Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
328 BLUE PEARL COURT, SARASOTA, FL 34277
$1,690,800305 Days on yellowkey MLS ID: A4662496
REDUCED by $125,000 (6.9%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2431 Built: 2025Monthly Fee: $846 Tax: $7,041 (2024)Community: Wild Blue At WatersideSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,041
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Featured Property! Newly priced as part of our QUICK MOVE IN INCENTIVE SPECIAL! Experience coastal luxury in Wild Blue at Waterside with this move-in ready waterfront Birchwood III by Stock Luxury Homes. Featuring 3 bedrooms, 2.5 baths, a private study, and an open-concept great room with elegant dining, this home is designed for effortless living. Enjoy indoor-outdoor entertaining with a spacious lanai, pool, and spa, plus a 3-car garage for added convenience. Exceptional design, prime location, and immediate availability—don’t miss this opportunity. Please contact us for additional inventory home options not yet listed on the MLS.
Listing is courtesy of: STOCK REALTY LLC (941-208-3940)
Listing Agent: Victoria White (941-444-0434)
3739 CALEDONIA LN, SARASOTA, FL 34240
$2,999,000883 Days on yellowkey MLS ID: A4596324
REDUCED by $96,000 (3.1%) on 04/27/2026
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3323 Built: 2024Monthly Fee: $467 Tax: $5,150 (2023)Community: Founders ClubSpa: YesSingle Family
Taxes:$5,150
Tax Year: 2023
Remarks: Enjoy life in the private gated community of The Founders Club, encompassing 700 total acres with only 262 home sites. The Cameron, London Bay's last NEW CONSTRUCTION luxury home in TFC, overlooks a stunning view of the community's private Robert Trent jones, Jr. championship golf course. The Founders Club is minutes from University Town Center and many fine dining and shopping choices. Featuring 3,323 sq. ft. of living space, the model showcases London Bay's latest designs. Clean line architectural styling and details highlight an expanded outdoor destination and an open floor plan. The great room and dining area's 10 ft. sliding glass doors floor to an alfresco space, which offers living and dining areas, an outdoor kitchen with remote controlled bug screens, a fire pit, a lavish pool and spa, as well as a terrace surrounded by lush landscape. The master suite offers two walk-in closets and provides an additional private access to the pool terrace via a French door. Adjoining the master bedroom is a luxurious and spacious bathroom with dual vanities and a custom, all glass shower. The Cameron has 4,830 total under roof square feet, including a three-car garage. This home has many upgrades. THE PURCHASE OF A SIGNATURE GOLF MEMBERSHIP IS REQUIRED FOR PURCHASE OF THIS HOME.
Listing is courtesy of: THE FOUNDERS CLUB REALTY LLC (941-378-0900)
Listing Agent: Lisa Van Dien (941-378-0900)
8950 BAROQUE TER, SARASOTA, FL 34240
$899,00096 Days on yellowkey MLS ID: A4687146
REDUCED by $50,000 (5.3%) on 06/18/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3066 Built: 2024Monthly Fee: $433 Tax: $9,047 (2025)Community: Artistry SarasotaSpa: NoSingle Family
Taxes:$9,047
Tax Year: 2025
Remarks: NOW PRICED TO SELL! 50k PRICE REDUCTION! Welcome to this exceptional 2024-built Van Gogh model by Kolter Homes, a rare single-story residence set within the highly sought-after gated community of Artistry Sarasota. Offering 3,066 square feet of thoughtfully designed living space, this 3 bedroom plus office/den, 3 bath home embodies a seamless blend of architectural sophistication, modern comfort, and maintenance-free living. A gracious tile-floored foyer sets the tone, welcoming you into an interior defined by clean lines, volume ceilings, and refined finishes throughout. The open-concept layout unfolds into a formal gathering room adorned with custom tray ceilings, flowing effortlessly into a beautifully composed living and dining environment designed for both everyday living and elevated entertaining. Expansive hurricane-impact windows and doors bathe the home in natural light, enhancing the sense of openness while providing peace of mind. At the heart of the home is the gourmet kitchen—anchored by a striking waterfall-edge center island and complemented by abundant counter space, sleek cabinetry, and a substantial walk-in pantry. Outfitted with premium stainless-steel appliances, including a natural gas 30-inch cooktop with vented hood, built-in microwave, thermal wall oven, and dishwasher, this space is designed to inspire both casual meals and culinary pursuits. A breakfast nook offers a relaxed setting for morning coffee, while the adjacent dining area provides an inviting backdrop for more formal gatherings. The private office or den offers a quiet, dedicated workspace ideal for remote work or creative pursuits. The primary suite serves as a serene retreat, featuring coffering ceiling, a sunlit bay window, and a spacious walk-in closet. The spa-inspired bath is thoughtfully appointed with dual vanities and a frameless glass-enclosed oversized shower, creating a calming, refined atmosphere. Two additional guest bedrooms are generously sized and well-positioned, offering comfort and privacy for family or visitors. A well-designed laundry room enhances daily functionality with upgraded cabinetry and a utility sink. Throughout the home, custom motorized window treatments add both convenience and a polished aesthetic, while energy-efficient systems—including open-cell spray foam insulation, high-efficiency HVAC, and a tankless water heater—underscore the home’s modern performance and sustainability. Outdoor living is equally compelling. A custom screened lanai, pre-plumbed for a future summer kitchen, invites effortless indoor-outdoor entertaining. The beautifully newly landscaped, fenced corner lot provides both privacy and space to unwind in a tranquil setting with plenty of room for a pool! Residents of Artistry enjoy access to an array of resort-style amenities, including a state-of-the-art fitness center, lap and resort-style pools, outdoor cabanas, a spa, basketball court, playground, and scenic walking trails set among lush landscaping and serene lakes. Ideally located just minutes from premier shopping, dining, top-rated schools, and Sarasota’s renowned beaches, this residence offers an unparalleled lifestyle opportunity. Move-in ready and meticulously upgraded, this is a rare offering that combines timeless design, modern innovation, and an exceptional Sarasota location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelly Sallee (941-914-0400)
4711 CEDRON CT, SARASOTA, FL 34240
$959,000456 Days on yellowkey MLS ID: A4646513
REDUCED by $21,000 (2.1%) on 06/11/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3098 Built: 2024Monthly Fee: $434 Tax: $8,847 (2025)Community: ArtistrySpa: NoSingle Family
Taxes:$8,847
Remarks: One or more photo(s) has been virtually staged. Wide, open lake views from one of the largest lots in Artistry — the sellers selected this oversized homesite intentionally, positioned across from an easement so you look out over open space and water, never into a neighbor's home. $959,000 | 3,009 SF | 3 Bedrooms + Double-Door Den | Tandem 3-Car Garage Tucked on a quiet interior street, this upgraded Van Gogh model is clean, bright, and intentionally finished: high ceilings, crisp architectural lines, and a soft neutral palette that feels elevated without forcing a specific style. The kitchen is built for real living and entertaining — quartzite backsplash, 36" gas cooktop, wall oven, oversized island, and generous storage. The expanded primary suite is a standout, framed by panoramic bay windows that bring the lake into the room and flood the space with natural light. Two guest bedrooms are positioned for privacy, and the double-door den offers true flexibility — office, media room, or optional fourth bedroom. Outside, the extended lanai overlooks the water, and the oversized, uniquely shaped lot adds width and depth — room to create the outdoor setup you actually want. A detail most buyers miss: the builder prep for a future pool is already done, with gas, water, and drainage pre-installed, so if you ever add a custom pool, you're not starting from scratch. The tandem 3-car garage adds rare versatility — extra vehicle space, golf cart storage, a workshop, a gym corner, or simply the storage everyone wishes they had. Artistry sits near Lorraine Road and Palmer Boulevard with quick access to downtown Sarasota, Waterside Place, UTC, Lakewood Ranch, and the Gulf beaches — and the soon-to-open Lorraine Road entrance will give residents direct access to Lakewood Ranch, putting Waterside just a short drive away. With no CDD fees, a reasonable HOA, and amenities including pickleball and tennis courts, a state-of-the-art fitness center, resort-style pool, community center, and playground, the lifestyle and long-term ownership costs align.
Listing is courtesy of: THE AGENCY SARASOTA (941-500-5150)
Listing Agent: Robert Hildreth (941-326-0278)
330 CROSBY CT, SARASOTA, FL 34237
$365,90023 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
Elementary School: Tuttle Elementary
Tax Year: 2026
Middle School: Booker Middle
Remarks: Virtually Staged. One or more photos have been virtually staged. Minutes from Siesta Key Beach, Downtown Sarasota's arts district, Selby Gardens, and the Sarasota Memorial corridor, 330 Crosby Court sits in one of 34237's best-positioned pockets with lifestyle and upside, all in one address. This mid-century block home has good bones with a new roof and a layout that just works: 3 bedrooms and a kitchen that's anything but boring featuring bold turquoise cabinetry, stainless appliances, French door fridge and opens up into a dining room with exposed beam ceilings. The living room keeps things neutral and connected, the kind of open flow that works whether you're living here full-time or running it as a short-term rental. The primary bedroom has abundant natural Florida light through dual windows, with rich wall color that gives it some character. The third bedroom is flexible and can be used as an office, art studio, hobby room, or anything you desire! The home has beautiful terrazzo flooring throughout and ceilings fans in each room. The bath keeps it classic: tiled surround large vanity, and a tub/shower combo. There is an additional bonus room that can be used as a reading nook, a space for entertaining guest, or just enjoying Florida nature. The home features an interior laundry/utility room with built-in cabinetry. The backyard has mature tropical landscaping, garden beds, and a large shed for bikes, tools, or beach gear. The location is really the headline. Farmers markets, art venues, neighborhood cafés all close by. Quick access to US-41, I-75, and SRQ Airport. Whether you're buying this as a primary home, a vacation property, or an income play, it delivers real Sarasota lifestyle at a price point that's getting harder to find.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)
4807 VILLAGE GARDENS DR #104, SARASOTA, FL 34234
$190,00015 Days on yellowkey MLS ID: A4696709
1 Days Off yellowkey (back on 6/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1074 Built: 1981Monthly Fee: $530 Tax: $2,718 (2025)Community: Village Gardens Ph 2Spa: NoVilla
Taxes:$2,718
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. FURNISHED 2 BEDROOMS AND 2 BATHROOMS VILLA WITH TILE FLOORING. VILLAGE GARDENS, A HIDDEN GEM IN SARASOTA. OPEN FLOOR-PLAN SITUATED ON A TRANQUIL CUL-DE-SAC. The HUGE lanai is glassed with views of the lush tropical landscape. Vaulted ceiling in the living-dining room with clerestory window for more light. Main bathroom has walk-in shower and granite counter. The guest bathroom has tub shower as well as granite counter. A/C is from 2024 and gas water heater is from 2021. The amenities in Village Gardens are manager, tennis and shuffleboard courts, clubhouse with fully equipped kitchen, heated pool, ramada, guest parking spaces. The grounds are well maintained and cared for by the HOA. There is a healthy social calendar. Village Garden is located just under 5 miles from downtown. Easy access to I-75 and UTC mall. St. Armand's Circle and Lido beach are about 15 minutes drive. Take advantage of the cultural and culinary venues in Sarasota and Bradenton. Book your showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Diana Goldner (941-806-8405)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000653 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
Elementary School: Gocio Elementary
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)
5551 BENTGRASS DR #11-117, SARASOTA, FL 34235
$299,00020 Days on yellowkey MLS ID: A4696165
REDUCED by $6,000 (2.0%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1395 Built: 2002Monthly Fee: $656 Tax: $3,109 (2025)Community: Las Palmas Of SarasotaSpa: NoCondo
Taxes:$3,109
Remarks: Virtually Staged. Welcome to Las Palmas, a gated community where convenience meets resort-style living in one of Sarasota’s most desirable locations. Ideally situated just moments from Benderson Park, UTC Mall, I-75, and dining, with a short drive to world-famous Gulf beaches, downtown Sarasota, hospitals, and the airport. This beautifully updated second-floor end unit offers 3 bedrooms, 2 bathrooms, and an attached one-car garage. Additional windows fill the home with natural light, creating a bright and airy atmosphere. A private entrance and staircase lead to an inviting open-concept layout featuring a desirable split-bedroom floor plan, newly installed flooring, fresh interior paint, updated lighting, upgraded kitchen cabinetry, and elegant quartz countertops in both the kitchen and bathrooms. The screened lanai overlooks a tranquil nature preserve, providing exceptional privacy and peaceful views. A full-size laundry room and generous closet space add everyday convenience. Major updates include a new roof (2024), A/C (2020), and water heater (2022). Residents enjoy an impressive array of resort-style amenities, including two swimming pools, a hot tub, a fitness center, a clubhouse, tennis courts, a playground, a dog park, an outdoor grilling area, a car wash station, and more. Affordable on-site RV and boat storage is also available. Whether you're a first-time homebuyer, investor, or seasonal resident, this exceptional property offers the perfect blend of comfort, style, and location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keiko Donnelly (941-544-4664)
3602 QUIET DR, SARASOTA, FL 34240
$599,90015 Days on yellowkey MLS ID: A4695639
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2168 Built: 2021Monthly Fee: $150 Tax: $5,963 (2025)Community: Hidden Crk Ph 2Spa: NoSingle Family
Taxes:$5,963
Remarks: Discover The Ultimate Florida Retreat In This Meticulously Maintained 2021 MI Homes Masterpiece. Perfectly Positioned Directly Across From A Scenic Park And Playground, The Incredible Curb Appeal Is Just The Beginning. Step Inside To A Bright And Open Layout Designed For The Way You Truly Want To Live. Right Off The Entry, A Highly Desirable SPACIOUS FLEX ROOM Offers The Perfect Setup For A Home Office, Media Room, Or Formal Gathering Area. At The Heart Of The Home Is A Stunning CHEFS KITCHEN Featuring A Massive Center Island, 42-Inch Cabinetry, Upgraded Stainless Steel Appliances, And Generous Storage That Flows Seamlessly Into The Dining And Great Room. Tucked Away For Ultimate Privacy Is A Dedicated Bedroom Wing Boasting Three Generously Sized Bedrooms And A Full Bath To Easily Accommodate Family Or Guests, Perfectly Complementing The Spacious Primary Suite. Every Inch Feels Premium With Upgraded Baseboards, Modern Finishes, And Epoxy-Coated Garage Floors. Step Through The Sliders To Your Own Private Tropical Oasis Complete With A Screened Lanai And A BRAND NEW SALTWATER POOL. Entertain, Relax, And Soak Up The Sun In Your FULLY FENCED BACKYARD Kept Lush And Green Year-Round By Eco-Friendly Pond-Fed Irrigation. Location Is Absolutely Everything! Nestled Right Next To The Windward Community, This Property Features Direct GOLF CART ACCESS To The Incredible Dining, Entertainment, And Farmers Market At WATERSIDE PLACE. Zoned For The Highly Sought-After TATUM RIDGE SCHOOL DISTRICT And Incredibly Convenient To I-75 And Fruitville Road. You Are Just Minutes Away From Downtown Sarasota And World-Class Gulf Coast Beaches. Why Deal With Builder Delays When This Pristine Move-In Ready Pool Home Is Available Right Now?
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Anita Shanahan (630-212-1436)
3720 ALLENWOOD ST, SARASOTA, FL 34232
$499,90078 Days on yellowkey MLS ID: A4689606
REDUCED by $20,000 (3.8%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1971 Tax: $2,836 (2025)Community: Glen Oaks Cntry Club EstatesSpa: YesSingle Family
Taxes:$2,836
Remarks: Welcome to this beautifully maintained Zen-inspired pool home in the sought after Glen Oaks Country Club Estates community of Sarasota. Situated on a spacious.22-acre lot, this move-in ready residence offers 2,115 square feet of thoughtfully designed living space, featuring two bedrooms, two bathrooms, a Florida room and a two-car garage. Step inside to discover new luxury vinyl flooring throughout, designer finishes, crown molding, and a stunning shiplap accent wall. The flexible floor plan provides comfortable everyday living while offering additional space for a home office, study, or hobby space. A separate dining room creates the perfect setting for entertainment family and friends. The kitchen features granite countertops and flows seamlessly into the main living areas, making it both functional and inviting. The spacious primary suite includes a walk-in closet, a large window overlooking the pool, beautifully updated finishes and a walk and shower. Thoughtfully positioned away from the guest bedroom, the suite provides added privacy and a peaceful retreat. Outside your private retreat awaits. The sparkling south-facing pool and expansive screened lanai creates a peaceful setting for year-round enjoyment. The fully fenced back yard includes a secure dog run and xeriscape landscaping for low maintenance living. Major updates provide peace of mind including a new roof, HVAC system, water heater in 2023, new plumbing lines completed in 2026, and a newly installed hurricane-rated front entry door. The property is not located in a flood zone and includes hurricane shutters including clear plan panels that allow natural light to filter into the home while providing added storm protection. Best of all, the HOA is voluntary. The location is hard to beat just a golf cart drive away from Bobby Jones Golf Course, approximately 3 miles from vibrant downtown Sarasota and a short drive to the area's renowned Gulf beaches, dining, shopping, and cultural attractions. University Town Center (UTC) with its exceptional shopping, restaurants, and entertainment is only 6 miles away. Lovingly maintained and thoughtfully updated this special home combines timeless character and modern conveniences in one of Sarasota's most desirable locations. Move in ready and full of warmth it offers a wonderful opportunity to relax, entertain, and enjoy the Florida lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
2054 RACIMO DR, SARASOTA, FL 34240
$719,999209 Days on yellowkey MLS ID: A4670940
REDUCED by $29,001 (3.9%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1739 Built: 1982 Tax: $4,715 (2024)Community: Racimo RanchesSpa: NoSingle Family
Taxes:$4,715
Remarks: One acre, corner lot! Welcome to the highly sought-after location of Racimo Ranches community, where you’ll enjoy the perfect blend of country charm and modern convenience with NO HOA and NO DEED RESTRICTIONS. Situated on an open one-acre corner lot with multiple access points, this beautifully remodeled 3-bedroom, 2-bath home features a FRESHLY PAINTED exterior, mature landscaping, and excellent curb appeal. Inside, the bright and spacious living room features luxury vinyl plank flooring throughout. At the same time, the UPDATED KITCHEN boasts shaker-style cabinetry, quartz countertops, a subway tile backsplash, LED lighting, stainless steel appliances, and a cozy dining area. Just off the dining space is a versatile bonus flex room ideal for a home office, den, or playroom that overlooks the backyard. Step outside to enjoy Florida living on the back deck with plenty of room for seating and grilling, perfect for entertaining. The desirable split-bedroom floor plan provides a spacious primary suite with an en suite bath featuring a walk-in shower and a large closet, while two additional bedrooms share a bright second bathroom with a relaxing jacuzzi tub. Additional highlights include a two-car garage, a detached shed, and plenty of room to BUILD IN-LAW SUITE, park your boat or motorhome, and enjoy the FREEDOM of acreage living. Conveniently located, you can ride your golf cart to restaurants and Publix, and you’re less than 3 miles from I-75 and only 6 miles from University Town Center. This move-in-ready home offers exceptional UPGRADES and peace of mind, including a BRAND NEW ROOF (2025), A/C replacement (2022), water softener system (2022), iron and sulfur blocker (2022), well pump (2024), lift station replacement (2022), drain field replacement (2022), a FULL INTERIOR RENOVATION in 2022 with added flex room, stainless steel appliances (2022), water heater (2022), and washer and dryer (2024). If you're interested in living in freedom, give us a call today to chat further!
Listing Agent: Janette Schafer (954-298-7791)
1218 GRANTHAM DR, SARASOTA, FL 34234
$339,000220 Days on yellowkey MLS ID: A4672728
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2143 Built: 2019Monthly Fee: $299 Tax: $3,038 (2024)Community: Bradford Manor TwnhmsTownhouse
Taxes:$3,038
Remarks: This beautifully maintained townhome sits within a secure gated community and offers 3 bedrooms, 2.5 baths, over 2,143 sq. ft., and a spacious screened patio. A covered entry leads into an open-concept layout with a welcoming foyer and ceramic tile flowing through the main living areas. The kitchen features granite countertops, espresso cabinetry, stainless steel appliances, a glass cooktop, pantry, and a large snack bar perfect for casual dining. The dining area accommodates larger gatherings and opens directly to the screened patio, while the living room offers soft carpet, recessed lighting, and plenty of natural light. The covered patio is ideal for morning coffee or evening relaxation, complete with lighting, ceiling fan, and ample seating space. A convenient half bath completes the main floor. Upstairs, the primary suite offers plenty of room for larger furniture, a walk-in closet, and an ensuite bath with dual sinks and a glass-enclosed shower. The second level also includes a full-size laundry area, a guest bedroom with private ensuite and double-sink vanity, a third bedroom, and a versatile bonus room perfect for an office, media space, or playroom. Enjoy resort-style amenities including a community pool, spa, and clubhouse. Located in a quiet neighborhood just minutes from St. Armand's Circle, Sarasota’s world-famous beaches, and less than 10 minutes to Sarasota/Bradenton International Airport—this home blends comfort, convenience, and Florida living at its best.
Listing Agent: Lee Brewer (941-724-3448)
5723 DEER HOLLOW TRL, SARASOTA, FL 34232
$285,00033 Days on yellowkey MLS ID: TB8511154
REDUCED by $14,000 (4.7%) on 06/15/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 721 Built: 1985Monthly Fee: $45 Tax: $1,776 (2025)Community: Deer HollowVilla
Taxes:$1,776
Remarks: Location, location, location! Welcome to this 2 bedroom, 1 bathroom villa ideally situated in the heart of Sarasota with quick access to I-75, making commuting and exploring the area incredibly convenient. This move in ready home has already had the major updates completed for peace of mind, including a new roof in 2022 with a 10 year warranty, hurricane grade windows, slider, and front door installed in 2023, new AC in 2024, and replaced exterior siding. Enjoy low HOA fees of just $335 annually while taking advantage of community amenities including a playground and peaceful preserve walking paths. Whether you’re looking for a primary residence or a seasonal getaway this villa offers comfort, convenience, and value all in one. Perfectly positioned near the vibrant UTC area, this home is just minutes from Nathan Benderson Park, The Mall at University Town Center, top rated dining, shopping, Sarasota-Bradenton International Airport, Downtown Sarasota, and the world famous beaches of Siesta Key and Lido Key. Schedule your showing today!
Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)
Listing Agent: Ali Kochno (813-766-7143)
2387 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$374,50023 Days on yellowkey MLS ID: A4695912
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1725 Built: 2019Monthly Fee: $180 Tax: $4,058 (2025)Community: Bay LandingTownhouse
Taxes:$4,058
Remarks: Welcome to Bay Landing, a beautifully maintained community in Sarasota, where comfort, convenience, and carefree living come together. Built in 2019, this spacious 3 bedroom, 2.5 bath townhome offers modern finishes and a peaceful setting overlooking a serene preserve. Step inside to discover an inviting floor plan featuring ceramic tile flooring throughout the foyer, kitchen, and bathrooms. The well appointed kitchen showcases granite countertops, crown molding cabinetry, stainless steel appliances, an electric range, over the range microwave, built in dishwasher, side-by-side refrigerator, and garbage disposal. The open living and dining areas flow seamlessly to the screened lanai, where you can relax and enjoy tranquil preserve views and Florida’s beautiful weather year round. The spacious primary suite serves as a private retreat, complete with a large walk in closet, an extra storage closet, and an en-suite bathroom. Two additional bedrooms provide comfortable accommodations for family, guests, or a home office. All bathrooms are thoughtfully appointed with granite countertops and raised vanities. Additional highlights include storm-rated windows and sliding glass doors, hurricane shutters with dedicated storage space in the garage, and an in home washer and dryer. The one car garage features durable epoxy flooring, while the extended two car driveway provides ample parking convenience. Enjoy maintenance-free living with lawn care included, allowing you more time to take advantage of community’s exceptional amenities, including a clubhouse, fitness center, resort style pool, dog park, and tot lot. Ideally located just minutes away from fine dining, entertainment, shopping, and the stunning Gulf Coast beaches. This move in ready home offers the perfect blend of modern living and an unbeatable Sarasota lifestyle. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jenn Augustin (941-473-6286)
7740 CASTLEISLAND DR, SARASOTA, FL 34240
$570,00057 Days on yellowkey MLS ID: A4691962
REDUCED by $15,000 (2.6%) on 06/01/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2348 Built: 2001Monthly Fee: $295 Tax: $5,092 (2025)Community: Tatum RidgeSingle Family
Taxes:$5,092
Remarks: Welcome to 7740 Castleisland Drive, nestled in the prestigious gated enclave of Legends at Tatum Ridge. This three-bedroom plus flex room residence offers a rare combination of elegance and functionality. The flexible room easily serves as a fourth bedroom, while each of the three true bedrooms is en-suite—providing privacy and a sense of distinct “wings” for each occupant. The primary suite is a sanctuary with tray ceilings and direct access to the screened lap pool, letting you step out for a refreshing swim. With a new roof (2022), new AC (2023), and repiped PEX plumbing (2020), the home is fully updated. The expansive freshly screened pool cage (2022) overlooks the Tatum Ridge Golf Course driving range, offering sweeping views and peaceful privacy. In addition, you will find a 3 car attached garage, a very rare find in this price point! As you step through the front door, your eyes are drawn straight through the open living area to the sparkling lap pool and the wide open views beyond and from your front porch bask in the gorgeous unobstructed water views directly across the street. The soaring 12-foot ceilings, luxurious pillars, and walls of glass fill the space with natural light, creating a seamless indoor-outdoor flow. The open concept effortlessly connects a formal dining room and a sunny breakfast nook, perfect for gatherings. Sliding glass doors open right out to the expansive screened pool area, where a convenient pool bath makes outdoor entertaining even more functional. This central hub is the home’s bright, inviting core! Location is unbeatable—just under 4 miles to Waterside Place’s vibrant shops and dining, and you’re mere seconds from Fruitville Road, making downtown Sarasota just a 15-minute drive. Quick access to the I-75/Fruitville interchange ensures effortless travel. The HOA is a standout feature—no CDD, and all yard maintenance is covered, from lawn care to irrigation, for a truly low-maintenance lifestyle. This home is your key to luxurious, worry-free living in the heart of Sarasota’s best and won't last long. Schedule your showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Johnny Hopper, Pa (941-524-1706)
462 OAK HILL CIR #5, SARASOTA, FL 34232
$234,900290 Days on yellowkey MLS ID: A4664046
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1254 Built: 1985Monthly Fee: $520 Tax: $1,196 (2024)Community: Village Oaks Sec DVilla
Taxes:$1,196
Remarks: Welcome to 462 Oak Hill Cir! This 2-bedroom, 2-bath home with a spacious two-car garage offers comfort, function, and the chance to put your personal touch on a well-located property in Sarasota. The home features an open layout, abundant natural light, and a split-bedroom design that balances privacy and convenience. Step outside and enjoy the community’s tranquil setting, while being just minutes from University Town Center shopping, Benderson Park, golf courses, and the cultural attractions of downtown Sarasota. World-famous Siesta Key and Lido beaches are also a short drive away, making this an ideal home base for enjoying all the area has available. Curious? Don’t wait to see this home in person—it’s a property that needs to be experienced, not just viewed online. No sight-unseen offers will be entertained. Schedule your private showing today and explore the possibilities!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
1216 34TH ST, SARASOTA, FL 34234
$375,00022 Days on yellowkey MLS ID: A4695350
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 2004 Tax: $3,840 (2026)Community: North Riverside ParkSingle Family
Taxes:$3,840
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Looking for a fantastic investment opportunity, or your new family home, look no further. This stunning three bedroom, two bath ranch-style home nestled in the Bayou Oaks community offers an open floor plan with high ceilings, and updated flooring. The ranch-style front porch could be great for outdoor entertaining and relaxation. The large beautiful fenced back yard is an open canvas allowing space to add a grill, outdoor furniture, patio deck, and or a pool. This Sarasota property is in a prime location, making it the perfect choice for savvy investors, or future first time home owners. If you're looking to add a valuable asset to your portfolio this home is sure to attract top-notch tenants and generate impressive rental income. Conveniently located around the corner from a community park, and a community garden. Also located minutes from several parks, shopping, dining, boat ramp and Longboat Key Beach. Don't miss out on this incredible opportunity to own a piece of prime Sarasota real estate. Contact me today if you have any questions, or would like to schedule a tour today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Crystyn Cramer (941-284-4961)
1065 LEWIS AVE, SARASOTA, FL 34237
$389,90028 Days on yellowkey MLS ID: A4695338
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $10,000 (2.5%) on 06/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1295 Built: 1996 Tax: $2,544 (2025)Community: FairwaySpa: NoSingle Family
Taxes:$2,544
Remarks: Under contract-accepting backup offers. NO HOA • NO FLOOD ZONE • BLOCK CONSTRUCTION • NEW ROOF 2022 • OVERSIZED 2-CAR GARAGE Welcome to this beautifully maintained 3-bedroom, 2-bath home ideally located in the heart of Sarasota. Built with durable block construction and featuring a new roof installed in 2022, this property offers peace of mind, flexibility, and exceptional value. Inside, you'll find a bright open floor plan filled with natural light, updated finishes, and a spacious kitchen featuring granite countertops, stainless steel appliances, and modern cabinetry—perfect for both everyday living and entertaining. Step outside to enjoy the large screened lanai overlooking a fully fenced backyard complete with a storage shed, offering plenty of space for pets, gardening, outdoor gatherings, or simply relaxing in your own private retreat. One of this home's biggest advantages is its unbeatable location. Just minutes from Downtown Sarasota, Payne Park, Sarasota Memorial Hospital, Ed Smith Stadium, shopping, dining, and Sarasota's world-famous beaches, you'll enjoy easy access to everything that makes Sarasota one of Florida's most desirable places to live.Whether you're a first-time homebuyer, looking to downsize, or searching for a solid investment opportunity, this home offers the perfect combination of location, comfort, and everyday convenience. Schedule your private showing today.
Listing is courtesy of: PARADISUS REALTY GROUP CO (941-281-4973)
Listing Agent: Andres Salgado (941-875-2949)
4870 TIVOLI CT, SARASOTA, FL 34235
$424,900122 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 3Villa
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)
5737 FORESTER LAKE DR, SARASOTA, FL 34243
$525,00026 Days on yellowkey MLS ID: A4695165
1 Days Off yellowkey (back on 6/20/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1990 Built: 1988Monthly Fee: $67 Tax: $4,933 (2025)Community: Cedar CreekSpa: NoSingle Family
Taxes:$4,933
Remarks: Under contract-accepting backup offers. Welcome to Cedar Creek, one of Sarasota's most sought-after communities, where tree-lined streets, mature landscaping, and an unbeatable location create the perfect place to call home. This beautifully maintained 4-bedroom, 2-bath pool home combines modern updates with comfortable Florida living. Step inside to discover an open-concept floor plan filled with natural light, soaring ceilings, fresh interior paint, and stylish plank tile flooring throughout the home. At the heart of the home, the fully renovated kitchen shines with elegant quartz countertops, crisp white cabinetry, and an inviting layout that seamlessly connects to the living and dining spaces—ideal for everyday living and entertaining alike. Designed with privacy in mind, the split-bedroom floor plan offers a peaceful retreat for owners and guests. The spacious primary suite features direct access to the lanai, a generous walk-in closet, and an ensuite bath with a large walk-in shower. Multiple sliding glass doors from the family room, dining room, and primary suite open to the expansive screened lanai, creating a true indoor-outdoor lifestyle. Relax under the covered seating area, take a refreshing swim in the sparkling pool, or enjoy the privacy provided by lush tropical landscaping that surrounds the outdoor living space. This home has been lovingly maintained and thoughtfully updated, including a newer roof (2021), A/C (2018), newer pool pump (2026), and recently replaced lanai screens, offering peace of mind for years to come. Residents of Cedar Creek enjoy low HOA fees, no CDD fees, and a prime location just minutes from UTC shopping and dining, Nathan Benderson Park, Lakewood Ranch, Sarasota-Bradenton International Airport, world-class golf courses, downtown Sarasota, vibrant arts and entertainment venues, and the area's renowned Gulf Coast beaches. Move-in ready and perfectly positioned in the heart of Sarasota, this exceptional pool home offers the lifestyle you've been searching for. Schedule your private showing today!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Daria Chmyl (941-900-4344)
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