Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
1097 GRANTHAM DR, SARASOTA, FL 34234
$335,00020 Days on yellowkey MLS ID: A4699099
REDUCED by $11,000 (3.2%) on 07/19/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2143 Built: 2020Monthly Fee: $299 Tax: $4,062 (2025)Community: Bradford Manor AddSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,062
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: PRICE IMPROVEMENT! Your Dream Home Just Got More Affordable! Welcome to this beautifully maintained, spacious townhome located within a private gated community, offering over 2,143 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, a versatile bonus room, and a spacious covered lanai for year-round Florida living. Extra storage enclosure in the lanai. A covered entry leads into a bright, open-concept floor plan featuring an inviting foyer and ceramic tile throughout the main living areas. The well-appointed kitchen is designed for both everyday living and entertaining, showcasing granite countertops, rich espresso cabinetry, stainless steel appliances, a sleek glass cooktop, pantry, and an oversized breakfast bar. The adjoining dining area flows seamlessly to the covered lanai, creating the perfect indoor-outdoor setting for family gatherings, morning coffee, or relaxing evenings. The spacious living room is filled with natural light and features recessed lighting and plush carpeting, while a convenient half bath completes the first floor. Upstairs, the expansive primary suite provides a peaceful retreat with a large walk-in closet and a private ensuite bath featuring dual vanities and a glass-enclosed shower. Two additional bedrooms, a full guest bath with double-sink vanity, a dedicated laundry room, and a generous bonus room bringing exceptional flexibility for a home office, media room, fitness studio, playroom, or additional guest space. Residents enjoy resort-style amenities including a sparkling community pool, relaxing spa, and beautifully maintained clubhouse, all within a secure gated neighborhood. Ideally situated in one of Sarasota's most desirable and convenient locations, this home places you just minutes from the area's finest attractions. Enjoy world-class shopping and dining at St. Armand's Circle, spend your days on the award-winning beaches of Lido Key, Longboat Key, and Siesta Key, or explore the vibrant arts and cultural scene of Downtown Sarasota with its theaters, galleries, waterfront parks, Marina Jack, fine dining, and year-round festivals. University Town Center (UTC), featuring premier shopping, restaurants, and entertainment, is just minutes away, while Sarasota-Bradenton International Airport is less than 10 minutes from your doorstep. With quick access to I-75, top-rated healthcare, excellent schools, golf courses, boating, kayaking, and countless outdoor recreation opportunities, this location offers the very best of the Florida lifestyle. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional townhome delivers the perfect combination of spacious living, modern finishes, resort-style amenities, and an unbeatable Sarasota location.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Nina Allerton, Pa (941-447-6824)
1289 42ND ST, SARASOTA, FL 34234
$277,50083 Days on yellowkey MLS ID: A4691601
0 Days Off yellowkey (back on 7/25/2026)
REDUCED by $12,499 (4.3%) on 06/18/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1232 Built: 1997 Tax: $720 (2025)Community: SunnybrookSingle Family
Taxes:$720
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. **This is the One!** Welcome to this inviting Sarasota home, an ideal location that is growing and close to everything you need! Close proximity to Ringling College, Bayfront Park, SRQ International Airport, Downtown Sarasota and more! **New Roof in 2024** This property offers a comfortable layout with bright living spaces and plenty of natural light throughout. Recently remodeled kitchen with granite countertops and stainless steel appliances! Whether you're a first-time homebuyer, seasonal resident, or investor, this property presents a fantastic opportunity to own in an area with strong potential and continued growth. Located in city limits, weekly rentals are allowed with a 7-day minimum! Don’t miss your chance to make this Sarasota home your own! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
6349 RAVENWOOD WAY, SARASOTA, FL 34243
$1,599,000231 Days on yellowkey MLS ID: A4674355
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2762 Built: 1988Monthly Fee: $17 Tax: $8,312 (2024)Community: Desoto PinesSingle Family
Taxes:$8,312
Tax Year: 2024
Remarks: Tucked away on the tranquil cul-de-sac of Ravenwood Way, this architecturally rich home blends European elegance with modern, thoughtful design. The 1-acre waterfront estate is designed for gathering, entertaining, growing, creating, and living beautifully. Upon entry you are met with soaring 27-foot cathedral ceilings in an open, free-flowing floorplan ideal for entertaining. The space has Canadian white oak engineered floors, offering warmth against the sleek black accents, natural cement touches, and refined marble details found throughout. The chef-inspired kitchen is a distinctive statement — truly crafted, using German engineering principles, intelligent design storage, and premium integrated appliances. A striking 16-foot cement waterfall island, created by local artist Jake Brady, captures the spirit of the home — artisanal, durable, and functional. The kitchen features a 48" AGA British induction stove, dual Fisher & Paykel built-in fridge & freezer, elegant pot filler, Italian Elica Arrezzo ventilation system, two Asko stainless steel dishwashers, and an appliance garage. Off the kitchen is the relaxing bay-window breakfast nook. The living area, with a fully functional wood-burning fireplace, creates an atmosphere of intimate gatherings. Adjacent is the TV projection room — a cozy retreat designed for shared experiences. The staircase's modern single-piece aluminum railing enhances the home's architectural lines. The first floor main suite, features a custom white oak privacy wall, dedicated workspace nook, and thoughtfully designed walk-in closet with white pine industrial-style storage. The main bathroom continues the aesthetic: double vanities, soaking tub, shower, and soft neutral design. Upstairs, the two bedrooms were both designed with comfort in mind — sliding closet doors, built-in storage, one with a window seat, and the other has a private balcony overlooking the lake. The second-floor landing, ideal for a study, office, or creative space, serves as a vibrant corner for kids, professionals, or guests. The upstairs bathroom embraces a refined black-and-white marble theme. The downstairs half-bath is a true conversation piece featuring a living wall, one-piece violet marble sink imported from Turkey, and a technologically advanced toilet with heated seat, handless flushing, and luxury finishings. Three sets of French doors open to the L-shaped covered lanai, transforming indoor living into outdoor lifestyle. Overlooking the lake, private dock, mature trees, and native wildlife. Enjoy the lake while kayaking, pole fishing, or relaxing on a small boat. The saltwater heated pool sits within lush low-maintenance tropical landscaping, framed by Sarasota-native palms, fragrant ginger plants, and fruit trees (mango, banana, pomegranate, guava, & starfruit. The home offers an updated laundry room, new garage cabinetry and flooring, and additional attic storage. The Ravenwood community is known for its generous lot sizes, architectural individuality, and rapid gentrification. Ideally located close to Nathan Benderson Park (with rowing, trails, world-class events), UTC Town center mall, dining galore and championship golf courses. It is a short drive to Airport or I-75 for easy commuting and a short drive to Downtown & Sarasota’s world-famous beaches. Secluded, yet minutes from everything that defines Sarasota living. It is the perfect address for those who value serenity without sacrificing access or lifestyle.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Deborah Wolfinger (941-650-7290)
3503 RECURVE CIR, SARASOTA, FL 34240
$1,998,00031 Days on yellowkey MLS ID: N6144716
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3696 Built: 2020Monthly Fee: $180 Tax: $1,128 (2025)Community: Hampton LakesSingle Family
Taxes:$1,128
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Experience the perfect blend of luxury, privacy, and acreage living in the gated estate community of Hampton Lakes. Set on an exceptional 4.66-acre homesite, this custom residence offers the space and flexibility that are increasingly rare in Sarasota, providing endless possibilities for collectors, outdoor enthusiasts, and hobbyists alike, with room for vehicles (4-car garage 30'x50' with two 9'x18' doors and 12' ceiling), recreational equipment, equestrian pursuits, and more. Designed to embrace its tranquil surroundings, this Grand Santa Maria home features 4 bedrooms, a bonus room, and 3 full bathrooms, complemented by soaring ceilings, 8’ doors, expansive living spaces, and picturesque views of mature trees and the tranquil countryside landscape beyond. Large impact-rated windows and sliding glass doors fill the home with natural light while creating a seamless connection to the outdoors. Built with today's lifestyle in mind, the residence offers the qualities modern buyers seek, including newer construction, an open-concept floor plan, higher ceilings, energy-efficient features, hurricane-resistant standards, and stylish contemporary finishes that blend comfort, functionality, and peace of mind. At the heart of the home, the kitchen is tastefully appointed with quartz countertops and farmhouse sink, plus a prep island and sink, built-in double ovens, induction cooktop, wine cooler, walk-in pantry, and a dinette with aquarium window. The spacious lanai is designed for year-round enjoyment, featuring a heated pool, abundant covered outdoor living space, and plumbing stubbed for a future outdoor kitchen. Whether entertaining guests or enjoying a quiet evening, the peaceful setting provides a remarkable sense of space and privacy. Exceptional attention to detail continues throughout the home with premium porcelain and ceramic tile flooring, rounded wall corners, upgraded lighting and ceiling fans, a whole-house water softener and iron filtration system, and a central vacuum system with concealed retractable hoses. Additional amenities include a secure 6' x 12' storage room with a safe, RV hookups, and a security system pre-wired for cameras. Thoughtful site improvements include buried gutter drains feeding French drain systems along both sides of the residence, as well as a fenced backyard enclosure. The expansive homesite also offers the opportunity to construct an additional outbuilding, or two if attached. Car enthusiasts, hobbyists, and collectors will appreciate the impressive four-car garage with insulated block construction and insulated doors. The garage is fully equipped with a mini-split air-conditioning system, three ceiling fans, air compressor with 5 ports, utility sink, shelving, and 12-foot ceiling—providing ample clearance for a hydraulic vehicle lift. The floor is reinforced with rebar in designated parking bay. Two tractors, as well as the hydraulic lift and jack, are available for purchase under a separate contract. Complemented by its private estate setting, Hampton Lakes offers convenient access to everything that makes Sarasota and Lakewood Ranch so desirable, including UTC shopping and dining, downtown Sarasota's vibrant arts and cultural venues, Gulf Coast beaches and boating, championship golf clubs, the Sarasota Polo Club, and the natural beauty of Myakka River State Park. This is a rare opportunity to enjoy rural-estate living with acreage, privacy, and endless possibilities.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Chris Shiparski (941-375-1148)
5626 MONTE ROSSO RD, SARASOTA, FL 34243
$269,00013 Days on yellowkey MLS ID: A4699571
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1141 Built: 1992Monthly Fee: $332 Tax: $1,518 (2025)Community: Riviera Club Village At Longwood Run Ph 02Villa
Taxes:$1,518
Remarks: Virtually Staged. **Maintenance-Free Luxury Living in Riviera Club.** Welcome to this beautifully maintained 2-bedroom, 2-bath attached single-family home, where an open, light-filled floor plan, soaring vaulted ceilings, and tranquil POND VIEWS create an inviting retreat. The home also features valuable updates including FRESH INTERIOR PAINT throughout (2026), a newer roof (2020), exterior painting (2021), and water heater (2024), offering added peace of mind for years to come. Designed for effortless Florida living, the spacious brick-paver COURTYARD offers the perfect setting for entertaining or relaxing outdoors, while glass doors from the living room open to a PRIVATE PATIO overlooking the water. The split-bedroom layout provides comfort and privacy, complemented by a spacious primary suite featuring an en suite bath and walk-in closet, along with indoor laundry, generous storage, and a spacious TWO-CAR GARAGE. Enjoy the ease of maintenance-free living with HOA-covered exterior maintenance, roof maintenance, and lawn care. Just steps away, Longwood Park offers pickleball and tennis courts, a gymnasium, playgrounds, walking paths, and more. Perfectly positioned near premier shopping and dining by the University Town Center Mall (UTC), plenty of pristine golf clubs such as Palm Aire Country Club, Sarasota-Bradenton International Airport, downtown Sarasota, St. Armands Circle, and the world-renowned beaches of Siesta Key and Lido Key, this move-in-ready home offers the ideal blend of luxury, convenience, and the coveted Florida lifestyle. Schedule your private showing today before it’s gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Dean Hinterstoisser (941-726-0314)
3598 QUIET DR, SARASOTA, FL 34240
$535,00012 Days on yellowkey MLS ID: A4699961
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1901 Built: 2022Monthly Fee: $150 Tax: $5,685 (2025)Community: Hidden Crk Ph 2Single Family
Taxes:$5,685
Remarks: Under contract-accepting backup offers. WELCOME HOME to your own slice of paradise! This move-in ready gem built in 2022 in the highly desirable Hidden Creek community checks every box: LOW HOA fees, NO CDD, ON CITY WATER/SEWER, BEST SCHOOL DISTRICT and most importantly, NO FLOOD ZONE! Step inside this spacious split-bedroom, open-concept home and feel the pride of ownership throughout. You're welcomed by an enormous living room with soaring ceilings and a gorgeous view. The kitchen is both functional and stylish, featuring granite countertops, stainless steel appliances and generous counter and cabinet space, flowing seamlessly into the adjacent dining room. Newer laminate flooring runs through the living room and every bedroom of the home, adding a fresh, cohesive feel. The master suite is a true retreat, featuring a large walk-in closet with a custom closet system and its own private en-suite bath. Out back, unwind on the oversized screened lanai overlooking the community park, and enjoy a fully fenced backyard perfect for kids and furry friends alike. Boasting 1,901 heated square feet, this home is just minutes from I-75, shopping, dining, and the world-renowned Gulf beaches of Southwest Florida. Don't miss this rare combination of value, location, and peace of mind, schedule your showing today! **This home qualifies for a 1% lender incentive when using the preferred lender**
Listing is courtesy of: THE ORANGE REAL ESTATE GROUP (941-500-4091)
Listing Agent: Adrian Alanis Arredondo (941-345-0141)
809 SIGSBEE LOOP, SARASOTA, FL 34240
$1,400,0006 Days on yellowkey MLS ID: A4699879
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2492 Built: 2021Monthly Fee: $500 Tax: $11,743 (2025)Community: Shoreview/Larewood Ranch WaterSpa: YesSingle Family
Taxes:$11,743
Remarks: Experience luxury, maintenance free living in Shoreview at Waterside. This award-winning 3-bedroom, 3-bath home with a den and private pool & spa sits on an oversized lot bordered by greenways on two sides, offering exceptional privacy with no neighbor to the right. This former designer model earned 2nd Place in Transitional Design by the American Society of Interior Designers (2023) and was featured in Home & Design Magazine (Suncoast Edition, Fall 2023). The thoughtfully designed interior showcases a gourmet kitchen with quartz countertops, a large island, KitchenAid stainless steel appliances, and a wine bar, flowing into an elegant great room and dining area. The spacious primary suite features a custom walk-in closet, while two guest bedrooms—including a private ensuite—and a versatile den provide comfort and flexibility. Outside, enjoy your own private oasis with a saltwater pool and spa, outdoor kitchen, firepit, and peaceful greenway views. Additional highlights include designer lighting, custom window treatments, premium finishes throughout, hurricane shutters, and a whole-house generator. This exceptional designer home is beautifully appointed and ready for immediate enjoyment.
Listing Agent: Marlin Yoder (941-893-7406)
9132 BERNINI PL, SARASOTA, FL 34240
$749,00021 Days on yellowkey MLS ID: TB8525409
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2118 Built: 2023Monthly Fee: $116 Tax: $7,671 (2024)Community: Artistry SarasotaSingle Family
Taxes:$7,671
Remarks: Best Westward Facing Sunset View - Motivated Seller - Hurricane Proven Resistant - Stunning Lakefront Home in Artistry Sarasota*The Dali Model* Welcome to 9132 Bernini Place, a breathtaking lakefront home in the sought-after Artistry Sarasota community. This elegant Dali model, completed 10/2023, offers 2,118 square feet of thoughtfully designed living space, one floor living, within a gross area of 3,041 square feet. The open layout seamlessly blends comfort and style, ideal for modern Florida living. Situated on a generous 10,409 sq. ft. lot, this home offers full season westward-facing sunsets from the grand room, with large sliding glass doors framing serene views of one of the neighborhood's largest lakes. With no direct-facing neighbors behind, privacy and tranquility are unmatched. The three-car garage provides ample room for an extra vehicle or a golf cart—perfect for exploring the vibrant community. Artistry Sarasota is renowned for its luxurious amenities, including a state-of-the-art fitness gym, pickleball court, yoga studio, and an outdoor community swimming pool. Conveniently located off I-75, this home is two exits south of the newly built shopping and dining destination at University and just a short drive from the world-famous beaches of Siesta Key, Lido Key (St. Armands Circle), and Longboat Key. Best of all, the property is not in a flood plain, offering peace of mind along with its prime location. Combining elegance, comfort, and resort-style living, this home is the perfect retreat for snowbirds, yet offers the best for a full time homeowner, as well.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
1100 IMPERIAL DR #108, SARASOTA, FL 34236
$569,00073 Days on yellowkey MLS ID: A4692243
REDUCED by $30,000 (5.0%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $7,769 (2025)Community: Bays Bluff Atps Sec 1Spa: YesCondo
Taxes:$7,769
Elementary School: Gocio Elementary
Remarks: MOTIVATED SELLER! DON'T MISS THIS OPPORTUNITY! This 1st floor end-unit directly faces Sarasota Bay and offers the ability to walk right out to the bayfront. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Nicely updated, this unit is move-in ready with some furniture included. Hurricane-impact windows provide added peace of mind. The screened lanai is a wonderful place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. Are you a dog lover? Imagine being able to take your dog out directly from your unit and walk with them along the bayfront. * * * The waterfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with water views and a prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000683 Days on yellowkey MLS ID: N6134516
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Tax Year: 2023
Remarks: Resort-Style Living Maintenance-Free includes Tile Roof. One of Sarasota’s most desirable communities. This spacious 2 bedroom, 2 bath, car garage home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and tranquil greenbelt view from the lanai. Ideally positioned not direct-facing neighbors, this home boasts a generous front yard and privacy. Enjoy true ease of living—landscaping and TILE roof maintenance are covered by the HOA, with reserves in place for future care. Recent upgrades include HVAC (2021), Water Heater (2023), Washing Machine (2024), Refrigerator (2022), as well as a new kitchen faucet, range hood fan, and light (2024). The Meadows Country Club offers membership access to 54 holes of golf, 17 Har-Tru tennis courts, pickleball, a junior Olympic-size pool, fitness center, two restaurants, and over 200 annual events. Explore 14 miles of scenic walking, biking, and nature trails, all just minutes from downtown Sarasota, UTC Mall, and I75. Come home to comfort, community, and the carefree lifestyle you’ve been looking for. Resort-Style Living in The Meadows Golf & Country Club Welcome to The Vivienda, a maintenance-free enclave within The Meadows, one of Sarasota’s most desirable communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
763 JOHN RINGLING BLVD #22, SARASOTA, FL 34236
$460,000101 Days on yellowkey MLS ID: A4690386
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963 Tax: $6,327 (2025)Community: Sarasota HarborCondo
Taxes:$6,327
Elementary School: Southside Elementary
Remarks: Brand new AC unit for the ultimate peace of mind. Few addresses in all of Sarasota deliver what 763 John Ringling Blvd offers every single day: direct, unobstructed views across Sarasota Bay with St. Armands Circle, Lido Key, and the sparkling Gulf of Mexico as your permanent backdrop. This is one of the most coveted waterfront corridors on the Gulf Coast, and this beautifully updated two-bedroom, one-bath residence puts you right in the middle of it. Step outside and you are standing on the bay seawall with private community boat docks at your feet and open water stretching to the horizon. Dolphins cruise the shoreline in the morning. The Ringling Causeway glows gold at sunset. The bayfront community pool, shuffleboard courts, and waterfront walkway give residents every reason to stay close to home, while St. Armands Circle sits just minutes away across the bridge with its world-class European-style dining, boutique shopping, and lush tropical gardens. Inside, the residence has been thoughtfully updated with hardwood floors, a refreshed kitchen with new appliances, and the rare convenience of an in-unit washer and dryer. The layout offers the right balance of comfort and ease, ideal for a full-time residence, seasonal retreat, or income-producing rental. The address itself carries genuine historical significance. Unit 22 sits within the Harding Circle Historic District, a landmark community envisioned by circus magnate John Ringling and listed on the National Register of Historic Places since January 2001. This is not just a home. It is a piece of Sarasota's founding story. Downtown Sarasota's waterfront arts district, marina, and restaurant scene are minutes away. Lido Beach is just over the causeway. For buyers relocating from the Northeast or Midwest, this property delivers the Gulf Coast lifestyle at an exceptional entry point: waterfront, walkable, and fully updated, with boat docking access and panoramic bay views that simply cannot be replicated at this price.
Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)
Listing Agent: Darren Dowling (941-204-0493)
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$449,90081 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
Remarks: Virtually Staged. 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)
4668 OAK HILL LN #40, SARASOTA, FL 34232
$280,000151 Days on yellowkey MLS ID: A4683176
REDUCED by $10,000 (3.4%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1024 Built: 1985Monthly Fee: $559 Tax: $3,287 (2025)Community: Village Oaks Sec ASpa: NoVilla
Taxes:$3,287
Remarks: Your Private Sarasota Sanctuary Awaits! Discover true Florida living in this beautiful end unit villa situated on a quiet street. This 2 BR/2BA gem located in the Village Oaks Community is a breath of fresh air. Enjoy morning coffee on your screened front porch or sunsets drinks on the large rear lanai. Inside, the home features vaulted ceilings in living/dining areas and luxury vinyl plank flooring flowing throughout the main living space and bedrooms. The split-bedroom floor plan ensures maximum privacy for owners and visitors alike. The bright kitchen features stainless appliances and an eat-in nook filled with natural light. Best of all, the community pool and tennis court are just steps away from your front door! Perfectly located near UTC shopping and beautiful beaches nearby - this is the Florida lifestyle you've been searching for!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
365 OAK HILL WAY #32, SARASOTA, FL 34232
$269,900192 Days on yellowkey MLS ID: A4677958
REDUCED by $10,100 (3.6%) on 07/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1174 Built: 1985Monthly Fee: $559 Tax: $570 (2025)Community: Village Oaks Sec BSpa: NoVilla
Taxes:$570
Remarks: Virtually Staged. Nestled in the quiet, pet friendly community of Village Oaks features this Immaculate updated 2-bedroom, 2 bathroom Condo/Villa that offers a move-in-ready retreat. This fully updated unit features a new hot water heater installed in January 2026 and boasts a freshly repainted interior throughout. The modernized kitchen offers a pass-through to the dining area. Updated Master Bath with dual sinks, and walk in shower. Enjoy the look of luxury vinyl that flows seamlessly through every room. The open-concept living room boasts of high ceilings, while an enclosed Florida room (lanai) provides a private space to enjoy the lush surroundings. The villa features a convenient in unit laundry area with a washer and dryer tucked into a dedicated laundry closet.Enjoy the convenience of a private one car garage with remote access, plus two dedicated exterior parking spots right outside your villa. Community pool overlooking lake along with tennis/pickleball court for outdoor activities. Ideally situated between I-75 and downtown Sarasota, offering quick access to the University Town Center Mall (UTC), local dining and world-class beaches.
8420 WEBBER RD, SARASOTA, FL 34240
$1,250,0009 Days on yellowkey MLS ID: A4700038
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3104 Built: 2010Monthly Fee: $133 Tax: $5,532 (2025)Community: Regent LakeSpa: NoSingle Family
Taxes:$5,532
Remarks: Virtually Staged. Nestled within the exclusive enclave of Regent Lake, an intimate community of just 13 residences, this exceptional lakefront estate offers a rare opportunity to enjoy refined living on more than an acre overlooking a picturesque spring fed lake. Showcasing the sought after Osprey floor plan, this thoughtfully designed four bedroom, three bathroom residence spans more than 3,100 square feet and includes a private office, an oversized three car garage, and a split floor plan that balances elegant entertaining with everyday comfort. A long approach welcomes you to a setting defined by privacy, tranquility, and sweeping water views. Inside, the spacious living areas are thoughtfully designed to capture the beauty of the surrounding landscape while providing an inviting flow for both everyday living and entertaining. The gourmet kitchen is the heart of the home, featuring granite countertops, custom wood cabinetry, stainless steel appliances, a built in oven and microwave, cooktop, walk in pantry, center island, breakfast bar, and a charming morning room overlooking the grounds. The primary suite serves as a peaceful retreat with direct access to the lanai and pool, serene lake views, dual closets, dual vanities, a soaking tub, and a separate walk in shower. Designed to embrace Florida's indoor outdoor lifestyle, the screened lanai and sparkling pool provide the perfect backdrop for entertaining or quiet evenings watching spectacular sunsets over the water. The expansive homesite offers a private fenced area for pets and abundant opportunities to enjoy the natural beauty and wildlife surrounding the lake. Thoughtful improvements include a new air conditioner and water heater in 2025, Bahama hurricane shutters, a whole house generator with a buried 500 gallon propane tank, a reinforced 150 mile per hour rated garage door, added attic insulation, and beautiful new flooring throughout all bedrooms. With low HOA fees, no CDD fees, and a location just minutes from shopping, dining, top rated schools, and Sarasota's world renowned beaches, this is more than a home. It is an opportunity to enjoy the privacy of an estate sized waterfront home with the convenience of city amenities nearby.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Stefanie Palmer (937-657-5079)
330 CROSBY CT, SARASOTA, FL 34237
$365,90053 Days on yellowkey MLS ID: A4695945
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1537 Built: 1959 Tax: $2,417 (2026)Community: Melody HeightsSingle Family
Taxes:$2,417
Tax Year: 2026
Remarks: Virtually Staged. One or more photos have been virtually staged. Positioned in one of 34237’s most desirable and high-upside pockets, this 3-bedroom home offers the ultimate central lifestyle. Located just minutes from the quartz sands of Siesta Key Beach, the vibrant Downtown Arts District, Selby Gardens, and the Sarasota Memorial corridor, this mid-century block home perfectly balances character, location, and opportunity. Beyond the peace of mind of a newer roof, the residence showcases timeless mid-century elements, anchored by beautiful, seamless terrazzo flooring and striking exposed beam ceilings. The floor plan flows effortlessly, beginning with a curated kitchen that embraces its mid-century roots with bold turquoise cabinetry, stainless steel appliances, and a French-door refrigerator. The kitchen opens directly to an inviting dining area, while the neutral, sunlit living room provides an ideal layout for effortless entertaining or relaxed everyday living. The primary suite is bathed in natural Florida light through dual windows, balanced by a classic accent tone that adds distinct character. The third bedroom offers complete flexibility as a dedicated executive office, creative studio, or fitness space. A classic, pristine bathroom features a generous vanity and a deep tub/shower combination. For quiet moments, a versatile bonus room serves as a sun-drenched reading nook or a seamless bridge to the outdoors. Practicality meets lifestyle with a dedicated interior laundry and utility room equipped with built-in storage. Outside, the property transforms into a private tropical retreat, complete with mature landscaping, curated garden beds, and a substantial storage shed perfectly sized for your beach gear, e-bikes, and tools. With local farmers markets, neighborhood cafés, and cultural venues just around the corner—plus swift access to US-41, I-75, and SRQ Airport—this property is a rare find. Whether envisioned as a stylish primary residence, a seasonal getaway, or a short-term rental asset, this home delivers the quintessential Sarasota lifestyle at an increasingly rare price point. This kind of opportunity in central Sarasota doesn't sit long. Let's get you in for a private showing.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
5872 PAUMA CT, SARASOTA, FL 34232
$365,00065 Days on yellowkey MLS ID: A4694714
REDUCED by $10,000 (2.7%) on 06/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1373 Built: 1989Monthly Fee: $45 Tax: $2,527 (2025)Community: Deer HollowSingle Family
Taxes:$2,527
Remarks: Welcome to Deer Hollow! This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and value in one of Sarasota's most centrally located communities. Featuring an open and airy floor plan with high ceilings, tile flooring throughout the main living areas, and stylish stone countertops, this home is designed for easy Florida living. The spacious living area flows seamlessly to the kitchen and dining space, while sliding glass doors bring in plenty of natural light bring you out to the large screen lanai to enjoy the peaceful back yard. Enjoy peace of mind with solid block construction, a newer roof, and low annual HOA fees. The backyard provides room to relax, entertain, or let pets play, and the attached 1-car garage adds extra storage and convenience. Deer Hollow residents appreciate the quiet neighborhood setting with sidewalks and easy access to shopping, dining, parks, I-75, UTC Mall, downtown Sarasota, and world-famous Gulf beaches. Whether you're a first-time homebuyer, seasonal resident, or investor, this move-in ready Sarasota home is a fantastic opportunity you won't want to miss!
Listing Agent: Edward Bieker, Pa (941-525-6473)
3953 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$384,900307 Days on yellowkey MLS ID: A4665903
REDUCED by $5,099 (1.3%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1981Monthly Fee: $438 Tax: $2,346 (2024)Community: Glen Oaks ManorSingle Family
Taxes:$2,346
Remarks: Welcome to 3953 Glen Oaks Manor Drive, a beautifully maintained residence offering a rare blend of privacy, thoughtful updates, and central Sarasota convenience in one of the city’s most established and tranquil communities. Step inside to a light-filled layout centered around an enclosed atrium, creating a calming indoor-outdoor connection that’s perfect for relaxing, entertaining, or showcasing plants and décor. The home has been well cared for with major improvements already completed, including a new roof (2023), impact windows, A/C replaced in 2019, updated electrical panel, and replaced water supply lines, providing peace of mind for years to come. An enclosed porch adds approximately 132 square feet under air, offering flexible space ideal for a home office, reading nook, or hobby room. The guest bedroom features a queen-size Murphy bed, allowing the room to function effortlessly as both a bedroom and a multi-purpose space. Out back, the lushly landscaped lanai creates a private garden retreat—perfect for morning coffee, quiet evenings, or simply enjoying Florida’s indoor-outdoor lifestyle. Additional features include a whole-house water softener with reverse osmosis system in the kitchen, tree-lined streets, and a welcoming, walkable neighborhood ideal for biking and leisurely strolls. Glen Oaks Manor is centrally located just minutes from the Bobby Jones Golf Club, shopping, dining, downtown Sarasota, and area beaches—offering a peaceful residential setting without sacrificing accessibility. This is an excellent opportunity to enjoy a low-maintenance Florida lifestyle in a quiet, well-established Sarasota community.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Matthew Hickey (941-539-6773)
4870 TIVOLI CT, SARASOTA, FL 34235
$424,900152 Days on yellowkey MLS ID: A4675116
REDUCED by $25,000 (5.6%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1988Monthly Fee: $919 Tax: $3,866 (2025)Community: Longwood Villas Unit 3Single Family
Taxes:$3,866
Remarks: NEW ROOF (2026), Awesome lake views! You will not find a better lake view out there, and it is a real lake! Well-maintained 3-bedroom, 2-bath home offering 2,147 square feet under air with a 2-car garage. Major updates include a new tile roof (2026), new A/C (2024), new electric panel (2020), and includes an auxiliary generator (2020) with included propane tanks. Most windows have been upgraded to impact glass (excluding sliders and kitchen window) (2018). The kitchen features granite counters, custom cabinets and stainless-steel appliances. Both bathroom showers have ceramic tile all the way up to the ceiling. As already stated, the home offers one of the best lake views, visible from the owner's suite, main living areas and large screened lanai. A spacious, private side courtyard provides additional outdoor living space, ideal for entertaining and relaxing. Basically, you have outside living along the back and entire side of the home. No CDD"s. HOA handles roof replacement and repairs; outside painting; pressure washing; irrigation and pump; driveway and walkway repairs; and mowing, trimming and edging. Also, because the HOA handles the roof and exterior, the homeowner's insurance is lower than it would be on a single family home. Even though this home is called a villa, it is like a single family home because there are no shared living walls. Kayaking and canoeing are allowed on the lake, for leisure, fishing or wildlife watching. Conveniently located near UTC Mall, Downtown Sarasota, Mote Marine, Whole Foods, Fresh Market, tons of restaurants, shopping and a short drive to the best beaches around.
Listing is courtesy of: HOOVER REALTY LLC (941-266-5623)
Listing Agent: Garin Hoover (941-266-5623)
6391 WATERSTONE PL, SARASOTA, FL 34240
$350,0003 Days on yellowkey MLS ID: A4700862
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1648 Built: 2024Monthly Fee: $139 Tax: $4,891 (2025)Community: Avanti/WatersideTownhouse
Taxes:$4,891
Remarks: Virtually Staged. Welcome home to this stunning two-story townhouse in Avanti at Waterside, located in the highly sought-after Waterside at Lakewood Ranch area of Sarasota, Florida. This beautifully designed residence features 3 bedrooms, 2.5 bathrooms, and a one-car garage, offering the perfect combination of modern style, low-maintenance living, and quality construction. Built entirely with concrete block construction and equipped with impact-rated, energy-efficient windows and doors, this home provides exceptional durability, energy efficiency, and peace of mind. Step inside to a bright, open-concept floor plan filled with natural light and thoughtfully designed for both everyday living and entertaining. The first floor features an inviting living area with peaceful garden views, creating a relaxing backdrop for daily living. Upgraded finishes throughout elevate the home beyond typical builder-grade standards. The stylish kitchen showcases quartz countertops, sleek cabinetry, stainless steel appliances, contemporary fixtures, and a functional layout that flows seamlessly into the dining and living areas, making it ideal for gathering with family and friends. Upstairs, you'll find three generously sized bedrooms, along with a conveniently located laundry room, providing comfortable living and flexibility for family, guests, or a home office. The spacious primary suite offers a relaxing retreat, while the additional bedrooms are perfectly suited to accommodate a variety of lifestyles. From your front door, enjoy a short walk or bike ride to Kingfisher Lake, Waterside Place, Waterside Park, waterfront dining, weekend farmers markets, live entertainment, and the vibrant community events that make Waterside one of the most desirable destinations in Lakewood Ranch. Conveniently located near University Town Center, downtown Sarasota, and the world-renowned Gulf Coast beaches, Avanti at Waterside offers the ideal balance of convenience, recreation, and an active, walkable lifestyle. Spend your weekends exploring the sugar-white sands of Siesta Key Beach, shopping and dining at St. Armands Circle, or relaxing at Lido Beach—all approximately 30 minutes away. Whether you're searching for a primary residence, a seasonal retreat, or an investment opportunity, this exceptional home offers modern finishes, quality construction, and an outstanding opportunity to own in one of Sarasota's premier communities. Don't miss your chance to make this beautiful home your own—make it your Home Sweet Home today!
Listing is courtesy of: SINGH RE LLC (561-352-4811)
Listing Agent: Sunny Singh (561-352-4811)
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