Location: Sarasota
Do Not Show Listings
3900 ROXANE BLVD #8B, SARASOTA, FL 34235
$145,00076 Days on yellowkey MLS ID: A4681274
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 831 Built: 1964 Tax: $618 (2025)Community: Strathmore Village GreenCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$618
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Are you looking for the perfect Get-Away from the cold winters? Do you want an active adult community where you can have fun without always needing to "leave home"? Strathmore may be the best-kept secret that you just discovered! This turnkey-furnished condo home is waiting for you with and an updated kitchen, easy-care laminate and tile floors, and friendly neighbors. The new impact-resistant and sound-resistant sliding glass doors to the glassed-in lanai make this a very quiet residence. Moving in will be a breeze! If you sit on the lanai and look west, you'll see the amazing sunsets Sarasota is famous for. Getting to the beach on Siesta Key or Lido Key is easy, less than half an hour away. Strathmore offers an on-site laundry room, towel and sheet drying lines, and an extra storage closet for your beach toys or bike. The community pool and clubhouse offer spaces for fun activities, with lots of deck space, tables, chairs, lounges, and umbrellas. The clubhouse has a full kitchen and is a great place for parties, card games, puzzle enthusiasts and other activities. The monthly calendar shows events planned for almost every day. From pancake breakfasts to chair yoga, cornhole, bocce ball, mahjohg, dance parties and movie nights, there's something for everyone. This location is central to all the things you'll want to go to, also! There's fast and easy access to UTC Mall and Benderson Park, Lakewood Ranch's Main Street shops and restaurants, the Ringling Museum, the airport, downtown Sarasota shops and symphony, ballet, and opera. Golf and parks for dogs and people are 5 minutes away. Come and join this "community With Personality". You'll love it!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
3975 SQUARE EAST LN #9, SARASOTA, FL 34238
$450,000183 Days on yellowkey MLS ID: A4669269
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2196 Built: 2002 Tax: $4,674 (2024)Community: Palmer Square EastSpa: YesTownhouse
Taxes:$4,674
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: PRIME LOCATION WITHIN PALMER RANCH, PRIVATE COMMUNITY, CLOSE TO SHOPPING AS WELL AS FAMOUS SIETA KEY BEACH AND THE LEGACY TRAIL. PET FRIENDLY, THREE BEDROOMS, TWO AND 1/2 BATHS, TWO CAR GARGAGE, PAVER DRIVEWAY, SHORT OF 3,000 SQ FT. RARE TOWNHOME WITH ELEVATOR TO THE SECOND FLOOR. THE GRAND MASTER BEDROOM HAS A TREY CEILING, LARGE BATHROOM REMODELED WITH ALL NEW SHOWER AND GRANITE COUNTER TOPS ALONG WITH A ROMAN TUB WITH LARGE WALK-IN CLOSET. THIRD BEDROOM WAS CONVERTED TO A MUST-SEE OFFICE WITH A BUILT IN DESK SHELFING, DAY KITCHEN AND CAN EASILY MAKE BACK INTO A BEDROOM.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeff Wallace (941-248-4686)
7632 QUINTO DR, SARASOTA, FL 34238
$429,90011 Days on yellowkey MLS ID: A4690148
2 Days Off yellowkey (back on 4/23/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2003Monthly Fee: $404 Tax: $4,729 (2025)Community: VillagewalkVilla
Taxes:$4,729
Elementary School: None
High School: None
Middle School: None
Remarks: STOP LOOKING FOR THE 'RIGHT' VILLA...STOP searching for a 'deal', a 'VALUE'...STOP adding up how much renovations will cost you...the RIGHT home is ready for you...located in the one of the most desirable Gated communities in Sarasota...Village Walk. AND...it is TRULY...MOVE IN READY! You will be hard pressed to find a comparable property at this price with major renovations that don't look like grandma's ...FOR REAL! Let's talk recent improvements and vibe...THE KITCHEN...it was GUTTED...she now sports: 42 inch cabinetry, cool quartz countertops that were super extended, pendant lighting, stainless appliances (including a double oven), a modern twist on the classic subway tile for the backsplash, a deep sink and display upper cabinets. The floor plan couldn't be better! OPEN living and dining areas feature vaulted ceilings and crown molding accenting to really take advantage of the florida sunlight. Engineered hardwood in the main living areas adds cohesiveness to the decor. The villas have 2 separate and totally private bedroom suites. Both feature large walk in closets, large windows, and upgraded bathrooms. The Primary bath had a wonderful shower created to the tune of $12,000! Newer washer and dryer in the laundry room as well as upgraded counters and a sink. Many of these high end upgrades were made by the previous owner. So much so, that the current seller paid $535,000 in 2023! With a present list price of $429,900, you will walk into equity immediately! The homes in Village Walk were created by the well respected builders of DeVosta Homes LLC, known for their quality builds. Poured in place concrete with rebar...it does not get much better. Placement of the villas is really ingenious. Strategic walls throughout the community create private havens for all the homes. The extended, screened lanai, draws you to the outdoors...but you see NO ONE...just your landscaped rear lawn. HEAVEN Finally, the garage. Room for your vehicle AND the racing golf cart you know you want. Mini Split in the garage...YOU BET! Keeps your fancy car cool and certainly, creates a work space for that hobby you need to do outside your living room. Amenities? Village Walk wrote the book! 24 hour security and gate guard. You are greeted by the Bahamian vibe as soon as you pull in! Elegant club house, bocce ball courts, real tennis courts, lap pool, pickleball courts, gas station, restaurant, gym with Cybex equipment (if you know you know), and finally, yes, the tiki bar by the lagoon pool. Village Walk is a LIFESTYLE. Miles of wide walkways that can accommodate your bikes or carts. The neighborhood is resplendent with natural surroundings of lakes , mature landscaping, and birds, with numerous Venetian-like bridge walk ways throughout the community adding a beautiful visual feast. Get your Tommy Bahama on, pack your bags, and get ready to change your lifestyle. Whether for a 2nd home, or full time residence, stop looking for the perfect location...THIS IS IT! 10 minutes to the most beautiful beach in the USA...Siesta Key! A foodie paradise with a plethora of restaurant options. Top notch medical facilities. You will never be at a loss for things to do in beautiful Village Walk in Sarasota Florida. Come live the life you have been waiting for!
Listing is courtesy of: RIVER HILLS PROPERTIES, LLC B (315-896-1009)
Listing Agent: Robin Mongeau (315-868-6719)
3730 82ND AVENUE CIR E #104, SARASOTA, FL 34243
$299,50037 Days on yellowkey MLS ID: A4686045
REDUCED by $5,500 (1.8%) on 04/23/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1661 Built: 2010Monthly Fee: $231 Tax: $2,833 (2025)Community: San Michele At University CommonsTownhouse
Taxes:$2,833
Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome offering 1,661 sq ft of comfortable, modern living in the highly desirable community of San Michele. Step inside to find a spacious, open-concept layout featuring a fully tiled first floor, perfect for easy maintenance and everyday living. The kitchen flows seamlessly into the living and dining areas, creating an ideal space for entertaining or relaxing at home. Upstairs, you’ll find newly installed carpet throughout adding warmth and comfort to the private living spaces. The primary suite boasts a renovated, spa-like step-in shower in the master bath, providing a fresh and modern retreat. Additional recent upgrades include a new refrigerator, dishwasher, and water heater, offering peace of mind and added value. Enjoy the convenience of a garage plus a double driveway, providing ample parking for you and your guests. San Michele offers true maintenance-free living with a low HOA fee and an array of amenities designed for an active and social lifestyle. Residents enjoy access to a heated pool, playground, pickleball and tennis courts, as well as natural gas communal grills and plenty of open green space. Ideally located, this home is less than 3 miles from SRQ Airport, just 5 miles to UTC shopping and dining, and only 9 miles to the beautiful beaches of St. Armands Circle and Lido Beach. This move-in-ready home combines comfort, convenience, and community—perfect for full-time living or a seasonal retreat.
Listing is courtesy of: PRIME TIME REAL ESTATE INC (941-323-8685)
Listing Agent: Alex Paulus (636-875-0796)
4305 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$799,000109 Days on yellowkey MLS ID: A4676006
REDUCED by $20,000 (2.4%) on 04/23/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2612 Built: 1990Monthly Fee: $196 Tax: $6,993 (2025)Community: The HighlandsSingle Family
Taxes:$6,993
Remarks: Walk through the front gate and courtyard to discover refined Florida living in a beautifully updated 3 bedroom, 3 bath pool home located in the heart of The Meadows, a golf course community in Sarasota. This move in ready residence blends comfort, functionality, and lifestyle driven design, making it ideal for full time living or a seasonal retreat. Inside, the home offers a thoughtful layout with generous living spaces, an open concept dining room/living room combination with a peaceful and private view of the saltwater pool. Need to work from home? A spacious private office featuring sliders that open directly to the pool, perfect for today’s work from home lifestyle. An additional pool and game room with wine fridge and bar area creates an inviting space for entertaining guests, hosting game nights, or relaxing after a day at the beach. Recent updates elevate the home throughout, including a resurfaced saltwater pool with new lighting, a new dishwasher, new ceiling fans, updated bathroom vanities, and upgraded landscaping that enhances curb appeal and outdoor enjoyment. There is even a clean well irrigation system for ease of maintenance. The backyard is designed for easy Florida living, complete with a dedicated dog run and plenty of space to lounge, entertain, or soak up the sun. Located within The Meadows, residents enjoy a serene, established community known for mature landscaping, walking and biking trails, golf, and a central Sarasota location close to University Town Center, Nathan Benderson Park, shopping, dining, downtown Sarasota, and Gulf Coast beaches.
Listing Agent: Diane Goodwin (941-706-6620)
2342 MARGARET ST, SARASOTA, FL 34237
$317,49886 Days on yellowkey MLS ID: A4680575
REDUCED by $1 (0.0%) on 03/31/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 945 Built: 1957 Tax: $3,175 (2025)Community: Ethan Allen SubSingle Family
Taxes:$3,175
Elementary School: Tuttle Elementary
Remarks: INVESTORS***Property is currently leased for one year, furnished***Buy at today's lower price, receive rent to cover expenses and sell when Market Increases. Charming Sarasota home located at 2342 Margaret Street, Sarasota offering 2 bedrooms plus a bonus room that can easily be converted into a third bedroom. Features include a beautifully updated kitchen with granite countertops and breakfast bar, bamboo flooring throughout, and a spacious family room with a unique bamboo ceiling that adds warmth and character. Ideal as a short term rental, vacation home, or primary residence. No deed restrictions and no flood insurance required. Newer A/C. An A+ Location conveniently located near Downtown Sarasota with its Shopping, Dining, Theatres and incredible amenities. Just minutes to University Parkway and UTC (University Town Center Mall), Restaurants, Shopping galore and the new Sarasota Aquarium. Just 8 miles to the world-famous Siesta Key Beach. A Location that can't be Beat! No HOA and endless potential—don’t miss this opportunity! Don't Miss the Virtual Tour. Don't Miss This investment opportunity.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
6512 MIDNIGHT PASS RD #504, SARASOTA, FL 34242
$2,495,000401 Days on yellowkey MLS ID: A4643532
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1991 Built: 2006 Tax: $20,738 (2024)Community: Crescent Siesta KeyCondo
Taxes:$20,738
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: This rare and exceptional turnkey Siesta Key residence offers an unparalleled blend of space, style, and sweeping Gulf views. Spanning nearly 2,000 square feet, this 3-bedroom, 2.5-bath coastal retreat features two expansive terraces—one overlooking the serene elevated pool and spa area, and the other offering unobstructed sunset vistas across the Gulf. Each of the three bedrooms enjoys private balcony access via sliding glass doors, creating a seamless indoor-outdoor living experience. Designed with a modern coastal aesthetic, the interior features full-thickness bamboo flooring in the main living areas, premium custom cabinetry, and sleek quartz countertops. Soaring 11.5-foot ceilings and clerestory windows with remote-controlled shades enhance the home’s light-filled, airy ambiance. The gourmet kitchen is equipped with top-of-the-line GE appliances, bar-height seating, and a pass-through window that frames the Gulf beyond. The open-concept living and dining areas are ideal for entertaining or quiet reflection, anchored by a Gulf-facing terrace and thoughtfully appointed with a Stressless reclining sofa and captain’s chairs—all perfectly positioned to take in the view. The spacious primary suite offers high ceilings, expansive windows with Gulf views, and blackout draperies for restful nights. The spa-style bath includes a multi-head oversized shower, a large vanity with quartz countertops, a dedicated makeup area, and tile flooring. Two additional bedrooms are configured for comfort and versatility, including a dedicated office in the third bedroom with a Murphy bed. A host of upgrades includes a Schlage Smart Entry Lock, Arlo security camera system, hardwired mesh network for seamless connectivity, a deck-mounted hot water dispenser, and an 80-gallon hot water heater with recirculating system. Additional conveniences include two dedicated parking spaces located on the first floor under the building and an air-conditioned storage cage (#4) on the fifth floor. Crescent offers an elevated beachfront lifestyle with private, direct access to Crescent Beach. The community is meticulously maintained, with newly renovated pools—including an elevated second-floor spa and a completed beachside pool and hot tub—fresh exterior painting, new landscaping, and a host of upscale amenities including a fitness center, social room, upgraded security system, and onsite manager. Ideally situated just off Stickney Point Bridge, this residence offers effortless access to Sarasota’s renowned dining, shopping, and cultural attractions. With Siesta Beach just steps away—recently named the No. 1 beach in America by Tripadvisor—this property captures the essence of Gulf-front living, whether as a full-time home, luxurious getaway, or investment opportunity.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
4512 OTTAWA TRL #229, SARASOTA, FL 34233
$168,00023 Days on yellowkey MLS ID: A4688722
REDUCED by $4,800 (2.8%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973 Tax: $1,373 (2025)Community: Lake TippecanoeVilla
Taxes:$1,373
Elementary School: Ashton Elementary
Remarks: Unlock the potential of this inviting 2-bedroom, 2-bath end-unit villa located in the sought-after 55+ community of Lake Tippecanoe. Recently refreshed with new interior paint and brand-new carpeting, this home offers a clean starting point while still leaving room for your personal style and enhancements. The spacious floor plan includes an eat-in kitchen, a generously sized living area, and a private primary suite designed for comfort. Impact rated front door and windows were replaced in 2020 (sliders excluded). While some updates may still be desired, the competitive price reflects an excellent opportunity to create value in a desirable Sarasota location. Residents of Lake Tippecanoe enjoy a tranquil setting, an active clubhouse, and a community pool—all just moments from shopping, dining, and the area’s beautiful Gulf beaches. The community has its own well, so no additional fees for water or sewer! The low fees also include basic cable, garbage pickup, exterior building & grounds maintenance. Bring your vision and make this charming villa your own!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Beth Ann Boyer (941-780-6606)
4900 OCEAN BLVD #201, SARASOTA, FL 34242
$699,000127 Days on yellowkey MLS ID: TB8456849
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1978 Tax: $7,974 (2024)Community: Sandy Cove IvSpa: NoCondo
Taxes:$7,974
Remarks: Enjoy coastal living in this updated 2-bedroom, 2-bath Siesta Key condo, just minutes from Siesta Key Village and the beach. The second-floor residence features a fresh coastal design and a kitchen remodeled in 2020 with granite countertops, stainless-steel appliances, and a washer/dryer. Natural light fills the space through large sliders that open to two spacious lanais with peaceful water and nature views. One of the community’s true highlights is the waterfront area behind the historic Buster Brown clubhouse—perfect for sunsets, shoreline or pier fishing, and watching the Gulf and bay come together. The private pier also provides kayak and water access. Residents enjoy an elevator-accessible lobby, a pool, and a grilling area, creating a relaxed coastal feel ideal for seasonal or year-round living. Being sold fully furnished, with AC replaced in 2022.
Listing is courtesy of: PINPOINT REALTY GROUP LLC (813-805-2112)
Listing Agent: David Broecker, Llc (813-437-5550)
2916 WOODCREST DRIVE DR, SARASOTA, FL 34239
$459,99912 Days on yellowkey MLS ID: A4689539
REDUCED by $30,001 (6.1%) on 04/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1576 Built: 1963 Tax: $5,128 (2026)Community: 1597 - South GateSpa: NoSingle Family
Taxes:$5,128
Tax Year: 2026
Remarks: Welcome to this charming and well-maintained single-family home located in one of Sarasota’s most desirable and centrally located neighborhoods. Situated on an oversized lot, this property offers a rare combination of space, privacy, and convenience. This residence features 3 bedrooms and 2 bathrooms with a functional layout designed for comfortable living and entertaining. The home offers abundant natural light, spacious living areas, and a seamless flow between indoor and outdoor spaces. The expansive lot provides endless opportunities — whether you’re looking to create a backyard oasis, add a pool, or explore future expansion possibilities. Ideal for both homeowners and investors, this property presents strong potential for long-term value and rental income. https://www.youtube.com/watch?v=5Msz_qac7d8 Conveniently located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. Easy access to major roadways makes commuting simple while still enjoying a quiet residential setting. No HOA restrictions, making this property even more attractive for flexibility and investment use. Whether you are looking for a primary residence, vacation home, or income-producing property, this is an exceptional opportunity in a high-demand area. Schedule your private showing today.
Listing is courtesy of: NEO REMARKETING (305-363-5091)
Listing Agent: Sam Razavi Razavi (305-570-2939)
6719 PASEO CASTILLE, SARASOTA, FL 34238
$550,000136 Days on yellowkey MLS ID: A4673922
REDUCED by $10,000 (1.8%) on 04/20/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2547 Built: 1990Monthly Fee: $125 Tax: $3,547 (2025)Community: MarbellaSingle Family
Taxes:$3,547
Remarks: Located in the Marbella Community of Palmer Ranch, this villa style detached home supports the Sarasota lifestyle. Sunlight pours into the dramatic 18’ ceilings of the living room, where a cozy fireplace invites quiet evenings and four-panel sliders open wide to the pool and lanai, creating a seamless backdrop for relaxed afternoons and effortless entertaining. The heated pool was completely refinished, making it easy to spend long days outdoors, while the flexible layout—with main level master bedroom, a den that can double as a bedroom, and two large bedrooms upstairs—offer privacy and versatility for guests, family, or work-from-home living. The kitchen is where daily life unfolds, anchored by a chef’s-grade refrigerator, induction stove, convection oven, and generous storage. An extra wide garage with workshop space keeps bikes, paddleboards, and projects neatly tucked away. Thoughtful updates an all new 2 phase primary air conditioner, a 27 solar panel system, and a new fiberglass double front door help keep the electric bill low. A newer (2021) tile roof quietly and poured slab construction supports comfort, efficiency, sound proofing, and peace of mind. Set at the end of a quiet cul-de-sac with no neighbor on one side and an HOA owned preserve behind, the home feels calm and private, surrounded by mature landscaping within the gated community of Marbella, known for its friendly feel, exquisite landscaping, and tranquil streets less than 5 miles to the nearest beach. From morning rides on the Legacy Trail only 1 mile away to sunset dinners in Gulf Gate and beach days on Siesta Key, this home places you right where Sarasota life is meant to be lived—easy, connected, and deeply enjoyable
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Sean Ready (813-326-6074)
4714 ELDER BERRY DR, SARASOTA, FL 34241
$850,00046 Days on yellowkey MLS ID: A4684149
0 Days Off yellowkey (back on 4/23/2026)
REDUCED by $50,000 (5.6%) on 04/12/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3666 Built: 1983Monthly Fee: $60 Tax: $9,210 (2025)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$9,210
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Live where you play in the highly desirable Bent Tree gated community. Known for its scenic beauty and one of Sarasota’s premier golf courses, Bent Tree is a wonderful place to call home. This spacious 5-bedroom, 3-bathroom pool home is tucked away at the end of a quiet cul-de-sac, offering privacy, peace, and direct access to a lifestyle that nature enthusiasts will love- all on a large lot that backs up to a beautiful nature preserve. Inside, you'll find a welcoming formal living space and a raised dining area with views of the pool and backyard—perfect for hosting large gatherings of family and friends. The remodeled bathrooms, including a convenient pool bath, make everyday life easier for active households. With a split floor plan, you can enjoy your own private retreat while guests have their own space. Need a home office or media center? The large bonus room gives you the flexibility to make it your own. The home also has a new water heater (2026), new carpet, and fresh interior paint. Some favorites include: -Minutes from the Bent Tree Championship Golf Course – no membership required -8 miles from the world-famous Siesta Key Beach -Screened porch for year-round use -Spacious bedrooms and bonus room -Zoned for top-rated schools. Homes like this don’t come along often—schedule your tour today!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Rebecca Milner (941-894-7656)
1333 GLEN OAKS DR E #135, SARASOTA, FL 34232
$192,50016 Days on yellowkey MLS ID: A4689392
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1974 Tax: $1,359 (2025)Community: Glen Oaks Ridge Villas 2Spa: NoVilla
Taxes:$1,359
Remarks: 55+ GLEN OAKS RIDGE Active Community Close to Downtown Sarasota, Lido Beach/St. Armand's, UTC, I-75 and SRQ Airport! BEAUTIFULLY UPDATED AND END UNIT SINGLE STORY VILLA WITH PRIVATE DRIVEWAY AND CARPORT. Fall in love with the EASY LIFE in this 2 bedroom, 2 bath villa with updated kitchen, flooring, IMPACT hurricane rated replacement windows, updates to the bathrooms, large updated laundry room with wash tub and newer hot water tank. New Mission style impact front door, newly screened front porch, paver courtyard. Enjoy your park-like canopy tree vistas in the back yard. The Condo fee includes Water, Sewer, Trash, Cable TV, Building insurance, Building Maintenance, Ground Maintenance, Roof repair/replacement, Exterior painting/power washing, Rec Center, Pool/pool maintenance, on site management, etc. There are NO units above you, NO units below you and you are in an end unit for more privacy! This is a pet friendly community allowing up to two pets! Welcome to paradise where BOBBY JONES golf course is walking distance away! Room for up to 3 cars in your driveway AND Lots of guest parking only a few feet away! $192,500
Listing Agent: Scotty Ledford (941-400-7360)
8383 CYPRESS HOLLOW DR, SARASOTA, FL 34238
$900,00077 Days on yellowkey MLS ID: A4681688
1 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3007 Built: 1992Monthly Fee: $205 Tax: $5,407 (2025)Community: Deer CreekSingle Family
Taxes:$5,407
Remarks: Under contract-accepting backup offers. Welcome to this simply spectacular. welcoming home in the gated community of Deer Creek in Sarasota's Palmer Ranch. This quality-built four-bedroom pool home, plus a den and three full baths, sits on a peaceful lake and is designed to truly enjoy Florida living—inside and out. Natural light pours in through multiple windows and sliders, creating a bright, open feel and easy access to the private screened pool and lanai. The spacious gourmet kitchen is the heart of the home, featuring solid stone countertops, a large island, and a breakfast bar—perfect for everyday living or entertaining. Open to the kitchen, the family room offers a cozy fireplace and a comfortable space to gather. The home is thoughtfully laid out with separate living and dining rooms, ideal for hosting family and friends while still keeping everyday spaces relaxed and inviting. A split bedroom plan provides privacy for the owners’ suite, which includes large closets and a well-appointed en-suite bath. Some hurricane-impact windows and sliders add peace of mind. Deer Creek offers a 24-hour guard gate, scenic lakes and preserve views, low HOA fees, and no CDD. Conveniently located near Siesta Key Beach, shopping at Publix and Costco, the YMCA, golf courses, the Legacy Trail, and downtown Sarasota’s dining, shopping, and cultural events, this home combines comfort, style, and an unbeatable location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$425,00093 Days on yellowkey MLS ID: A4679367
REDUCED by $55,000 (11.5%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Elementary School: Wilkinson Elementary
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,00095 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$22,275
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Bridget Spiess (941-720-6304)
1711 PELICAN COVE RD #341, SARASOTA, FL 34231
$315,00041 Days on yellowkey MLS ID: A4684312
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1979 Tax: $3,014 (2025)Community: Pelican Cove XivCondo
Taxes:$3,014
Remarks: Life at Pelican Cove moves at a different pace. Mornings begin with filtered sunlight through the trees and the quiet calm of nature just outside your window. Coffee tastes better when enjoyed in a place where walking paths wind along the bay, kayaks glide across the water, and neighbors gather not out of obligation — but because they genuinely love where they live. Inside this 2-bedroom, 2-bath residence, the space feels easy and inviting — designed for both peaceful solitude and welcoming guests. The split-bedroom layout allows for privacy, making it ideal for hosting visiting family, friends escaping winter, or creating a comfortable home office that doesn’t feel tucked away from life. But the real magic begins beyond your front door. Pelican Cove isn’t just a community — it’s an experience. Afternoons might find you: • strolling beneath the canopy of mature oaks • watching boats ease in and out of the private harbor • joining a tennis match or pickleball game • attending an art class in the on-site studios • or simply lounging by one of the heated pools with a good book Evenings bring glowing sunsets over the bay and the sense that you’re tucked into one of Sarasota’s most beloved hidden gems. And when you’re ready for the world beyond? Siesta Key Beach, waterfront dining, and downtown Sarasota’s culture and energy are only minutes away. This is where nature, creativity, and coastal living quietly come together. Not just a home — a lifestyle that feels like a retreat every day. BRAND NEW AC, BRAND NEW WATER HEATER, BRAND NEW ELECTRICAL PANEL, NEW PAINT, NEW APPLIANCES, NEW FLOORING IN LIVINGROOM AND BATHROOMS!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Trippe (941-330-7750)
5887 TIDEWOOD AVE #2, SARASOTA, FL 34231
$249,90011 Days on yellowkey MLS ID: A4690222
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $1,962 (2025)Community: Baywood Colony Sec 2Villa
Taxes:$1,962
Remarks: Highly Desirable, Location, Location, Location!!! Fully Turn-Key Furnished Baywood Colony 2BR/2BA Villa just 1 unit away from Clubhouse and pool, diagonally across from bayfront sea wall with fountain and benches for enjoying tranquil bay views, fishing or sunsets over the bay. Less than 1 mile to the Siesta Key bridge and World's #1 Siesta Key Beach with amazing, so soft & cool crushed crystal white sands. For peace of mind, this unit never flooded during the hurricanes of 2024 and that is saying something for being this close to the Gulf and Bay. You will love the fact that it is concrete block construction AND has NINE FOOT Ceilings, the Open Living Room/Dining Room Floor Plan Flows out to an Oversized Lanai via Quadruple Sliding glass doors - the feeling of light and space in this Villa is simply amazing! The primary BR has a walk-in closet and en-suite bath. The second bedroom is ample in size, and the 2nd bath is just in the hallway for easy access from the entire home. The $1053 Condo Fee includes Villa Exterior Insurance, Exterior Painting, All Ground Maintenance, Water, Sewer, Clubhouse with Pool, Saunas, Kitchen, Function room, Game Room with pool table, dart board, library, etc. and the beautiful bayfront park (this seller was only paying $300/yr. for HO-6 insurance which covers you from the drywall inward). So close to shopping and restaurants too! This is an amazing property and an amazing deal - you will love all that it offers. Mainland security with easy beach access and all at an Oh-so-nice price!
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
5453 RIVERBLUFF CIR #V68, SARASOTA, FL 34231
$199,900170 Days on yellowkey MLS ID: A4669920
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971 Tax: $1,096 (2024)Community: Strathmore Riverside IVilla
Taxes:$1,096
Remarks: PRICE IMPROVEMENT!! Rare Opportunity!**NEW ROOF (Feb 2026)**Move right into this beautifully updated 2-bedroom, 2-bath villa, perfectly located just minutes from the world-famous Siesta Key beaches. This turnkey furnished home is pet friendly and features a modernized kitchen and bathrooms, an updated electrical panel, and newer windows for peace of mind. The entire interior has been freshly painted with Behr premium paint. Enjoy the charm of the unique “keyhole” gardens in the front and back—complete with a watering system in the front—and a private, beautifully landscaped backyard perfect for relaxing or entertaining. The villa also includes a one-car carport and a separate storage and laundry area, offering privacy, security, and plenty of extra space. Conveniently located at the front of the complex, you’re just 2 blocks from shopping and public transportation, and only 1 block from the Clubhouse, heated pool, and marina. Strathmore Riverside Villas is known for its warm sense of community and active lifestyle. There are many activities happening here: Social events, bingo nights, games, billiards, card games and more! $725/mo. condo fee includes: Cable TV, Common Area Taxes, Community Pool, Escrow Reserves Fund, Fidelity Bond, Insurance, Maintenance Exterior, Maintenance Grounds, Maintenance Repairs, Manager, Private Road, Recreational Facilities, Sewer, Trash, Water. For boating enthusiasts, the protected marina offers affordable boat slips. NO FLOOD INSURANCE NEEDED! Don’t miss your chance to live the carefree Sarasota lifestyle—schedule your private showing today!
Listing Agent: Tracy Seider (941-356-2057)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$369,90093 Days on yellowkey MLS ID: N6142540
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Elementary School: Emma E. Booker Elementary
Remarks: Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Vince Fuda (941-615-8000)
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