Location: Sarasota
Keyword(s): Sarasota Middle
Keyword(s) Middle School: Sarasota Middle
Do Not Show Listings
6263 AVENTURA DR, SARASOTA, FL 34241
$699,00024 Days on yellowkey MLS ID: A4694026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2627 Built: 2000Monthly Fee: $117 Tax: $3,932 (2025)Community: EastlakeSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,932
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Located behind the gates of the highly sought-after East Lake community, this beautifully maintained Arthur Rutenberg built home seamlessly blends timeless comfort, thoughtful functionality, and the best of Florida living. Featuring 4 bedrooms, 3 bathrooms, and a spacious open-concept floor plan, the home is designed for both effortless entertaining and everyday living. Surrounded by mature landscaping, the outdoor setting feels like a private retreat, complete with a sparkling pool, and screened front and rear porches. An irrigation well provides added convenience in maintaining the lush landscape year-round. Recent improvements to the home include a newer roof and a beautifully renovated primary bath. The flexible fourth bedroom can function as a private en-suite guest retreat, complete with a pocket privacy door and convenient access to the adjacent pool bathroom. Generous storage throughout further enhances the home's thoughtful design. Ideally located just east of I-75 off of Clark Road, this home has convenient access to Proctor Road, shopping, dining, and Sarasota's renowned Gulf Coast.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelly Quigley (941-356-9954)
4541 CHARING CROSS RD, SARASOTA, FL 34241
$519,90035 Days on yellowkey MLS ID: TB8506161
REDUCED by $10,000 (1.9%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2160 Built: 1978Monthly Fee: $29 Tax: $3,771 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,771
High School: Sarasota High
Remarks: Welcome to 4541 Charing Cross Road, a beautifully maintained 3-bedroom, 2-bath pool home offering just under 2,200 heated square feet in the highly desirable Bent Tree Village golf course community. Situated on an oversized quarter-acre lot, this property backs directly to the golf course and offers exceptional privacy, mature landscaping, and peaceful views. With LOW HOA DUES, NO CDD FEES, optional country club membership, and a whole-home water filtration system, this home delivers the perfect blend of comfort, convenience, and lifestyle. French wood doors welcome you into the foyer, where abundant natural light and thoughtfully designed living spaces create an inviting atmosphere throughout. The home features tile flooring in the foyer, kitchen, family room, breakfast nook, and wet areas, while the bedrooms and formal living/dining room combination showcase luxury vinyl plank flooring. Plantation shutters adorn every window, and all windows have been upgraded to impact-resistant double-pane windows for added energy efficiency and peace of mind. The kitchen is designed with both functionality and style in mind, featuring Corian countertops, stainless steel appliances, an undermount sink, a beautiful backsplash, and a large built-in pantry for ample storage. The breakfast nook overlooks the family room, creating an open and inviting layout that is perfect for both everyday living and entertaining. The spacious family room is anchored by a stunning stone wood-burning fireplace, creating the perfect gathering space. Multiple sets of sliding glass doors from the kitchen, living room, and primary suite seamlessly connect the indoor living areas to the covered lanai and screened pool area complete with a pool heater. Surrounded by lush tropical landscaping, the backyard offers a private retreat ideal for entertaining or relaxing year-round. The generously sized primary suite features private access to the lanai, dual closets including a walk-in closet and built-in closet, and an en-suite bathroom with double vanities and a beautifully tiled walk-in shower. The split-bedroom floor plan provides added privacy, with two additional bedrooms and a full guest bathroom located on the opposite side of the home. Additional updates include a 2019 HVAC system, updated electrical in 2018, and a reinforced garage door installed in 2018. Residents of Bent Tree Village enjoy access to a community lake for small boats and fishing with permit, along with optional golf and country club amenities. Located within an A-rated school district, with the elementary school just a short golf cart ride away, this home also offers convenient access to I-75, shopping, dining, Gulf beaches, and world-class healthcare facilities.
Listing is courtesy of: ASSIST 2 SELL THE ESHACK TEAM (813-400-1395)
Listing Agent: Aaron Eshack (813-917-3765)
3953 PRAIRIE DUNES DR, SARASOTA, FL 34238
$960,00065 Days on yellowkey MLS ID: A4689054
REDUCED by $15,000 (1.5%) on 04/19/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3182 Built: 1985Monthly Fee: $125 Tax: $6,809 (2025)Community: Country Club Of Sarasota TheSpa: YesSingle Family
Taxes:$6,809
Elementary School: Gulf Gate Elementary
Remarks: Welcome to 3953 Prairie Dune Drive, located in the gated Country Club of Sarasota with a fully staffed security gate providing twenty-four-hour access control. Positioned along the second fairway, this five-bedroom, four-bathroom home offers golf course views and updates, including a new roof and replumbing. Low HOA fees add to long-term value, while the layout and setting provide an opportunity for updates or personalization over time. The interior features high ceilings, natural light, and a functional floor plan with two separate living areas. The formal dining room with a bay window sits adjacent to the family room with a wet bar. The kitchen includes a breakfast area, large pantry closet, wood cabinetry, bar seating, center cooking island, and pass through window to the lanai and pool area. The upstairs primary suite includes three closets, dual vanities with a separate makeup station, soaking tub, walk-in shower, and a loft overlooking the main living area and fairway. With five bedrooms, four bathrooms, and two flexible bonus spaces, the home can accommodate multigenerational living, private offices, fitness or hobby rooms, and guest quarters. Outdoor features include a covered lanai, pool, spa, and golf course views. The property is located near multiple highly rated golf courses, including TPC Prestancia, the Legacy Trail, parks, marinas, shopping, dining, and everyday conveniences, including Costco, Sprouts, Publix, and Target, with Whole Foods and additional retail coming soon. Siesta Key Beach, voted the number one beach in America, is located less than five miles away. Optional membership to TPC Prestancia Golf & Sports Club provides access to golf, tennis, pickleball, fitness facilities, a lap pool, dining, and social events. Club amenities are currently undergoing renovation and are expected to reopen soon, with discounted membership opportunities available before reopening. 3953 Prairie Dune Drive offers a large golf course home in an established gated community with flexibility and the opportunity to personalize in a location close to golf, the Legacy Trail, and Siesta Key.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Julianna Burns (941-800-7653)
1815 S LAKE SHORE DR, SARASOTA, FL 34231
$4,250,00056 Days on yellowkey MLS ID: A4690123
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $250,000 (5.6%) on 05/19/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4177 Built: 2023 Tax: $32,460 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$32,460
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home.
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
6742 BOWLINE DR, SARASOTA, FL 34231
$450,00091 Days on yellowkey MLS ID: A4685028
REDUCED by $20,000 (4.3%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1444 Built: 1969Monthly Fee: $3 Tax: $2,560 (2025)Community: Gulf GateSingle Family
Taxes:$2,560
Remarks: Motivated seller! Additional price reduction of $20K! One or more photo(s) has been virtually staged. If you're searching for an extra-large, fully fenced backyard in a quiet and private setting, this Gulf Gate gem may be exactly what you've been waiting for in a voluntary HOA community! This beautifully renovated home features a spacious split floor plan with two master suites, each offering large bathrooms—perfect for guests, multigenerational living, or added privacy. Major updates provide peace of mind, including a roof that is only 4 years old, A/C just 3 years old, and a water heater replaced 4 years ago. The home also features an updated kitchen with stainless steel appliances and stylishly updated bathroom vanities. The layout offers comfort, flexibility, and great functionality for everyday living. Enjoy the convenience of living just minutes from the world-famous Siesta Key Beach, along with easy access to Gulf Gate shops, restaurants, and nearby malls. Excellent A-rated schools make this location even more desirable. With its charm, valuable updates, and one of the most functional floor plans in Gulf Gate, this home offers comfort, convenience, and the best of a Florida lifestyle. Schedule your private showing today and contact your favorite Realtor before it's gone!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Pino (714-588-0319)
4476 DEER TRAIL BLVD, SARASOTA, FL 34238
$479,000118 Days on yellowkey MLS ID: A4682511
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 1994Monthly Fee: $285 Tax: $4,716 (2025)Community: Villas At Deer CreekSingle Family
Taxes:$4,716
Remarks: Beautifully updated home in Villas at Deer Creek. This home is located in one of Palmer Ranch's most beautiful mature neighborhoods. The home has many nice features. All rooms are spacious with a great open plan kitchen, dining and living areas. Adjacent to the kitchen is a beautiful built-in executive desk. Cabinets are solid wood. There are two very large bedrooms and an ofiice/den that also has a murphy bed for guests Wrap-around windows and recessed lighting keep all of the living areas light and bright. From the screened lanai you can enjoy long views of the green belt and the lake. There is an inside utility room and a large 2 car garage. The AC was replaced in 2020, This home has a touch of elegance which is seldom found in modern homes. Deer Creek is a maintenance -free community. There is a private neighborhood pool. This location allows for easy access to Lowes, Costco, Target, Publix, banks and numerous restaurants. The Legacy Bike Trail is nearby. Siesta Key is a quick 15 minute drive.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carolyn Francis (941-400-0083)
4533 CINNAMON DR #2707, SARASOTA, FL 34238
$365,900105 Days on yellowkey MLS ID: A4683875
REDUCED by $14,000 (3.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1638 Built: 2004 Tax: $2,681 (2025)Community: Arielle On Palmer Ranch Sec 1Spa: YesCondo
Taxes:$2,681
Remarks: Welcome to beautiful Palmer Ranch and the highly sought-after Arielle community! This spacious 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and resort-style living — all on one floor with no stairs. The bright, open-concept floor plan features tile flooring throughout the main living areas and carpeted bedrooms and den, abundant natural light, and a well-appointed kitchen with a brand-new dishwasher (2025). Recent upgrades include a brand-new A/C system installed in March 2025, providing peace of mind and energy efficiency. Both kitchen and dining room have tray ceilings. Step out onto your private screened lanai overlooking the community center and heated pool, offering a premium location just steps from the pool, spa, and grilling areas — perfect for relaxing mornings and peaceful evenings. Enjoy lush tropical landscaping, scenic walking trails, views of the pond, and resort-style amenities. Ideally located near the Legacy Trail, UTC, Costco, YMCA, Siesta Key beaches, shopping, dining, and I-75. No CDD and not in a flood zone. Schedule your private showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jeffrey Reali (207-671-4091)
6014 BORDER LN, SARASOTA, FL 34231
$525,00038 Days on yellowkey MLS ID: A4692425
0 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1583 Built: 1954 Tax: $5,909 (2025)Community: Pine Shores Estate 4Th SecSingle Family
Taxes:$5,909
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this West of the trail home in coveted Pine Shores Estates offering larger, more private lots. This established neighborhood is just north of the Stickney Point Bridge and is a very short distance to Siesta Key! The home is ready to move into and features a split floor plan, granite and stainless-steel kitchen with adjacent breakfast room and pantry, plus a relaxing covered and screened patio. Additionally, the home has modern-era baths and kitchen, a central office, 2022/2024 roof, new water heater, partially fenced 1/4 acre lot, two separate driveways, and an oversized garage. The upstairs portion of the garage (14' x 24') could potentially be configured to accommodate a rental apartment, playroom, additional bedroom, or storage and could really add a lot to this great home! Located just a short distance from the unspoiled beauty and walking trails, kayak launch, and fishing docks of the Phillippi Estate County Park that features a wonderful seasonal weekly farmer's market! This great property is only .9 miles to Siesta Key and about 1.2 miles to beach access #12. This is walkable to restaurants, shops, places of worship, and is only about 5 miles to downtown Sarasota! No HOA or deed restrictions here so bring your boat or RV and take advantage of this great location very near to Siesta Key and in the center of all that Sarasota has to offer. Priced below recent appraisal!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
5915 TIDEWOOD AVE #4, SARASOTA, FL 34231
$299,900175 Days on yellowkey MLS ID: A4675716
REDUCED by $20,100 (6.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $1,857 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$1,857
Remarks: One or more photo(s) has been virtually staged. Completely renovated and ideally located in the waterfront community of Baywood Colony, this beautifully updated villa offers the perfect blend of modern comfort and coastal lifestyle. Just one block from Little Sarasota Bay and only moments to Siesta Key, this home places you right where you want to be. Inside, the updates shine from the moment you walk in. The open living and dining areas feel bright and welcoming, enhanced by new flooring and a warm wood-paneled ceiling that adds character and charm. Large sliding glass doors lead to the enclosed lanai, creating a seamless indoor-outdoor flow and offering a versatile space to relax or entertain. The kitchen has been fully renovated with new cabinetry, countertops, and stainless steel appliances, delivering a clean, modern look with functional design. Both bathrooms have also been beautifully updated, and new hurricane impact windows in the main living areas provide added peace of mind along with energy efficiency. The layout offers two comfortable bedrooms, including a spacious primary suite with its own private bath. The second bedroom is well-positioned for guests or flexible use as a home office. Step outside and enjoy the community’s true highlight—direct access to Little Sarasota Bay, where residents can take in stunning water views, launch a kayak, or simply relax by the water. Baywood Colony also features a heated community pool and well-maintained grounds, creating a laid-back, coastal atmosphere. Whether you're looking for a full-time residence or a seasonal retreat, this move-in ready villa combines thoughtful updates, a functional layout, and an unbeatable location near Siesta Key, dining, and shopping. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
7566 HAWKSTONE DR, SARASOTA, FL 34241
$1,062,16044 Days on yellowkey MLS ID: R4911159
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3745 Built: 2026Monthly Fee: $295 Tax: $500 (2025)Community: HawkstoneSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
Remarks: Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to the Wekiva. An expansive and sprawling home, this home includes five bedrooms, four full bathrooms, flex room, upstairs bonus room, and a three-car garage. As you step inside the grand foyer, a flex room sits off to the side. Moving along the wall, a spacious utility room opens up, giving you plenty of room to organize, declutter, and clean. It contains cabinets and a sink for a full utility room. As you reach the heart of the home, you are faced with an incredibly spacious and elegant kitchen. Beautiful cabinets line the walls, and an extra-large island creates room for additional seating and prep space. A walk-in pantry provides even more storage. A cozy breakfast nook lives right next to the kitchen, which opens up into a huge great room. Two sets of sliding glass doors open on to the covered lanai. An extra owner's suite and a pool bath sit off the great room, making it an easy transition from outdoor fun to inside living. Going upstairs is like entering another space entirely. The master retreat is truly a tranquil get away with multiple windows to create a bright and airy space. An elegant master bath awaits you with dual vanities, a water closet, an enclosed shower space, and a huge walk-in closet. Three additional bedrooms sit upstairs with a bonus room providing the perfect entertainment space that looks down at the foyer below. The Wekiva is the perfect plan for those who love entertainment, play, and spending time at home.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (941-334-4934)
Listing Agent: Elizabeth Stephens (941-334-4934)
1035 SEASIDE DR #308, SARASOTA, FL 34242
$2,600,00037 Days on yellowkey MLS ID: A4692379
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1646 Built: 2023 Tax: $21,387 (2025)Community: Ten35 SeasideSpa: YesCondo
Taxes:$21,387
Remarks: Gulf-Front Luxury with Investment Appeal Experience elevated beachfront living at Ten35 Seaside, a boutique Gulf-front community on the quiet southern end of Siesta Key. This beautifully designed 2-bedroom, 2.5-bath residence offers private beach access, resort-style amenities, and strong luxury rental potential. The open-concept layout features Wolf and Sub-Zero appliances, custom cabinetry, sleek coastal finishes, and spacious living areas filled with natural light. Sliding glass doors open to a private terrace perfect for enjoying Gulf breezes and sunset skies. The primary suite offers a spa-style bath and walk-in closet, while the guest suite includes built-in bunk beds for added flexibility and rental appeal. Residents enjoy a beachfront pool and spa, private cabanas, fitness center, and direct access to Siesta Key’s world-famous beaches — all just minutes from Siesta Key Village and downtown Sarasota. Ideal as a luxury beachfront retreat, full-time residence, or income-producing coastal investment property. Buyer to verify rental policies, restrictions, and all room dimensions.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
8333 EAGLE LAKE DR, SARASOTA, FL 34241
$950,00016 Days on yellowkey MLS ID: O6410999
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3340 Built: 1995Monthly Fee: $150 Tax: $8,071 (2025)Community: Preserve At Misty Creek Eagles WatchSingle Family
Taxes:$8,071
Remarks: Welcome to the Preserve at Misty Creek Subdivision, a gated community. This is a Custom Built Home by Canon Builders. It features... split plan, 4 Bedrooms (Large master suite)...3 Bathrooms (newly renovated)... Island Kitchen with granite countertops and bar-top seating... Family Room...Living Room...Dining Room...Breakfast Nook Area...Large Office...Laundry Room...Pool/Spa with Travertine deck...spacious 3 Car Garage. This home backs up to a beautiful water view of Misty Creek with a large Oak tree shading the back yard. Other upgrades include new tile and wood floors throughout along with a recently replaced tile roof. MISTY CREEK is an upscale subdivision and golf community. Golf membership is not required. Low HOA fees. A fabulous location. Best school system. A very relaxing and desirable community. Just a short distance to the famous Siesta Key Beaches and only a few minutes from shopping and restaurants. This home is available immediately and owners motivated to sell since they have already moved to another location. MORE FACTS: Properties in Misty Creek fall under the highly rated Sarasota County School District, which consistently maintains a top-tier "A" rating overall from the Florida Department of Education. The Bus Stop is one block away from this house. A Publix shopping plaza is less than a mile from the subdivision. Rothenbach Park is just a mile away which includes: Bicycling · Grills · Outdoor Fitness Equipment · Picnic Shelter / Pavilion · Playground · Restroom · Paved Walking Trail. Misty Creek is a wildlife preserve with beautiful deer, birds and even bunnies throughout. The irrigation system works off of a well, keeping your water bills low. This home has City water and sewerage.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
7701 BLUE MOON RUN, SARASOTA, FL 34241
$787,29416 Days on yellowkey MLS ID: A4694841
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2306 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Corner Lot | Pond View | Close to Amenities | Dedicated Study. New Construction - November Completion! Built by America's Most Trusted Home Builder. Welcome to the Lazio II at 7701 Blue Moon Run in Esplanade at Skye Ranch! This warm and inviting home opens to a welcoming foyer that flows into a bright great room, dining area, and gourmet kitchen with a spacious island and casual dining nook that is perfect for gathering. The private primary suite offers a peaceful retreat with a spa inspired bath, walk in closet, and convenient access to the laundry room. Two additional bedroom suites and a dedicated study provide flexible space for guests, work, or hobbies. Enjoy relaxed indoor and outdoor living with a generous lanai just off the main living areas. A two-car garage and smart storage throughout add comfort and ease to everyday living. Additional Highlights Include: 10' ceilings, outdoor kitchen rough-in, 8' interior doors, impact windows, and prewire for pool and spa. Photos are for representative purposes only. Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day! MLS#A4694841
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
4801 EDGEMONT CT, SARASOTA, FL 34233
$799,00064 Days on yellowkey MLS ID: A4687407
REDUCED by $11,000 (1.4%) on 05/27/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2656 Built: 2001Monthly Fee: $167 Tax: $6,724 (2025)Community: EdgemontSingle Family
Taxes:$6,724
Elementary School: Ashton Elementary
Remarks: Beautifully upgraded custom pool home in a prime central Sarasota location. This thoughtfully designed split floor plan offers an open, airy feel with a private office/den, spacious great room, and a generous owner's suite with luxurious ensuite — each additional bedroom featuring its own private bath. The renovated chef's kitchen includes granite countertops, custom soft-close cabinetry, stainless steel appliances, convection oven, wine refrigerator, pot filler, and breakfast bar. Interior highlights include tile and vinyl flooring, recessed lighting, volume and coffered ceilings, crown molding, and abundant natural light. Flexible living spaces accommodate multiple dining or work-from-home arrangements. The private outdoor retreat features a large screened lanai, heated saltwater pool and spa, covered patio, and lush tropical landscaping — complete with a pool bath, outdoor shower, propane heater, well irrigation, storm shutters, and impact-rated openings. 2026 updates include a new HVAC, Maytag washer/dryer, fully automated Pentair gas pool/spa heater, irrigation well pump, refrigerator, wine cooler, and a refinished three-car garage with new opener. Conveniently located near Siesta Key Beach, I-75, shopping, dining, and parks including Red Bug Slough, Urfer Family Park, and the Legacy Trail extension. Districted Schools (all A-rated on Niche): Elementary: Ashton Elementary Middle: Sarasota Middle School High School: Riverview High School All levels: Pine View School for the Gifted — ranked #1 public high school school in Florida and top school in the US
Listing is courtesy of: JOHN HARDING REALTY (941-777-3007)
Listing Agent: Gunnar Barcomb (941-374-9037)
3252 WESTFORD LN #122, SARASOTA, FL 34231
$260,00063 Days on yellowkey MLS ID: A4688937
0 Days Off yellowkey (back on 5/24/2026)
REDUCED by $5,000 (1.9%) on 05/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1131 Built: 1972Monthly Fee: $175 Tax: $1,670 (2025)Community: Gulf Gate Garden Homes EVilla
Taxes:$1,670
Remarks: Under contract-accepting backup offers. Welcome to 3252 Westford Lane — LOW $175 monthly HOA in Gulf Gate Gardens Homes in Sarasota, Florida! (Kitchen photos virtually staged with alternate wall color) A wonderful opportunity in one of Sarasota’s most desirable Gulf Gate neighborhoods, this 2 bedroom, 2 bath villa presents comfortable Florida living with a functional layout and peaceful greenbelt view from your private patio and bonus room. Inside, 1,131 sq ft of space, this one story home showcases a floor plan that flows effortlessly from room to room with generous living spaces for everyday living or seasonal stays. Inside, you’ll find comfortable living spaces and ample indoor storage — perfect for modern convenience. The home features plenty of closet/cabinet/pantry space, a clean layout, and excellent natural light throughout. There is also a carport and large indoor utility/laundry room. For the chef in the family the kitchen offers stainless steel appliances, a kitchen island for ease everyday or entertaining. Enjoy a greenbelt view in a peaceful community setting. Low maintenance fees making this residence ideal for first time buyers, downsizers, or snowbirds seeking a low upkeep Sarasota home. Well maintained property features include: Roof 2017, (2) exterior doors (side and rear) w/ blinds between glass, impact glass 2017, A/C 2020, Exterior painted 2022, Exterior motion light 2026 new, All outlets and rocker switches 2017, All wood blinds and woven window treatments, All Door hardware inside and out 2017, Guest Bathroom toilet 2019, Shut off valve at water heater 2019, Garbage Disposal 2019, Stainless Appliances: Whirlpool Range 2026, Refrigerator 2026, Bosch Dishwasher like new, Whirlpool Microwave like new. Air conditioner has been consistently maintained and new UV light installed 2026 and carbon filtration system added in 2026 ($2k). All interior has been painted (walls and ceilings), Great Room/Dining/Florida Room low maintenance solid surface stained concrete. Carpet and upgraded pad in bedrooms (pad has the waterproof barrier on top between pad and carpet 2017. Storage room new cabinetry and plumbed for utility sink. Exterior- all re-landscaped, Exterior patio wood look deck tiles and metal privacy trellis 2026, All interior and exterior lights 2021, Private Mailbox. Location & Community Highlights: Prime Gulf Gate Gardens location with easy access to Gulf Gate Village, Legacy Trail, YMCA/Potter Park, Costco; close to dining, shopping, and services. High walkability score. Minutes from the world famous Siesta Key Beach and nearby cultural hotspots. • Low monthly HOA that covers grounds maintenance and irrigation. From its quiet greenbelt setting to its proximity to beaches, trails, and conveniences, this home offers the best of Gulf Gate living in Sarasota.
Listing is courtesy of: KATHLEEN GOFF LICENSE R.E. BROKER (941-350-3902)
Listing Agent: Kathleen Goff (941-350-3902)
4732 MEADOWVIEW CIR, SARASOTA, FL 34233
$564,90024 Days on yellowkey MLS ID: A4693999
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 1987Monthly Fee: $67 Tax: $5,347 (2025)Community: SouthfieldSpa: NoSingle Family
Taxes:$5,347
Remarks: Nestled within the desirable Southfield community, this beautifully designed lakefront residence offers the perfect blend of comfort, elegance, and everyday Florida living. Featuring three bedrooms and two full baths, the home is thoughtfully designed with spacious formal living and dining rooms, along with an inviting family room highlighted by a charming fireplace and soaring volume ceilings. Designed for both entertaining and everyday living, the gourmet kitchen is beautifully appointed with stainless steel appliances, abundant cabinetry, and a built-in desk area ideal for organization or working from home. Most rooms throughout the home offer direct access to the expansive covered lanai, creating a seamless connection between indoor and outdoor living spaces. The spacious guest bedrooms provide comfort and privacy for family and visitors alike, while the luxurious primary suite serves as a true retreat featuring a very large walk-in closet, an oversized Roman shower, and a relaxing soaking tub. Step outside to your private backyard oasis where a heated kidney-shaped pool is enclosed within a large, screened pool cage overlooking tranquil lake views and lush mature landscaping. The fenced yard offers plenty of space for pets and outdoor enjoyment, while the serene setting provides both privacy and beauty. Completing the home is a spacious two-car garage and a prime location within one of Sarasota’s established communities, convenient to shopping, dining, golf, and Gulf Coast beaches.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
5333 CHARLIE BROWN LN, SARASOTA, FL 34233
$540,00056 Days on yellowkey MLS ID: A4689910
REDUCED by $10,000 (1.8%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2041 Built: 2016Monthly Fee: $261 Tax: $5,635 (2025)Community: Luna BaySingle Family
Taxes:$5,635
Remarks: One or more photo(s) has been virtually staged. Cul-de-sac charm, coastal vibes, and low maintenance living – this one feels like home! Perfectly positioned in the heart of Sarasota, this thoughtfully refreshed 3 bedroom, two and a half bath, plus office residence offers versatility for comfortable modern living. Delivering a light-filled, open concept layout - the kitchen takes center stage with extended quartz countertops, a stunning oversized island, a sleek glass-tile backsplash and built-in beverage bar – perfect for gathering and entertaining. The den, complete with French doors, provides a private retreat suited for a fourth bedroom, an office, or playroom. The bedrooms have been outfitted with custom closets, and the bathrooms have been elevated with a light, refined aesthetic. Enjoy time outdoors on your private screened-in lanai overlooking a fully fenced backyard – ideal for relaxing, outdoor activities and a place for your furry family members to roam and play. Located in THE top-rated school district of Ashton Elementary, Sarasota Middle and Riverview High and just a short drive from world-renowned Siesta Key Beach, Downtown Sarasota, I-75, Legacy Trail and Urfer Family Park- this home offers an elevated blend of convenience and lifestyle!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kristen Redding (941-350-0612)
290 N WASHINGTON DR, SARASOTA, FL 34236
$6,945,000375 Days on yellowkey MLS ID: A4652926
REDUCED by $5,000 (0.1%) on 05/26/2026
Bed: 5 Bath: 5.0 Gar: 6 Liv Area Sq Ft: 6799 Built: 2008 Tax: $78,313 (2024)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$78,313
Elementary School: Southside Elementary
Tax Year: 2024
Remarks: A boater's dream and RARE opportunity—One of just 39 homes on this EXCLUSIVE side of St. Armands Circle offering -DIRECT GULF ACCESS- NO FIXED BRIDGES - and NO OBSTACLES. True deep-water dockage that comfortably accommodates a vessel over 60 feet. Enjoy full waterfront views of Sarasota Bay and the iconic downtown Sarasota skyline from every north-facing room in this home. This stunning, gated waterfront estate showcases the timeless elegance of Mediterranean architecture, blending classical design with refined coastal living. Expertly engineered with solid poured concrete walls reinforced by structural steel beams, this residence offers unmatched strength, integrity, and long-term value—an ideal foundation for both luxury and peace of mind. This Venetian-inspired estate is a rare architectural masterpiece, showcasing meticulously hand-applied Venetian plaster walls that exude artisan-crafted elegance—both refined and truly one-of-a-kind. The home features unmatched fit and finish throughout the entire residence. The primary floor of this home is thoughtfully designed for seamless living and exceptional entertaining value. Take in full waterfront views of Sarasota Bay and the downtown skyline while preparing a meal in the master-crafted kitchen or relaxing on the expansive waterfront veranda. The kitchen is an authentic showpiece and a true chef’s dream, featuring professional-grade appliances, a robust gas range with multiple burners, hand-carved cabinetry, and marble flooring throughout. This four-story home is equipped with a whole-house elevator for effortless access to each level. With an expansive extended garage, it’s ideal for car enthusiasts, offering multiple storage bays and additional space for organization. Looking for ease of maintenance? Enjoy the recently installed, top-of-the-line polymer turf surrounding the home. The luxury pool and spa features all brand new equipment and water heater, a premium-grade saltwater chlorination system, complete with full automation and water features. Delivering crystal-clear water and low-maintenance convenience. St. Armands Circle is one of Sarasota’s most coveted and prestigious addresses. This home's premier location places you just steps from Lido Beach. Frequent festivals, classic car shows, and seasonal events make the area lively year-round. Choose from gourmet restaurants, boutique shops, and family-friendly activities as you stroll the Circle. Downtown Sarasota’s theaters, museums, and fine arts venues are just a short drive away. For golf enthusiasts, this home is minutes from The Longboat Key Club—one of Sarasota’s most prestigious private clubs. The club features 45 holes of championship golf across two beautifully maintained courses and a full-service, resort-style experience including a world-class tennis center, private beach, deepwater marina slips, full-service spa, upscale dining, and an active calendar of social events.
Listing Agent: Allen Smith, Iv (407-460-1564)
9924 CRYSTAL ISLE CIR, SARASOTA, FL 34241
$559,00071 Days on yellowkey MLS ID: A4688051
REDUCED by $6,000 (1.1%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2188 Built: 2024Monthly Fee: $307 Tax: $6,768 (2025)Community: Grand Park Ph 2 RepSingle Family
Taxes:$6,768
Remarks: 18K Price enhancement. Let's Go! Practically new with a beautiful view! Make your way to Grand Park by Neal Communities, a masterfully designed amenity rich community, and soak in the charm the moment your enter. Meander through expansive green areas, pass state of the art amenities, and find your way home. This lovely home perches on a long view waterfront that is private and boasts western exposure for colorful evening skies. Nearly 2,200 sf is comprised 3 bedrooms upstairs, a loft, a flex room and a rare opportunity for the 3 car tandem garage. Fantastic curb appeal welcomes you home. The first floor is all about the living space. Open concept with enormous great room that connects to an open dining room and kitchen that is light and bright all with views to the blue outback. Kitchen has modern quartz, extended island with counter top seating, stainless steel appliances, gas stove, and slider access to the covered patio. Also you'll find a flex room with French doors that can be used for anything, walk in pantry, breeze room, and wood look planking flows throughout the home. Take to the upstairs where your loft is centered amongst the bedrooms. Large ensuite with dual vanities and walk in shower. Dedicated laundry centrally located for added convenience. Find something for everyone in Grand Park. Incredible location, minutes from the interstate and a dream list of things to do from swimming to basketball, pickle ball, tennis, dog parks, soccer fields, workout center, playgrounds, clubhouse, greens spaces connected by trails, tons of activities and all of this is within walking distance to your front door. A rated Sky Ranch K-8 school with top notch STEAM program just minutes away. Come visit today by scheduling a private showing.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Joseph Patoray, Llc (941-448-8971)
5231 MAHOGANY RUN AVE #312, SARASOTA, FL 34241
$299,90032 Days on yellowkey MLS ID: A4693039
1 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1998Monthly Fee: $407 Tax: $3,270 (2025)Community: Veranda 1 At Heritage OaksCondo
Taxes:$3,270
Remarks: Fully furnished Golf Course Living in Heritage Oaks. Welcome to 5231 Mahogany Run Ave #312, located in one of Sarasota’s most desirable gated, resort-style golf communities. This fully furnished first floor residence an open floor plan, and tranquil views of the 13th hole and adjacent nature preserve. Designed for both comfort and flexibility, this well-appointed 2-bedroom, 2-bath condo also includes a spacious office/den that can easily serve as a guest space, or home office. The main living area opens seamlessly to both front and rear screened lanais, creating the perfect setting to relax and enjoy peaceful golf course and preserve views. Inside, laminate flooring runs throughout the main living spaces and bathrooms, living room’s entertaining appeal, while the updated kitchen offers ample cabinetry, a functional layout, and effortless flow into the dining and living areas. The private primary suite features generous closet space and an en-suite bath. The guest bedroom is thoughtfully positioned near an updated guest bathroom, offering visitors comfort and privacy. Additional highlights include: A/C was installed By Air Experts on Jan 20 2024 1- new paint 2- vinyl luxury floor thru the entire unit 3- new granite countertop with 3" edge in kitchen including under mount sink and new faucet 4- new vanities in both bathrooms, new tops and faucets 5- new tile in master bath shower and new frame less shower door 6- new toilets 7- new LED recessed lights 8- new fans except Master bedroom 9- new 5 1/2 baseboards 10- new cabinet in kitchen next to pantry cabinet 11- all new wall switches and wall outlets 12- all new door hinges and door knobs 13- new countertop on bar and removed sink 14- new tile on front porch 13- all handles on kitchen cabinets New roof One-car garage Ample guest parking Fully furnished and move-in ready Condo fees are exceptionally inclusive, covering unlimited golf, water, sewer, trash, cable, and internet—making this an ideal low-maintenance primary residence, seasonal retreat, or investment opportunity. Residents of Heritage Oaks enjoy access to: 18-hole championship golf course Five heated pools Tennis courts Fitness center 24-hour gated security Clubhouse dining and year-round social events
Listing Agent: Rick Trapp (605-728-8521)
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