Location: Sarasota
Do Not Show Listings
2111 FAIRFIELD AVE, SARASOTA, FL 34232
$349,9003 Days on yellowkey MLS ID: O6414126
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1166 Built: 1978 Tax: $3,813 (2025)Community: Sarasota SpgsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,813
Elementary School: Brentwood Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: This charming 3-bedroom, 2-bathroom single-story home offers a highly functional, stairs-free layout that ensures broad, long-term market appeal. The heart of the home features an efficient kitchen beautifully equipped with a sleek suite of stainless steel appliances, perfectly paired with durable, low-maintenance laminate countertops. Moving through the residence, the private quarters serve as a warm and quiet retreat, with plush carpeting in all the bedrooms to provide maximum comfort and sound dampening underfoot. Complete with an attached 1-car garage that provides secure parking and excellent extra storage space, this classic ranch-style home is designed for easy, comfortable living.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
2904 ARCH DR, SARASOTA, FL 34232
$324,9003 Days on yellowkey MLS ID: O6414119
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1086 Built: 1977 Tax: $3,347 (2025)Community: Sarasota SpgsSingle Family
Taxes:$3,347
Remarks: Welcome to this three-bedroom, two-bathroom home located in the desirable Sarasota Springs neighborhood! This home features a classic, traditional floor plan that provides distinct and comfortable living spaces. The updated kitchen is beautifully appointed with sleek countertops and stainless-steel appliances, making it a highly functional space for daily cooking. The primary bedroom boasts a large walk-in closet for ample storage, while the exterior offers a spacious backyard that provides a great space for outdoor activities and relaxation. Located just minutes from the Legacy Trail, 10 miles from Siesta Key Beach, and 6.7 miles from Downtown Sarasota, this property delivers peaceful seclusion with exceptional access to dining, entertainment, and outdoor recreation. Schedule your private showing today!
221 DADE AVE, SARASOTA, FL 34232
$575,0003 Days on yellowkey MLS ID: A4696280
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1534 Built: 1978 Tax: $1,790 (2025)Community: Greers Homeland RepSpa: NoSingle Family
Taxes:$1,790
Elementary School: None
High School: None
Middle School: None
Remarks: 221 DADE AVE. 4bd/2ba $575,000 4 bedroom, 2 bath home features an extra large circular driveway and sits on 1/3 of an acre. No deed Restrictions with plenty of room to build out and/or park vehicles, RV and boat. This one of a kind built home on a cul-de-sac has been fully remodeled inside and out. The house opens to a vaulted ceiling in the large living area and features a tongue in groove ceiling in cedar. Most renovations have been completed in the last 5 years. Brand New Oversized European Eat -In Kitchen with finished cabinet interiors and granite countertops. Mined Stone Slate tile from India throughout. 4th bedroom can be an office or den with coordinated laid stone tile work. Ikea and Floor and Décor Remodeled bathrooms and New Carpeting and new plush padding in all the bedrooms, New Modern Hunter Ceiling fans in every room and 3 fans outdoors in the screened pool lanai. Double walk in closets in the Master and Easy entry walk-in shower with floating glass wall and waterfall showerhead. New woodwork, carpentry and fixtures throughout. New Windows and Upgraded window coverings for all windows and sliding doors included for immediate privacy in this like new home built perfectly for a family. Newly completed $7,000.00 garage remodel with new ceiling and epoxy flooring. New pool surface and New pool cage 2022. Roof is less then 10 years old and a brand new electrical panel replaced with room on the panel for additions. Features a new Kinetico whole home water purification system and RO purified water in the kitchen. Kitchen Sliding doors to the pool and patio with room for an outdoor kitchen. The home comes equipped for RV hookup on the side of the house. Expansive backyard with landscape built out like the start of a tropical sanctuary. A hundred species of birds have visited the creek at the back end of the property. Home sits minutes from right between Downtown Sarasota and UTC. 14 blocks to the oceanfront, 3 miles to Lido Beach. Upgrades do not reflect on the appraisal. This is not a cookie cutter house with plastic floors and discount cheap material updating. House is solid and built with higher standards. Like stepping into Florida life with a beautifully appointed home for parties and entertaining. Home is move in ready, meticulously clean. Some furnishings may be left for an additional price and at the buyers request. No Lowball offers. Cash Buyers Welcome.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
2119 & 2125 MONTCLAIR DR #1 & 2, SARASOTA, FL 34231
$990,0003 Days on yellowkey MLS ID: A4696057
Bed: 6 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 4972 Built: 2007 Tax: $4,981 (2025)Community: Montclair VillasApartment
Taxes:$4,981
Remarks: Montclair Villas offers a rare opportunity to own a 2007 masonry construction duplex in the Coquina Island area, just minutes from Siesta Key. The property features two spacious, two-story 3-bedroom / 2.5-bathroom units, each with an open living area, tile flooring, sliding glass doors, recessed lighting, decorative tray ceiling with crown molding, private swimming pool, screened patio, private yard, and two-car garage. Each unit also includes spacious bedrooms with decorative tray ceilings, crown molding, recessed lighting, and ceiling fans. All utilities are separately metered and paid directly by tenants, helping reduce owner-paid expenses. Additionally, each unit and the common area have separate parcel IDs, offering potential future flexibility through an individual condo sell-off strategy. Given its proximity to Siesta Key, the property may also be well-positioned for potential vacation rental use, providing multiple paths for future ownership flexibility. With quality construction, private outdoor amenities, garage parking, and a highly desirable location, Montclair Villas offers a compelling blend of residential appeal and long-term investment upside.
Listing is courtesy of: THE MULTIFAMILY FIRM LLC (941-444-6160)
Listing Agent: Phil Ginexi (631-404-6060)
2605 BOTANY AVE, SARASOTA, FL 34239
$555,0003 Days on yellowkey MLS ID: A4696274
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1669 Built: 1962 Tax: $2,373 (2025)Community: South Gate ManorSpa: NoSingle Family
Taxes:$2,373
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: This delightful 2-bedroom, 2-bathroom home, plus space to create an office/guest house offers 1,669 square feet of inviting living space. It’s the perfect place to enjoy the laid-back Florida lifestyle. As you step inside, you’re greeted by charming terrazzo floors that bring a touch of retro style to the home. The spacious eat-in kitchen is ideal for entertaining or enjoying a quiet dinner at home. Hurricane impact windows throughout and new roof provide added storm protection, energy efficiency and peace of mind. Retreat to the primary bedroom suite that offers a comfortable and private retreat with generous closet space and an en-suite bath designed with clean finishes. Retreat outside to your private backyard oasis. The fully fenced back yard features lush gardens, creating a tranquil and picturesque setting ideal for relaxing or entertaining. The stand-alone building has been built with hurricane standards and has so many possibilities to enhance your life. Come make it your own -
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
1006 DE LEO DR, SARASOTA, FL 34243
$325,0006 Days on yellowkey MLS ID: A4696192
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1345 Built: 1972 Tax: $2,416 (2025)Community: Whitfield Country Club Heights Un 5Single Family
Taxes:$2,416
Remarks: Charming and ideally located in Whitfield Estates, this 2-bedroom, 2-bath home offers the perfect blend of character, comfort, and convenience. Inside, you’ll find original wood floors that add warmth and timeless appeal, while major system updates provide peace of mind for years to come. The home features hurricane impact windows and doors, a newer HVAC system, a recently updated water heater, and fully paid-off solar panels that help keep electric costs remarkably low currently averaging less than $40 per month. With 1,345 square feet of living space, the layout is both functional and inviting, making it an excellent option for first-time homebuyers, seasonal residents, or investors seeking rental flexibility. Whitfield Estates allows short-term rentals, creating an opportunity for personal enjoyment and income potential. Location is everything, and this home delivers. Situated just minutes from IMG Academy, Abel Elementary School, Sarasota-Bradenton International Airport, downtown Sarasota, St. Armands Circle, and the area’s world-renowned Gulf Coast beaches, you’ll enjoy easy access to everything that makes Sarasota one of Florida’s most desirable destinations. Sara Bay Marina is also nearby, offering convenient dry dock storage and access to Sarasota’s waterfront lifestyle. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re searching for a primary residence, winter retreat, or investment property, this charming Whitfield Estates home is ready to welcome its next owner.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
4680 VIGNETTE WAY, SARASOTA, FL 34240
$349,9003 Days on yellowkey MLS ID: TB8514067
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2017Monthly Fee: $127 Tax: $2,128 (2025)Community: Artistry Ph 1ASpa: NoTownhouse
Taxes:$2,128
Elementary School: Tatum Ridge Elementary
High School: Booker High
Remarks: THIS COULD BE THE ONE! If space, location and the feel of being away from the hustle and bustle of busy Sarasota, yet still being just a few minute drive to downtown, our world class beaches, Benderson Park, shopping, dining and entertainment, then you absolutely have to come check out this 3 bedroom, 2.5 bath, one-car garage, highly desired end-until townhome located in Palmer Place perfectly situated just 3.5 miles east of I-75 directly off of Lorraine Road. Built in 2017, and complete with money-saving solar panels allowing for a reduced monthly electric bill, this one-owner townhome offers 1,758 square feet of living area, high ceilings, Whirlpool appliances, a spacious open-plan kitchen/family room on the main floor, convenient walk-in pantry in the kitchen, three large bedrooms upstairs, spacious jack and jill bathroom connecting bedrooms 2 and 3, dual sinks in both upstairs bathrooms, a convenient half-bath on the first floor, as well as upgraded screened-in front porch and back lanai with extended brick paver outdoor area, to allow for an amazing cross-breeze flowing through the entire townhome when the weather cools off. This townhome also offers a large storage room on the lanai and additional storage under the stairs. Enjoy our beautiful Sarasota and the surrounding areas, and become part of this relaxing, maintenance free cul-de-sac neighborhood! Schedule your showing today!
Listing is courtesy of: IMAGINE REALTY LLC (727-504-8909)
Listing Agent: Heather Schultz (727-504-8909)
2945 UPPER TANGELO DR, SARASOTA, FL 34239
$660,00045 Days on yellowkey MLS ID: A4690742
2 Days Off yellowkey (back on 6/9/2026)
REDUCED by $35,000 (5.0%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1439 Built: 1960 Tax: $6,132 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,132
Remarks: A rare offering within Sarasota’s desirable South Gate community, this meticulously restored Atomic Ranch embodies the essence of authentic Mid-Century Modern design. Revered as one of the foundational architectural styles of the 20th century, this residence has been thoughtfully preserved and elevated by discerning owners who understood the importance of honoring its original integrity. Ideally positioned in the heart of Sarasota, the home offers effortless access to world-class beaches, premier shopping and dining, top-rated schools, Sarasota Memorial Hospital, and the vibrant downtown district. The residence unfolds with a seamless, open-concept design, featuring three spacious bedrooms and two bathrooms, an inviting eat-in kitchen area, and expansive living areas designed for both comfort and entertaining. Walls of vintage sliding glass doors dissolve the boundary between indoors and out, opening to a generous pool terrace. Both covered and open-air, this creates a true indoor-outdoor lifestyle synonymous with classic Florida modernism. Authentic details remain beautifully intact, including original terrazzo flooring throughout, vintage architectural elements, and curated mid-century finishes that speak to the home’s heritage. An oversized garage, along with substantial fenced exterior space, provides flexibility for additional parking, including room for a boat or recreational vehicles. The home has been featured on Sarasota’s renowned “MOD Tour,” celebrated for its originality and preservation. As noted during the tour, the residence showcases vintage sliding glass walls, vibrant period kitchens and baths, and a fluid connection to the pool area. Carefully selected furnishings that reflect the era enhance the spirit of 1960s design. This is a truly special opportunity to own a piece of architectural history. Thoughtfully restored, exceptionally located, and ready to be experienced.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
346 ANDROS DR, SARASOTA, FL 34233
$170,00049 Days on yellowkey MLS ID: A4691142
REDUCED by $29,000 (14.6%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 2003Monthly Fee: $178 Tax: $2,425 (2025)Community: Windward IslesManufactured Home
Taxes:$2,425
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: WELCOME TO WINDWARD ISLES – ONE OF SARASOTA’S MOST DESIRABLE RESIDENT-OWNED 55+ COMMUNITIES! This WELL-MAINTAINED 2 BEDROOM, 2 BATH DOUBLE-WIDE HOME offers the perfect blend of comfort, convenience, and FLORIDA LIFESTYLE LIVING. Built in 2003 and featuring APPROXIMATELY 930 SQ FT OF HEATED SPACE, this home sits on a nicely sized lot with COVERED PARKING, A PRIVATE DRIVEWAY, AND ADDITIONAL STORAGE SHED. Step inside to find a LIGHT AND BRIGHT FLOOR PLAN with LAMINATE FLOORING THROUGHOUT MAIN LIVING AREAS, a SPACIOUS LIVING ROOM, and a FUNCTIONAL KITCHEN equipped with CONVECTION OVEN, REFRIGERATOR, MICROWAVE, and more. The PRIMARY SUITE includes a WALK-IN CLOSET and EN-SUITE BATH, while the SPLIT BEDROOM DESIGN offers privacy for guests. Enjoy your morning coffee or evening relaxation from MULTIPLE OUTDOOR SPACES INCLUDING A SCREENED PORCH, FRONT PORCH, AND REAR PATIO—perfect for taking in Sarasota’s year-round sunshine. WINDWARD ISLES IS A LAND-OWNED CO-OP COMMUNITY offering residents access to a HEATED COMMUNITY POOL, RECREATIONAL FACILITIES, AND A FULL CALENDAR OF SOCIAL ACTIVITIES. The LOW HOA FEE (APPROX. $178/MONTH) INCLUDES WATER, TRASH, LAWN MAINTENANCE, AND COMMUNITY AMENITIES, making this an EXCEPTIONAL VALUE. Ideally located just minutes from SHOPPING, DINING, MEDICAL FACILITIES, AND WORLD-FAMOUS GULF BEACHES, this property offers both PEACEFUL COMMUNITY LIVING and EASY ACCESS TO EVERYTHING SARASOTA HAS TO OFFER. Whether you're looking for a SEASONAL RETREAT or a FULL-TIME RESIDENCE, this home is a fantastic opportunity to own in a HIGHLY SOUGHT-AFTER COMMUNITY. SCHEDULE YOUR PRIVATE SHOWING TODAY.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Jeff Simpson (941-504-5552)
7716 GENEVA LN, SARASOTA, FL 34243
$445,000362 Days on yellowkey MLS ID: A4655951
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1454 Built: 1991Monthly Fee: $188 Tax: $2,176 (2024)Community: Treetops At North FortySpa: NoSingle Family
Taxes:$2,176
Elementary School: Kinnan Elementary
High School: Southeast High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Step through the front door and into a light-filled, open great-room layout where vaulted ceilings, walls of windows, and dual sets of French doors blur the line between indoor and outdoor living. This updated 2-bedroom, 2-bath home with a flex den/office is tailor-made for both relaxed daily living and unforgettable gatherings. Stylish, Ready-to-Entertain Interior Kitchen redone in 2014: stainless-steel appliances, granite counters, breakfast bar, pantry, and a sunny nook with slider to the garden. Tile floors throughout—zero carpet for allergy-friendly, easy maintenance. Split-plan privacy: the airy primary suite enjoys pool access, dual sinks, and frameless tile shower, while the guest wing shares an upgraded bath with the den nearby. Outdoor Oasis Slide open the French doors and savor the Florida lifestyle on the screened, covered lanai overlooking a sparkling saltwater pool. Host cookouts, sip morning coffee amid the side garden, or toast another brilliant Gulf-coast sunset. Peace-of-Mind Updates & Storage Roof 2015 • Water heater 2020 Oversized 2-car garage with built-in storage shelves for toys and tools alike. Resort-Style Amenities & Prime Location Residents of Tree Tops at North Forty enjoy a community pool and tennis court, all moments from world-class golf, dining, shopping, and downtown Sarasota’s arts scene. This is the move-in-ready, low-maintenance pool home you’ve been waiting for—schedule your private tour today!
6266 MIDNIGHT PASS RD #404, SARASOTA, FL 34242
$1,170,00050 Days on yellowkey MLS ID: A4691031
REDUCED by $10,000 (0.8%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1263 Built: 1980 Tax: $10,169 (2025)Community: Excelsior Beach To BayCondo
Taxes:$10,169
Remarks: RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated with Impact windows and new HVAC in 2025, Upgraded kitchen and all appliances, plantation shutters, and Hunter Douglas window shades, in-unit washer/dryer, custom tile throughout, tastefully appointed with fine furnishings and all the accoutrements for the Siesta Beach lifestyle. The under-building covered parking and elevators are conveniently located the spacious gulf front patio is the perfect place to relax and enjoy the fabulous views. Excelsior is your Gulf to Bay resort residence with a Private White Sand Beach, Two Large Heated Swimming Pools, Poolside Restrooms / Hot Water Showers, Shuffleboard, Two Heated Whirlpools, Two Lighted Tennis Courts, Two Pickle Ball Courts, Fitness Center, Large Gulfside Sun Deck, Beach Loungers and Chairs, Lounges & Sunbathing Parapets' Outdoor Barbecues / Picnic Areas, Intercoastal Fishing Pier / Shaded Viewing Area, Community Room and monthly community events', Library' Walk to Shopping, Dining, Bike & Boat Rentals Located just a half mile to the S village shops, dining and marina makes this a great spot to enjoy all the best that world famous Siesta Key has to offer.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Bob Stahlschmidt Ii (941-266-2684)
$1,170,00010 Days on yellowkey MLS ID: A4695534
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1263 Built: 1980 Tax: $10,169 (2025)Community: Excelsior Beach To BayApartment
2632 SUNNYSIDE ST, SARASOTA, FL 34239
$395,00049 Days on yellowkey MLS ID: A4690325
3 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 1957Monthly Fee: $17 Tax: $4,699 (2025)Community: South GateSingle Family
Taxes:$4,699
Remarks: Under contract-accepting backup offers. Charming mid-century modern 3 bedroom, 2 bathroom home with an oversized 2-car garage, located in the established, deed-restricted South Gate neighborhood of Sarasota. Offering classic Florida style, the home features original terrazzo flooring throughout the home with the exception of ceramic tile in the kitchen and a functional layout with a spacious primary bedroom that includes an en-suite bathroom and walk-in closet. The living room features a built-in bookshelf, and an enclosed sunroom offers flexible space for a home office or additional family area. The home retains original features and offers ample storage throughout, plus a bonus workshop suitable for hobbies or projects. Recent updates include AC replacement (2023) a new garage door (2023), and brand-new toilets. Home is connected to county sewer and comes with Hurricane shutters. The optional South Gate Community Association offers access to a community pool and community center, including the architecturally significant Victor Lundy-designed property with events and weekly classes. Located in the highly sought-after Southside Elementary school district and near Southside Village, Sarasota Memorial Hospital, and just minutes to Siesta Key Beach, with convenient access to shopping, dining, and everyday amenities.
Listing Agent: Rachel Harvey (941-726-9300)
918 LA COSTA CIR #3, SARASOTA, FL 34237
$139,900107 Days on yellowkey MLS ID: A4683613
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $5,000 (3.5%) on 05/22/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 865 Built: 1972 Tax: $2,335 (2025)Community: Park ViewSpa: NoCondo
Taxes:$2,335
Elementary School: Tuttle Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Priced to sell, this beautifully furnished 2-bedroom, 1-bath condo is conveniently located just half a mile from Downtown Sarasota’s Main Street and only 4 miles to Lido Beach and St. Armands Circle. Perfect for a second home to escape those cold winters, or make it an investment property ready to rent and produce income, if you have 1031 exchange the sellers are ready to accomodate a quick closing, or make it your primary residence, you can't find a better priced condo this close to all downtown Sarasota has to offer as well as it's close proximity to the world famous white sandy beaches of Siesta Key and Lido. Situated in a secure gated community with a serene, park-like setting, residents enjoy access to two community pools (one heated), a community room with full kitchen, and a well appointed exercise room. The condo is being sold **fully furnished**, offering an easy move-in experience in one of Sarasota’s most convenient locations. The kitchen and bathroom have granite counter tops. The water heater was replaced within the past year. Don’t miss this opportunity! HOA includes water/sewer/trash and exterior maintenance.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
2089 ARLINGTON ST, SARASOTA, FL 34239
$2,749,000129 Days on yellowkey MLS ID: TB8471775
REDUCED by $212,700 (7.2%) on 06/05/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4231 Built: 2026 Tax: $6,925 (2025)Community: La Linda TerraceSpa: YesSingle Family
Taxes:$6,925
Remarks: 2089 Arlington Street, where architecture meets light, space, and coastal elegance, this newly constructed contemporary residence offers 4,231 square feet of living space and 5,284 total square feet, thoughtfully designed with architectural precision and warm minimalism. Completed in January 2026, this striking two-story home sits on a rare double corner lot and features 5 bedrooms and 6 bathrooms, delivering both scale and sophistication. The open-concept interior is defined by dramatic 22-foot ceilings, expansive custom windows and doors, and an abundance of natural light throughout. The main level is anchored by a statement chef’s kitchen imported from Italy, showcasing custom cabinetry, luxury built-in appliances, a Sub-Zero refrigerator, premium hardware, and top-quality London Fog granite countertops. A concealed secondary kitchen provides additional functionality and discretion, ideal for entertaining and catered events. The primary suite is conveniently located on the ground floor, offering a private retreat with serene views and a spa-inspired bath. Additional bedrooms are generously sized, each with access to a full bathroom. A custom glass wine room adds a refined architectural focal point, while a loft-style family/media lounge on the second level overlooks the main living area, enhancing the home’s open, airy feel. Designed for seamless indoor–outdoor living, oversized sliding doors open to a private resort-style setting with a custom pool and spa, covered terrace, and enhanced landscaping. Architectural exterior lighting highlights the home’s clean lines and modern façade after sunset. Quality and performance are paramount: both levels are constructed of solid concrete block, and three independent HVAC systems serve the ground floor, primary suite, and second floor for optimal comfort and efficiency. Additional features include a private elevator, and all custom-made windows, doors, and cabinetry throughout—evidence of meticulous attention to detail in every finish. Ideally located for effortless travel and coastal lifestyle enjoyment, this home is approximately 12–15 minutes from Sarasota–Bradenton International Airport, about 1 hour 10 minutes from Tampa International Airport, 10–15 minutes to Lido Key, and about 15 minutes to Siesta Key, world-renowned for powder-white sand and Gulf sunsets. Situated outside of a flood zone, this exceptional residence presents a rare opportunity to own a custom-built contemporary home where design, craftsmanship, location, and lifestyle converge.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Estela Ziu (813-858-6267)
5880 MIDNIGHT PASS RD #511, SARASOTA, FL 34242
$2,490,000102 Days on yellowkey MLS ID: A4684184
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2481 Built: 1982 Tax: $13,010 (2025)Community: CasarinaCondo
Taxes:$13,010
Remarks: You will be WOWED! by this Furnished 2400+ Sq Ft of Elegant BEACHSIDE LIVING with (3) Generously Sized Bedrooms & (3.5) Baths with STUNNING FINISHES THROUGHOUT!.....RARELY AVAILABLE Corner Unit in this Special Boutique Community---a Resort-Style PET FRIENDLY "low density" plush 7 acre residential complex with over 200 feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager....Upon Entrance you will be Greeted with a Grand Hallway that leads to a BRIGHT & SPACIOUS Floor Plan, reminiscent of a Single Story Home...Each Bedroom is Privately Located, each with it's own Full Baths....ENTERTAINING is "Extra Special" with Expansive Living Areas and Ideally Centrally Located Wet Bar....WELL-APPOINTED INTERIORS, including: Porcelain Tile throughout; Quartz Countertops; Hurricane Impact Windows/Sliders; "Hotel Style" Primary Suite with Seating Enclave & Sumptuous Ensuite Bath; Abundant Storage & Closet Space; In-Unit Laundry and Importantly...ease of Indoor/Outdoor Living with Multiple Sliders leading to "Wrap-Around" Balcony/Lanai--Perfect for Morning Coffees or Indulging your Favorite Cocktails while Watching Majestic Sunsets over the Gulf....*****Deeded Beach Access, convenient for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach. Dining/Shopping and Nightlife of the main village are just minutes away...GARAGE PARKING...---Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mike Martino (773-619-8593)
5850 VANDERIPE RD, SARASOTA, FL 34241
$1,195,00010 Days on yellowkey MLS ID: A4695077
Bed: 4 Bath: 3.5 Gar: 5 Liv Area Sq Ft: 3805 Built: 1976Monthly Fee: $58 Tax: $5,074 (2025)Community: Myakka Valley RanchesSpa: NoSingle Family
Taxes:$5,074
Elementary School: Lakeview Elementary
Remarks: Welcome to 5850 Vanderipe Road, a spacious home set on 6.5 beautiful acres in the highly sought-after Myakka Valley Ranches community. Surrounded by gorgeous oak trees, peaceful views, and plenty of room for horses and animals, this property offers the privacy and space buyers are looking for with endless potential to make it their own. The home features 4 bedrooms, 3.5 bathrooms, 3,805 sq.ft. under air, an attached oversized 2-car garage, plus an additional detached 3-car garage and storage shed. Inside, you’ll find a generous floor plan with multiple living spaces, including a main family room with a wood-burning fireplace, an additional living room, separate dining room, and a large flex room on the north side of the home that could easily be used as a multi-generational suite, additional bedroom, office, game room, or guest retreat. The oversized primary suite offers excellent space and dual closets, while the home’s 3-zone air conditioning system provides added comfort throughout. Outdoors, enjoy tranquil Florida living from the covered and screened pool area, offering wonderful sun protection from the Florida heat while overlooking the tree-lined property, pond, dock, and peaceful sunset views. The private pond is ideal for fishing and adds to the serene country setting. Located in Unit 2 of Myakka Valley Ranches, this section has a voluntary HOA, and the community offers fiber optic internet, which is already wired to the home. Myakka Valley Ranches is known for its acreage homes, equestrian-friendly lifestyle, private roads, nature trails, and proximity to Myakka River State Park, top-rated schools, shopping, dining, and world-famous Siesta Key Beach. A rare opportunity to own a spacious home on a beautiful large-acreage property in one of Sarasota’s most desirable country communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
4396 WOODMANS CHART #146, SARASOTA, FL 34235
$347,00083 Days on yellowkey MLS ID: A4686620
REDUCED by $28,000 (7.5%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1977 Tax: $3,023 (2025)Community: Woodmans Chart - The MeadowsVilla
Taxes:$3,023
Remarks: Elegant, delightful and move-in ready with serene pond views! This 3 bedroom, light filled end-unit villa with no shared walls offers the easy, maintenance-free lifestyle buyers are looking for; perfect for enjoying Sarasota year-round or locking up and leaving with peace of mind. Even better, the big-ticket items are already taken care of: 2025 exterior paint, 2024 roof, 2022 A/C and water heater. A private atrium, vaulted ceilings, transom windows, and an open floor plan create a bright, airy feel from the moment you enter. You’ll love the stone-look tile flooring, no-popcorn ceilings, and beautifully updated kitchen with solid-wood cabinetry, Santa Cecilia granite countertops, stainless-steel appliances, and breakfast bar. The oversized screened lanai overlooks peaceful wooded and pond views—ideal for morning coffee, relaxing, entertaining, or birdwatching. Additional highlights include an interior laundry room, abundant storage in the stand-up attic, an oversized two-car garage, block construction, and a desirable Flood Zone X location above the flood plain. Homes with this combination of privacy, updates, views, and maintenance-free convenience are hard to find; don’t miss it! All in The Meadows, a sought-after 1,600-acre park-like community just 15 minutes from downtown Sarasota. Residents enjoy 14 miles of scenic trails and access to a fitness center, 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!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
7087 TAMWORTH PKWY, SARASOTA, FL 34241
$940,00080 Days on yellowkey MLS ID: A4687007
REDUCED by $10,000 (1.1%) on 05/26/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2797 Built: 2018Monthly Fee: $163 Tax: $9,330 (2025)Community: Waverley SubSpa: NoSingle Family
Taxes:$9,330
Remarks: Nestled within the sought-after gated community of Waverley, this immaculate 4-bedroom + den, 3-bath, 3-car garage residence is the definition of move-in ready. From the moment you arrive, a beautifully paved walkway leads you to the front entry, where a covered patio invites you to pause and take it all in. Inside, every room impresses with generous proportions and refined finishes, including soaring tray ceilings in both the living room and primary suite. The primary bedroom is a true retreat, featuring a spa-inspired en-suite with a double shower and an oversized walk-in closet. The chef's kitchen delivers wide-open prep space, a spacious pantry, and the added convenience of a whole-home reverse osmosis water system. Thoughtful upgrades are found at every turn, a built-in drying rack in the dedicated laundry room, a custom wet room off the garage for easy shoe removal, and rich large-format tile flooring throughout. The extended lanai is an entertainer's dream, already plumbed with a sink and electric hookup for a future outdoor kitchen. Step outside to your heated pool, complete with a child safety fence for peace of mind. The home is outfitted with hurricane shutters plus electric drop-down shutters protecting the front entry and rear lanai. Smart home features include Wi-Fi-enabled thermostat, security security system with exterior cameras, a zoned irrigation system, and pre-wired sound system infrastructure. Plantation shutters adorn every window, providing style and privacy in equal measure. Located minutes from top-rated schools, premier shopping, and a vibrant restaurant scene, this exceptional home checks every box, and then some.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$449,90035 Days on yellowkey MLS ID: A4689277
REDUCED by $10,100 (2.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985Monthly Fee: $617 Tax: $2,477 (2025)Community: ChanteclaireVilla
Taxes:$2,477
Elementary School: Gocio Elementary
Remarks: Welcome to this beautifully reimagined villa in the highly sought-after Meadows community, where timeless design meets modern sophistication. This fully renovated residence offers 2 bedrooms with a flexible third space that can serve as a private den, office, or easily function as a third bedroom tailored to fit your lifestyle. Every detail has been thoughtfully curated, showcasing a light, bright interior with an elegant, airy aesthetic. As reflected in the virtual staging, the open-concept design is complemented by clean lines, upscale finishes, and a seamless flow between living spaces perfect for both relaxed everyday living and effortless entertaining. Natural light fills the home, enhancing the soft, neutral palette and creating a warm yet refined ambiance throughout. Ideally located in The Meadows, known for its lush landscapes, walking trails, and proximity to dining, shopping, and Sarasota’s finest amenities, this residence offers the perfect balance of tranquility and convenience. Unlock exceptional living in one of Sarasota’s most desirable communities.
Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)
Listing Agent: Robin Eekhof (941-504-1941)
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