Location: Sarasota
Do Not Show Listings
2753 VALENCIA DR, SARASOTA, FL 34239
$575,00076 Days on yellowkey MLS ID: TB8493972
REDUCED by $20,000 (3.4%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1957 Tax: $4,166 (2025)Community: South GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,166
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to 2753 Valencia Drive, a beautifully reimagined 2-bedroom, 2-bath residence offering 1,541 square feet of light-filled living in the heart of Sarasota. From the moment you arrive, the home’s clean mid-century lines, fresh exterior finishes, and inviting covered entry set the tone for what’s inside. Step through the front door into a bright, open living space where wide-plank flooring, recessed lighting, and a soft neutral palette create a warm yet modern feel. The spacious living room flows effortlessly into a secondary sitting area centered around a charming brick fireplace perfect for relaxing evenings or entertaining guests. The fully renovated kitchen is both stylish and functional, featuring crisp white shaker cabinetry, quartz countertops, stainless steel appliances, designer backsplash, and elegant gold hardware accents. Thoughtful details and ample storage make this space as practical as it is beautiful. Just beyond, a sun-drenched dining area is surrounded by large windows that bring the outdoors in, creating the perfect setting for morning coffee or intimate dinners while overlooking the private backyard. Both bathrooms have been tastefully updated with modern vanities, upgraded fixtures, and clean, timeless finishes. The bedrooms are generously sized, offering comfort and flexibility for guests, a home office, or everyday living. Step outside to a spacious backyard with room to create your own outdoor oasis whether it’s a pool, garden, or entertaining space. The covered patio adds even more versatility for year-round enjoyment. Ideally located in one of Sarasota’s most desirable areas, this home places you just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. This is a rare opportunity to own a move-in-ready home that perfectly blends modern updates with timeless charm your Florida lifestyle starts here.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kristin Leon (727-501-6516)
3141 IRVING ST, SARASOTA, FL 34237
$399,900101 Days on yellowkey MLS ID: A4686118
4 Days Off yellowkey (back on 6/10/2026)
REDUCED by $10,000 (2.4%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1221 Built: 1956 Tax: $3,191 (2025)Community: Bellevue Terrace RevSingle Family
Taxes:$3,191
Elementary School: None
High School: None
Middle School: None
Remarks: 3-bedroom, 2-bath home located in the established Bellevue Terrace neighborhood just minutes from Downtown Sarasota. This beautifully updated property features an open floor plan with 1,221 sq ft of living space, new flooring throughout, and abundant natural light. The modern kitchen has been completely remodeled with quartz countertops, stainless steel appliances, custom cabinetry, and stylish designer lighting. The spacious living and dining areas create a bright and inviting atmosphere perfect for everyday living or entertaining. The primary living areas flow seamlessly into generously sized bedrooms, while the updated bathroom features a double vanity and a large walk-in shower with contemporary tile finishes. Situated on a spacious lot, the property offers a large fenced backyard, a storage shed, and plenty of room for outdoor living, gardening, or future additions. Additional features include a carport, screened entry area, and no HOA restrictions. Conveniently located near Downtown Sarasota, shopping, dining, parks, schools, and the renowned Gulf beaches.
Listing is courtesy of: FIDATA REAL ESTATE LLC (941-705-2818)
Listing Agent: Jose Ramirez Hernandez (941-527-9290)
12272 MARSH POINTE RD, SARASOTA, FL 34238
$495,900269 Days on yellowkey MLS ID: A4666472
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $23,100 (4.5%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 2018Monthly Fee: $408 Tax: $5,287 (2024)Community: Hammock Preserve Ph 1AVilla
Taxes:$5,287
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2024
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. Get ready to be WOWED!! Beautiful Villa in Hammock Preserve on Palmer Ranch, where resort-style living meets the ease of maintenance-free ownership. This stunning 2-bedroom, 2-bath villa with a den shows like a model and is situated on one of the premier homesites in the community. Note the sellers selected the den option but it is set up to be a 3 bedroom with a closet bump out if you need that 3rd bedroom. Once inside you will find large neutral tile flooring throughout, a gourmet kitchen with stainless steel appliances including a natural gas range, granite countertops, custom closets, elegant window treatments, and stylish furnishings that enhance the home’s sophisticated feel. The split-bedroom floor plan provides comfort and privacy for owners and guests alike. The highlight of this villa is the expansive 27’ x 28’ extended lanai with a picture window screen enclosure, perfectly framing breathtaking double-lake views—an ideal setting for relaxing, watching wildlife or entertaining. Built with peace of mind in mind, this home also includes hurricane shutters and solid concrete block construction. Hammock Preserve offers a truly amenity-rich lifestyle. Enjoy the state-of-the-art clubhouse, resort-style pool, fitness center, Har Tru tennis courts, pickleball, bocce ball, fire pit, and a dog park, all within a secure gated community. Perfectly located close to Sarasota’s world-famous beaches, A+ dining, and shopping, this lightly lived-in villa offers the best of Florida living.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Carson (941-685-2879)
5661 MIDNIGHT PASS RD #401, SARASOTA, FL 34242
$463,000152 Days on yellowkey MLS ID: A4678954
REDUCED by $6,900 (1.5%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,629 (2025)Community: White Sands VillageCondo
Taxes:$4,629
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community pool, creating a relaxed island atmosphere. White Sands Village offers water access with Gulf-front amenities and boat slips available via waitlist, perfect for boating enthusiasts. This property may be used as a rental or income-producing investment with a minimum 2-week rental period, making it an excellent option for seasonal use or short-term rental opportunities. Ideally located across the street from world-famous Siesta Key Beach, along with nearby restaurants, shopping, and entertainment, plus convenient on-and-off island access. Whether you’re looking for a full-time residence, vacation retreat, or rental investment, this property delivers the best of the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Blakeney (616-795-6545)
4394 SANDNER DR, SARASOTA, FL 34243
$245,00014 Days on yellowkey MLS ID: A4696512
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1500 Built: 1974Monthly Fee: $587 Tax: $3,224 (2025)Community: Hidden Hollow CondoSpa: NoTownhouse
Taxes:$3,224
Elementary School: Barbara A. Harvey Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: BEAUTIFUL TOWNHOUSE TOTALLY REMODELED EXCELLENT LOCATION. VERY WELL MAINTAINED. COME AND SEE IT.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Gloria Insua Massa (941-302-8123)
5244 MARSH FIELD LN #4, SARASOTA, FL 34235
$255,00014 Days on yellowkey MLS ID: A4696464
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982Monthly Fee: $387 Tax: $3,025 (2025)Community: Wedgewood LakeCondo
Taxes:$3,025
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to effortless Sarasota living in Wedgewood Lake at The Meadows. This move-in ready second-floor condominium offers 2 bedrooms, 2 updated bathrooms, and 1,127 square feet of thoughtfully designed living space overlooking the golf course and community pool in one of Sarasota's most established and amenity-rich communities. Inside, you'll find laminate and tile flooring throughout, creating a clean and low-maintenance living environment. The kitchen features stainless steel appliances, quartz countertops, and opens seamlessly to the living and dining areas, making everyday living and entertaining easy. A screened lanai provides the perfect place to enjoy morning coffee while taking in peaceful golf course views and the beautifully maintained park-like setting that makes The Meadows so desirable. Buyers can move right in and begin enjoying the Florida lifestyle. Whether you're seeking a seasonal retreat, a lock-and-leave second home, or a comfortable year-round residence, this property offers exceptional value and convenience. Residents of The Meadows enjoy access to a lifestyle that is difficult to match at this price point, with golf, tennis, pickleball, fitness facilities, dining, walking and biking trails, and a vibrant community atmosphere. The location is equally impressive, just minutes from University Town Center, Nathan Benderson Park, Sarasota-Bradenton International Airport, downtown Sarasota, world-class dining, shopping, arts and culture, and the area's renowned Gulf Coast beaches.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Meagan Jones (941-402-7012)
8215 LARKSPUR CIR, SARASOTA, FL 34241
$995,00014 Days on yellowkey MLS ID: A4695730
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2560 Built: 2015Monthly Fee: $289 Tax: $7,443 (2025)Community: WildgrassSingle Family
Taxes:$7,443
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome to Wildgrass, one of Sarasota's most exclusive boutique gated communities. Built by Neal Signature Homes in 2015, this exceptional residence offers over 2,500 square feet of thoughtfully designed living space featuring 3 bedrooms, a private den, 3 baths, and a 3-car garage. Designed for both elegant entertaining and everyday comfort, the open-concept great room showcases crown molding, coffered ceilings, and beautiful tile flooring throughout. The chef's kitchen is the heart of the home, featuring an oversized granite island with abundant seating, gas cooktop, built-in stainless-steel appliances, and rich wood cabinetry. Step outside to your private Florida retreat. The expansive paver lanai features a spectacular pool, outdoor kitchen, and ample storage—perfect for entertaining or simply relaxing in your own backyard oasis. The luxurious owner's suite offers a peaceful escape with dual granite vanities, custom wood cabinetry, a soaking tub, and a spacious walk-in shower. An oversized homesite provides exceptional privacy and generous space between neighboring homes, a rare find in today's communities. Nestled on 36 acres, Wildgrass is known for its Mediterranean-inspired architecture, custom-home feel, and serene setting. Located just minutes from I-75 and Clark Road, residents enjoy convenient access to Siesta Key Beach, downtown Sarasota, premier shopping, dining, golf, and cultural attractions. Experience the perfect blend of luxury, privacy, and location in one of Sarasota's hidden gems.
Listing Agent: Scott Rickards, Pa (941-356-7040)
2547 BAHIA VISTA ST, SARASOTA, FL 34239
$899,90014 Days on yellowkey MLS ID: A4696476
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1989 Built: 1950 Tax: $8,702 (2025)Community: Avon Heights 2Single Family
Taxes:$8,702
Remarks: Beautifully remodeled property with amazing pool. Currently operates successfully as an AirBNB and can be a great rental or owner occupied home. Comes with a 1 bed 1 bathroom in-law suite, and 3 bed 2 bath main living area. Kitchen has new cabinets and quartz counter tops.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
4303 CHESTNUT AVE, SARASOTA, FL 34234
$325,00022 Days on yellowkey MLS ID: A4695604
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1958 Tax: $1,507 (2025)Community: Beverly TerraceSingle Family
Taxes:$1,507
Remarks: Affordable updated 3-bedroom, 2-bath home in Sarasota for just $325,000. Offering approximately 1,500 square feet of living space, this move-in-ready home features an open-concept floor plan, updated kitchen with stainless steel appliances, updated bathrooms, spacious bedrooms, and a fully fenced backyard perfect for entertaining, pets, or enjoying the Florida lifestyle. Located on a quiet street with no HOA and no deed restrictions, this property combines affordability with an unbeatable location. Just minutes from Downtown Sarasota, University Town Center (UTC), Sarasota-Bradenton International Airport, St. Armands Circle, and Sarasota's world-famous beaches including Siesta Key, Lido Key, and Longboat Key. Enjoy convenient access to shopping, dining, parks, schools, healthcare facilities, and major roadways. Whether you're a first-time homebuyer, seasonal resident, or investor, this home offers an excellent opportunity to own in one of Florida's most desirable markets at an attractive price point. Schedule your private showing today!
Listing is courtesy of: HERNZ PROPERTIES LLC (941-920-0759)
Listing Agent: Damien Hernandez (941-920-0759)
1840 GLENGARY ST, SARASOTA, FL 34231
$329,900194 Days on yellowkey MLS ID: A4674979
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1395 Built: 1956 Tax: $13,649 (2024)Community: South Highland Amd OfSingle Family
Taxes:$13,649
Middle School: Riverview Middle
Remarks: This property is in the heart of Sarasota!! FULLY RENOVATED home has newer vinyl plank flooring throughout, fully remodeled kitchen with stainless steel appliances and quartz counter tops. This property has great income or investment potential. Roof needs replacing> Close to downtown, hospital, shopping, dining and just a 7 minute drive to the #1 beach, Siesta Key! No HOA fees or community restrictions.
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Otto Hajek (941-966-6836)
2635 BUCIDA DR, SARASOTA, FL 34232
$324,90018 Days on yellowkey MLS ID: A4696066
0 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1128 Built: 1975 Tax: $1,128 (2025)Community: Brentwood EstatesSingle Family
Taxes:$1,128
Remarks: Under contract-accepting backup offers. Opportunity is knocking! Don't miss your chance to own this rarely available home in Brentwood Estates, ideally located near Sarasota's beautiful beaches, shopping, dining, parks, medical facilities, and convenient access to I-75. With no HOA and no deed restrictions, you'll enjoy the freedom and flexibility that is increasingly difficult to find. Featuring a brand-new shingle roof (2025) and recently updated electrical, this three-bedroom home offers exceptional value and endless potential for homeowners, seasonal residents, and investors alike. The spacious living and dining areas create a comfortable setting for everyday living and entertaining, with easy access to the kitchen and plenty of opportunity to make the space your own. Three generously sized bedrooms allow comfortable accommodations for family and guests. Step outside to enjoy the privacy of the fully fenced backyard with an oversized lawn, providing plenty of room for pets, gardening, outdoor entertaining, or future enhancements. The attached one-car garage and driveway add convenience and additional storage space. Homes in this location with a new roof and this much potential do not come along often. Whether you're searching for a primary residence, seasonal retreat, or income-producing property, this is a rare chance to own in one of Sarasota's most convenient locations. Schedule your private showing today.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Dawn Neaverth (941-400-0264)
763 JOHN RINGLING BLVD #34, SARASOTA, FL 34236
$369,000111 Days on yellowkey MLS ID: A4684018
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963 Tax: $5,231 (2025)Community: Sarasota HarborCondo
Taxes:$5,231
Remarks: 2/1 condo in Sarasota Harbor West in Sarasota. Top-floor waterfront with unobstructed bay views. 55+ community with boat slips. 1 designated parking space. This 2-bedroom, 1-bath condo in Sarasota Harbor West offers top-floor waterfront living with unobstructed bay views from 816 square feet. Positioned on the third floor, the elevation provides wide water vistas and steady coastal breezes. Located in a 55+ community with elevator access, the property supports low-maintenance ownership in a defined waterfront setting. The interior layout is efficient and light-filled, with the main living area oriented toward the bay to maximize water views. The two-bedroom configuration allows for flexible use, including full-time residence or seasonal occupancy. Water views are visible from primary living spaces, reinforcing the coastal setting. The $987 monthly HOA includes cable TV, internet, water, sewer, trash, insurance, exterior maintenance, grounds maintenance, maintenance repairs, pool maintenance, common area taxes, escrow reserves fund, and fidelity bond coverage. Community amenities include a pool, shuffleboard courts, kayak storage, bicycle storage, and on-site laundry. Deep-water boat slips are available for additional fees, supporting direct access to Sarasota Bay. Ownership details include one designated parking space with ample guest parking available. The community has a no-pet policy. Rentals are permitted after one year of ownership and are limited to two rentals per ownership period. Buyers should verify all rules and fees directly with the association. The waterfront location places the property minutes from St. Armands Circle, Lido Beach, downtown Sarasota, and Marina Jack, providing access to dining, shopping, and waterfront activities. * Any 2026 special assessments will be paid by seller* Schedule your showing today.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Lauren Hofing (773-960-1122)
5633 E LONG COMMON CT #20, SARASOTA, FL 34235
$324,900326 Days on yellowkey MLS ID: A4660727
REDUCED by $100 (0.0%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1264 Built: 1989Monthly Fee: $454 Tax: $3,933 (2024)Community: Long CommonVilla
Taxes:$3,933
Remarks: Virtual tour link in MLS is actual 3D tour, not a slideshow - please visit it! Furniture is optional with listing. Welcome to this beautifully maintained 2-bedroom, 2-bath villa located in the highly desirable Long Common enclave within The Meadows. This single-story home offers 1,264 square feet of bright, open living space, ideal for those seeking a low-maintenance Florida lifestyle. Step inside through a charming courtyard entry with a brick-paver driveway and a 2-car garage. Inside, the great room impresses with high ceilings, crown molding, and direct access to a Florida room that features a panoramic view of the pond and fairway in the distance—perfect for relaxing or entertaining year-round. The kitchen features stainless appliances, stone countertops, a cozy bay-window breakfast nook, and a convenient pass-through to the living and dining areas. A split-bedroom floor plan ensures privacy, with the primary suite offering a walk-in closet, dual sinks, and a walk-in shower. Residents of The Meadows enjoy access to three golf courses, tennis and pickleball courts, a Jr. Olympic-sized heated pool, clubhouse, fitness center, and miles of scenic walking and biking trails. The community is also ideally located near Nathan Benderson Park, the upcoming Mote Marine Aquarium, University Town Center Mall, and a wide variety of shopping, dining, and cultural attractions in downtown Sarasota.
Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)
Listing Agent: John Werner (941-587-4579)
10770 ECLIPSE ST, SARASOTA, FL 34241
$322,629140 Days on yellowkey MLS ID: TB8472041
1 Days Off yellowkey (back on 6/9/2026)
REDUCED by $20,000 (5.8%) on 05/27/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1404 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Taxes:$0
Elementary School: Pine View School
Remarks: What's Special: Close to Park | Pond View | Close to Amenities | Loft. New Construction – Ready Now! Built by America's Most Trusted Home Builder. Welcome to the Jasmine at 10770 Eclipse Street in The Towns at Skye Ranch. This modern, open-concept new townhome invites you in from the front porch to a bright kitchen featuring a large island and quartz countertops. The kitchen flows easily into the great room, creating a comfortable space for everyday meals and gathering with the people who matter most. The first level also includes a half bath, a one-car garage and a spacious outdoor patio designed for relaxation. Upstairs, you’ll find two well-sized secondary bedrooms with a full bath nearby, along with a roomy primary suite offering a walk-in closet and a bathroom with a double vanity. The laundry area is thoughtfully located upstairs for added convenience. You’ll enjoy generous storage throughout, including under-stair storage, a large pantry and a linen closet. 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: GE refrigerator, washer and dryer, whole house blinds, upgraded Mohawk carpet at second level, upgraded cabinets, upgraded tile on main level. Photos are for representative purposes only. MLS#TB8472041
Listing is courtesy of: TAYLOR MORRISON REALTY OF FL (813-333-1171)
Listing Agent: Michelle Campbell (813-333-1171)
5381 SUNDEW DR, SARASOTA, FL 34238
$525,000134 Days on yellowkey MLS ID: A4679952
REDUCED by $20,000 (3.7%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1964 Built: 2014Monthly Fee: $481 Tax: $4,455 (2025)Community: Sandhill PreserveSingle Family
Taxes:$4,455
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. Luxury Living in Sandhill Preserve Experience the pinnacle of Palmer Ranch living in this impeccably maintained, move-in-ready residence within the gated enclave of Sandhill Preserve. This one-story sanctuary features a seamless open floor plan where natural light and tranquil water views take center stage. The chef’s kitchen—complete with granite surfaces, a Butler’s pantry, and a social circular island—flows effortlessly into the living area, making it an entertainer's dream. Retreat to a primary suite designed for relaxation, boasting coffered ceilings and a spa-like ensuite. Beyond the versatile den/office, discover a rare, climate-controlled workshop area within the extended garage—perfect for hobbyists. Enjoy sunset views from your screened lanai, surrounded by lush tropical greenery. With resort amenities (pool, tennis, fitness) and Siesta Key Beach just minutes away, this maintenance-free lifestyle includes lawn care and NO CDD fees.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Marina Myers (954-560-2135)
2564 WOOD ST, SARASOTA, FL 34237
$449,00041 Days on yellowkey MLS ID: A4693167
REDUCED by $1,000 (0.2%) on 05/27/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2118 Built: 1958 Tax: $5,488 (2025)Community: Hudson ParkApartment
Taxes:$5,488
Elementary School: Alta Vista Elementary
Remarks: A Rare Find in the Heart of Sarasota — Two Homes, One Exceptional Opportunity In a city where inventory is tight and opportunities like this surface only once in a while, this dual-unit property stands apart. Whether you're an investor chasing cash flow, a family seeking connected-but-separate living, or a homeowner looking to let rental income offset your mortgage — this is the one. The Main Home is warm and welcoming, with two bedrooms, a full bath, and a den that adapts to whatever life demands — home office, reading room, guest space. The eat-in kitchen keeps things bright and functional, and the screened lanai is your front-row seat to everything that makes Florida living worth it. A covered carport, plus shared laundry just steps away, keeps daily life effortless. The Rear Dwelling operates as a fully independent two-story residence — its own driveway, its own entrance, its own world. Two bedrooms, one bath, and a smart layout split across two floors give tenants or family members the privacy they want without sacrificing connection to you. And when you're not relaxing on the lanai? You're minutes from Sarasota's celebrated dining and arts scene, the Legacy Trail, and some of the most beautiful beaches on the Gulf Coast — Siesta Key, Lido Key, all within easy reach. Extra storage on site fits a boat, trailer, or RV. Because why not? Two units. Endless possibilities. One showing to change everything.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Aaron Wittenstein (941-299-1151)
7111 41ST LN E, SARASOTA, FL 34243
$475,000228 Days on yellowkey MLS ID: A4671341
2 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 1994Monthly Fee: $53 Tax: $6,532 (2024)Community: The Trails Ph IiaSpa: NoSingle Family
Taxes:$6,532
Elementary School: Kinnan Elementary
High School: Southeast High
Remarks: Under contract-accepting backup offers. A home that welcomes you with timeless charm and modern comfort! Tucked at the end of a quiet cul-de-sac and surrounded by beautifully landscaped grounds, this 3-bedroom, 2-bath residence offers 1,894 sq. ft. of inviting living space. Built in 1994, it blends classic architectural details—columns, arched windows, and soaring ceilings—with tasteful updates, including beautiful flooring that seamlessly flows throughout. As you enter, your eyes are immediately drawn to the sparkling pool framed by large glass sliding doors that fill the home with natural light. The split floor plan ensures privacy, with a spacious master suite featuring direct access to the lanai and pool, plus an ensuite bath complete with dual vanities and a separate soaking tub and shower. The kitchen comes fully equipped with a complete appliance package, ample cabinetry, and a breakfast bar peninsula overlooking the family room that perfect for everyday living or entertaining. Formal and informal spaces alike enjoy tranquil pool views, creating an effortless connection between indoor and outdoor living. Step outside to your own tropical retreat: an enclosed, screen-protected lanai with a sparkling inground pool surrounded by lush landscaping. Whether relaxing in the sun or hosting friends, this is the perfect space to unwind. Located in The Trails, one of Sarasota’s most desirable communities near Lockwood Ridge and University Parkway, you’ll enjoy low HOA fees, no CDD, and an unbeatable location just minutes from UTC Mall, dining, and the beaches. Visit today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
1775 7TH ST, SARASOTA, FL 34236
$1,195,00036 Days on yellowkey MLS ID: A4692920
REDUCED by $55,000 (4.4%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1793 Built: 2019 Tax: $13,221 (2025)Community: Schindler SubSpa: YesSingle Family
Taxes:$13,221
Remarks: STYLISH NEWER CONSTRUCTION POOL HOME close to Downtown Sarasota with 3 Bedrooms / 2 Baths and ACTIVE Airbnb History! Located in one of the few areas within Sarasota allowing WEEKLY RENTALS, this beautifully designed residence offers the ideal blend of modern luxury, indoor-outdoor living and incredible proximity to Downtown Sarasota, Bayfront Park, St. Armands Circle and the Gulf beaches. Inside, the home features a thoughtfully designed layout filled with natural light, high ceilings and contemporary finishes throughout. The spacious kitchen offers sleek cabinetry, stainless steel appliances, oversized island seating and easy access to both the dining and living areas creating a comfortable flow for everyday living and entertaining. The split-bedroom design creates privacy and functionality while the spacious primary suite feels like a true retreat featuring a spa-inspired ensuite bath with dual sinks, soaking tub and stunning open-air shower. Two additional guest bedrooms offer flexibility for visitors, family or home office space. Designed to embrace the Florida lifestyle, the outdoor living area is truly exceptional featuring a private pool, hot tub, outdoor kitchen, beverage fridge and multiple entertaining spaces surrounded by lush tropical landscaping. Whether enjoying quiet mornings poolside or hosting guests for dinner and cocktails, the seamless indoor-outdoor flow creates the ultimate Sarasota retreat. Currently operating as an active Airbnb, this property offers outstanding flexibility for full-time living, seasonal use or investment potential. Recent addition of solar panels for cost friendly utility bills. Conveniently located just minutes from Sarasota’s top dining, shopping, entertainment and waterfront attractions, this is a rare opportunity to own a newer construction home with weekly rental flexibility in one of Sarasota’s most desirable areas.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Melissa Killion (941-248-6840)
3404 MONICA PKWY, SARASOTA, FL 34235
$329,00017 Days on yellowkey MLS ID: A4696121
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1198 Built: 1959 Tax: $3,432 (2025)Community: Kensington ParkSingle Family
Taxes:$3,432
Remarks: Under contract-accepting backup offers. This fantastically clean, split-floor plan home offers a 5-year old roof (new in 2021), a newer AC (2018), and a fresh coat of paint throughout the interior. The entire home features ceramic tile flooring. No carpets to clean. The kitchen is updated with wood cabinets and a granite countertop. The primary bedroom is huge with a large walk-through closet. A corner lot, this property features a spacious, fenced backyard and a large carport accessible from the street through a wide, opening gate. Plenty of room to park multiple cars or work trucks, boats, and more. It is conveniently located three blocks from Lockwood Ridge Road near 17th Ave. Downtown Sarasota is 10 minutes away. Lido Beach is a quick 20-minute drive. NO HOA. NO DEED RESTRICTIONS. EXCELLENT RENTAL OPPORTUNITY.
Listing is courtesy of: ZITELLI REALTY NETWORK LLC (813-399-9985)
Listing Agent: Eric Zitelli (813-444-3998)
7108 MIDNIGHT PASS RD, SARASOTA, FL 34242
$4,219,000109 Days on yellowkey MLS ID: A4685107
Bed: 7 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4697 Built: 1970Monthly Fee: $467 Tax: $10,150 (2025)Community: Siesta Properties IncSpa: NoSingle Family
Taxes:$10,150
Remarks: A rare opportunity situated on an expansive 1.8 acres, this estate is located behind the gates of one of Siesta Key’s most exceptional estate settings. Surrounded by lush tropical foliage and serene lagoon-style water features, the property offers remarkable privacy and versatility with a 5-bedroom, 4-bath main residence and a separate 2-bedroom, 1-bath guest house—ideal for multi-generational living, hosting guests, or providing dedicated staff accommodations. The grounds evoke a secluded, natural sanctuary while remaining just minutes from Siesta Key’s vibrant dining, boutique shopping, and world-renowned coastline. Positioned within the prestigious Sanderling Club, the estate grants access to one of Sarasota’s most storied and sought-after communities. Celebrated for its historic bay-to-gulf setting and architectural significance, the Sanderling Club offers residents private beach access, 24-hour gated security, tennis and pickleball courts, a beach front clubhouse, and a members-only marina just steps from the property—delivering a refined coastal lifestyle unlike anywhere else. Located moments from the iconic, powder-soft sands of Siesta Beach, this property presents a rare chance to create a legacy residence in an extraordinary setting. Whether you choose to enhance the existing homes or envision an entirely new custom masterpiece, the possibilities are limitless. Properties of this scale within the Sanderling Club are exceptionally scarce, making this offering truly remarkable.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
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