought-after 1,600-acre park-like community just 15 minutes from downtown. Residents enjoy 14 miles of scenic trails and access to a fitness center, a junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center and University Town Center’s shopping, dining and entertainment. A fabulous Florida lifestyle awaits! The residence features 2021 PGT hurricane windows and doors, a 2015 16 SEER air conditioner with an air purifier, a 2005 tile roof, which is the HOA’s responsibility, a whole-house surge protector and is above flood plain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
7944 BERGAMO AVE, SARASOTA, FL 34238
$370,000125 Days on yellowkey MLS ID: A4681762
REDUCED by $19,000 (4.9%) on 04/04/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1672 Built: 2004Monthly Fee: $471 Tax: $4,394 (2025)Community: VillagewalkSpa: NoTownhouse
Taxes:$4,394
Elementary School: Ashton Elementary
Remarks: A GREAT Price! Super Clean and move in ready! Great Location! Fantastic roomy Floor Plan. Enjoy Beautiful Sun Rises as you sip your morning coffee from your large lanai (screen recently replaced) & floor painted with waterview and retractable awning. Large side yard. Beautifully maintained home with engineered hard wood flooring in most of the home. Tile in wet areas has been recently cleaned and sealed. Large living area with built in wall unit for TV and your favorite Treasures. Newer appliances in kitchen and laundry, new large stainless sink in kitchen. Laundry and 1/2 bath conveniently located on the first floor. Hot Water heater replaced in 2021. Freshly painted throughout. 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 be outside the 1% and 0.2% chance of flooding. FEMA updated, 8/2/24. Flood Zone provided by Sarasota County Tax reports. Evacuation zone D, flood insurance is not mandatory, but flood insurance is available. Village Walk power lines are underground with a Sarasota Fire Department just down Honore. Seldom losing power. Amenities include 24 hour 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, 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 Fantastic Place to Call HOME!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
1255 N GULFSTREAM AVE #507, SARASOTA, FL 34236
$1,300,00023 Days on yellowkey MLS ID: A4693623
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1672 Built: 1982 Tax: $5,148 (2025)Community: Bay PlazaCondo
Taxes:$5,148
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Experience spectacular Sarasota waterfront living at 1255 N Gulfstream Ave in this 2BR, 2BA res. w/ den & 2 balconies, offering 1,872 total SF, where panoramic bay views & Gulf vistas beyond Big Pass are the undeniable centerpiece. This refined Bay Plaza condo places you at the heart of the city. Floor-to-clg glass doors in the great rm open directly to a covered balcony, perfect for entertaining & enjoying sunset skies & the vibrant energy of the marina & city skyline. The main primary suite is a standout feature, boasting its own private balcony and dramatic ceiling-to-floor glass doors that offer a secluded view of the mesmerizing bay waters and Gulf horizons beyond Big Pass. This space is thoughtfully designed to maximize natural light and showcase the stunning surroundings. Additionally, a secondary bedroom suite provides sweeping views and a beautifully updated bath, offering flexibility and privacy for guests or multi-generational living. Inside, elegant tile floors extend throughout, creating a cohesive visual flow. Substantial enhancements have been implemented, hidden fire sprinkler heads, upgraded electrical & plumbing, new ductwork, soundproof underlayment. Artful millwork draws the eye to impressive high clgs, while contemporary lighting such as LED downlights & designer fixtures, built-in media storage, & floating cabinetry & buffet w/ under-cabinet LED lighting combine style & practicality. The seller invested over $100K in Harmoni cabinetry—a luxury brand renowned for quality & design. Designer shades offer privacy & light control. The state-of-the-art kitchen features a raised clg w/ ambient lighting, quartz counters, contrasting upper & lower cabinets & SS appls., highlighted by a black SS range hood. Plus a serv. entry, a lndry space, & 2nd office area. Accessibility was a key focus in the renovation. The Owner’s suite, main living area, & kitchen are all wheelchair accessible, w/ 2'8" doorways for ease of movement, a fully accessible main closet, & an adapted primary bath. Please note: while most areas are designed for accessibility, some spaces may have limitations based on individual needs. Retreat to a spa-like primary bath w/ elegant natural stone, a floating, European-inspired vanity, complemented by a sep matching vanity w/ a 2nd sink in the wet rm. The zero-entry marble shower features dual shower heads, w/ a recessed rainfall fixt. delivering a spa-inspired experience, complemented by a built-in seat for ultimate relaxation. Both baths feature elevated clgs, and are equipped w/ a premium Schluter shower syst. A dedicated office features a built-in desk w/ Corian, a window seat & etched glass doors for privacy and natural light —an ideal space for flexible living & working. As a resident of Bay Plaza, you will enjoy premium amenities: garaged pkg for 2 cars, 24/7 valet pkg, EV charging, concierge services. & recently installed hurricane-rated sliding glass doors & windows. Unwind at the heated pool, soak in the spa, or stay active in the state-of-the-art fitness rm w/ a sauna & steam rm. Perfectly positioned in the heart of downtown Sarasota, Bay Plaza places you w/in easy reach of trendy restaurants, boutiques, & Sarasota’s vibrant cultural scene, from Whole Foods to the theatre & opera. Take in spectacular 4th of July fireworks at Marina Jack’s from your own balcony, & enjoy quick access to St. Armands Circle, Longboat Key, & the city’s stunning beaches. A detailed list of upgrades is available upon request.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000264 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for a strong six figure range income annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
4323 PINE MEADOW TER, SARASOTA, FL 34233
$515,00038 Days on yellowkey MLS ID: A4692509
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 1978Monthly Fee: $25 Tax: $5,227 (2025)Community: Pine MeadowSpa: NoSingle Family
Taxes:$5,227
Remarks: Under contract-accepting backup offers. You found it! A newly renovated pool home directly bordering the Legacy Trail and just a short drive to Siesta Key Beach! This home is in the highly sought-after community of Pine Meadow. Positioned on an oversized, private corner lot with an extended driveway, this property also offers direct and private access to the Legacy Trail through a custom door built into the fully fenced backyard. Extensive and thoughtful interior updates include a renovated kitchen with granite countertops, matching stainless steel appliances, and luxury tile flooring that flows seamlessly throughout the home. The split-bedroom floor plan complements the master bedroom, which offers an abundance of natural light and quaint charm. Accented by a modern farmhouse sliding door, this room features a large walk-in closet and an updated en-suite bathroom with a walk-in shower and floor-to-ceiling tile. Both additional bedrooms also feature large walk-in closets. The home was FULLY RENOVATED in 2019, receiving a new roof, fully updated electrical system, new hot water heater, custom 10x16 storage shed, new garage epoxy flooring, and a new garage door. The pool was also resurfaced and upgraded with a new pool cage and pump equipment. Embrace the private, tranquil backyard setting complemented by a variety of mature trees and lush landscaping. Enjoy the pool and lanai from the shaded, covered section, or soak up the warm Florida sun while relaxing poolside. This home is in a highly desirable Sarasota location, just 5.5 miles from Siesta Key Beach. It is assigned to all A-rated schools, offers direct access to the Legacy Trail, and provides quick access to I-75 and Sarasota Memorial Hospital.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Smith, Iv (407-460-1564)
4638 WILLOW WOOD CIR #34, SARASOTA, FL 34241
$300,00052 Days on yellowkey MLS ID: A4691512
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2124 Built: 1982Monthly Fee: $56 Tax: $2,688 (2025)Community: Hammocks IiiVilla
Taxes:$2,688
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Rarely do homes become available on Willow Wood Circle - and even more rare is finding one with a water view. Offered for the first time, this one-owner residence has been cherished since it was built and now presents a solid foundation with the opportunity to make it your own. Located within the gated community of Bent Tree, Hammocks III is a well-established subdivision offering maintenance-free living with no age restrictions. This 3 bedroom, 2.5 bath home offers 2,124 square feet of living space with an inviting layout, including a first-floor primary suite, high vaulted ceilings, and a Florida room that fills the home with natural light. A private front courtyard creates a setting for outdoor dining or a quiet morning coffee, while the home’s location offers a peaceful, wooded sense of privacy throughout. Water views become the backdrop to everyday living, with frequent visits from birds and deer adding to the natural charm. Situated on a quiet dead-end street with no thru-traffic, homesites like this are among the most desirable in Hammocks III. Additional highlights include a two-car garage, mature landscaping, and beautifully tree-lined streets that define the character of the community. Notably, the property is not located in a flood zone and has not experienced hurricane damage, offering an added layer of confidence for future owners. Ideally located just minutes from shopping and daily conveniences - including Publix, Walmart, Home Depot, and UTC Mall - with easy access to I-75 and a short drive to Sarasota’s renowned beaches, dining, and entertainment. Opportunities to secure a homesite like this in Bent Tree are few and far between. Schedule a showing today and explore why residents love living here.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Daniel Carrozzo (941-400-8462)
3656 OAK GROVE DR, SARASOTA, FL 34243
$849,90053 Days on yellowkey MLS ID: A4691432
REDUCED by $25,000 (2.9%) on 05/26/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4054 Built: 1981 Tax: $5,343 (2025)Community: Oak Grove ParkSpa: NoSingle Family
Taxes:$5,343
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Welcome to this non mandatory hoa neighborhood, beautiful 4 bedroom 3 full bath pool home featuring a 1 bedroom 1 bath mother in law suite with private access making it a total of 5 bedrooms 4 full baths. The mother in law suite has established itself as a successful vacation rental presenting an outstanding investment opportunity. Enjoy a Sarasota address while paying Manatee County taxes all while being conveniently located to everything this area has to offer. Situated on over an acre of land, this versatile property is perfect for those who need room to live, work and play... Bring your rv's, trailers, work vehicles or car collection... There is ample parking and no deed restrictions to limit your lifestyle. Even horses are welcome - with space to build a barn or custom collector garage. This home has a butler's pantry with stylish barn doors that add charm and functionality. Step outside to a private oasis - a large peanut shaped saltwater pool (8' deep) screened lanai (rescreened in 2025). The main house with generous room sizes has living area, kitchen, dining room and family room, master bedroom and 2nd bedroom on 1st level while upstairs there are 2 bedrooms with dual closets and a jack and jill bathroom to share. New metal roof (2019) 3 zone a/c system, 2 water heaters, 2 sets of stainless stell appliances, well irrigation system, hurricane shutters and VOLUNTARY HOA!! This is a unique opportunity to own a flexible, income producing property with space to expand in a prime Sarasota location.
Listing is courtesy of: AFFORDABLE REAL ESTATE (941-751-3000)
Listing Agent: Susan Harrison-Phipps (941-685-8349)
4867 HUNTLEIGH DR, SARASOTA, FL 34233
$499,000104 Days on yellowkey MLS ID: A4685110
REDUCED by $26,000 (5.0%) on 06/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1937 Built: 1980Monthly Fee: $29 Tax: $3,040 (2025)Community: Beneva PinesSpa: NoSingle Family
Taxes:$3,040
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. In the desired community of Beneva Pines in the heart of Sarasota, just five miles to the south bridge to the quartz sugar sand beaches of Siesta Key and Capt Curt's Restaurant and Tiki Bar! This smartly designed split plan home features an open plan, vaulted ceilings, and beautiful screened pool and lanai. The kitchen is the heart of this home and is surrounded by multiple gathering and dining areas. Impact sliders open off the Florida room to the pool. Most windows have been updated to impact rated as well. All four bedrooms are generous size and feature walk-in closets. The primary bedroom features an en-suite bath and two walk-in closets. Freshly painted inside, this home is ready for you to make it your own. Roof in 2022.
Listing Agent: Holly Switow (941-735-3186)
3776 82ND AVENUE CIR E #103, SARASOTA, FL 34243
$279,500192 Days on yellowkey MLS ID: A4674281
REDUCED by $500 (0.2%) on 06/04/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1661 Built: 2009Monthly Fee: $231 Tax: $4,982 (2024)Community: San Michele At University CommonsTownhouse
Taxes:$4,982
Middle School: Sara Scott Harllee Middle
Remarks: Under contract-accepting backup offers. Under Contract seeking back up offers. Freshly Cleaned HVA System and Ducts. HVAC maintenance performed. Best location for this type community in the Counties! Walk to dining. Walk to Publix. Walk to Pharmacy. Walk to shopping. Quick to UTC. Quick to Downtown and the Beaches! Clean as a Whistle and Move In Ready! A great floor plan with attached garage where you enjoy a heated resort-style pool, grilling area, tennis and pickle ball courts and walking trails conveniently located in San Michele. This community is centrally located quick to the Beaches and University Town Center. Offering a townhome with generous 1,660 square feet of well-designed living space, your next home awaits in this thoughtfully laid out residence and community! The residence features three bedrooms, two full and one half bathrooms and a one car attached garage for your convenience. This functional floorplan provides ample room for comfortable daily life. Beautiful Plantation Shutters adorn the large windows to easily allow ample natural lighting. The sunset facing primary bedroom offers a serene retreat, with a spacious layout and massive ensuite bathroom and walk in closet. Two additional bedrooms provide flexible usage, whether as a home office, guest room, or personal retreat. The bathrooms are tastefully appointed, ensuring modern convenience and privacy. The open concept design seamlessly integrates the living, dining, and cooking areas, creating a harmonious flow throughout the home. Abundant natural light and high-quality finishes contribute to the inviting ambiance. The kitchen offers a breakfast bar and an extra large walk in pantry/storage area. The laundry is inside and pockets off the kitchen area. The private one car attached garage allows you to enter the home directly for both security and convenience. This townhome presents an ideal living situation for those seeking a well-appointed, comfortable, and adaptable residence close to the beaches yet secure from weather events. A single bay garage is located at the rear of the building and attached to enter the residence. There are additional spaces for driveway parking as well. The lake facing front door has a covered porch large enough to enjoy patio seating while relaxing to watch the Sunset outdoors or just observe the natural habitat along the shoreline of the lake. You'll appreciate ground maintenance free living at this picturesque community with playground, community pool and tennis available for your enjoyment.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Tonna Gruber (941-232-8950)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.