Location: Sarasota
Do Not Show Listings
1511 N LAKE SHORE DR, SARASOTA, FL 34231
$2,349,000135 Days on yellowkey MLS ID: A4674572
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3613 Built: 1997Monthly Fee: $17 Tax: $11,879 (2025)Community: Oyster Bay EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,879
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Booker Middle
Remarks: This Oyster Bay residence with well known address of “North Lakeshore Dr.”….West of trail perfect location…..close to Siesta Key and the activities and also near the renowned “Field Club”. The grand entrance is deserving of the compliments you will receive from friends and family. This 4 bed 3.5 bath with 3613 square foot of living area is perfect with all the amenities. This residence is sitting on .46 acre allowing room for activities. The three car climate controlled garage is large enough for some toys. This is a must see to appreciate this fine residence and its many upgrades. Not in a flood zone, top of the line metal roof with additional tie downs for extra strength, generator, well for sprinkling all new impact windows and doors, home was totally rebuilt ground up in 1997. Gas appliances, fireplace and generator.
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Keith Groesbeck (941-266-7601)
9300 CLUBSIDE CIR #1208, SARASOTA, FL 34238
$305,000161 Days on yellowkey MLS ID: A4672094
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1994Monthly Fee: $571 Tax: $3,487 (2024)Community: Stoneybrook Golf & Country ClubCondo
Taxes:$3,487
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to this beautifully maintained, 2-bedroom, 2-bath, corner unit condo in the highly sought-after Stoneybrook Golf & Country Club – where homeownership comes with an enviable lifestyle. Situated on the second floor, with natural light filtering through, this updated unit offers 1,230 square feet of airy living space and blends comfort with a coastal feel. Delight in your morning coffee and unwind each evening on your climate-controlled glass-screened lanai, overlooking the lake and lush greens. Enjoy luxury tile flooring with a sound mat beneath, upgraded countertops, and the enhanced glass-enclosed lanai that extends your living space year-round. The unit includes a new HVAC system (2022), newer hurricane-rated windows, and a full-house water filtration system. For your convenience, right outside your front door you’ll find a grilling and gathering area, community pool, and pickleball/tennis court – perfect for relaxing or connecting with neighbors. The condo also includes a covered carport, additional parking for guests, and a private owner's storage closet. Recently painted with a newer tile roof, this condo offers peace of mind and easy living. A short stroll brings you to the Stoneybrook Amenities and Clubhouse, featuring a world-class and newly renovated golf course, tennis courts, biking trails, fitness center, dining, and more. Centrally located, Stoneybrook places you just moments from Downtown Sarasota, world-famous Siesta Key, and charming Venice. When you call this place home, you’re not just buying a condo—you’re buying a lifestyle in Florida paradise. Could be sold TURNKEY if desired
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Debbie Nevadomski (941-894-2515)
1723 OAK ST, SARASOTA, FL 34236
$1,999,999162 Days on yellowkey MLS ID: A4671825
REDUCED by $49,001 (2.4%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2862 Built: 2004 Tax: $15,094 (2024)Community: Burns RealtySpa: NoSingle Family
Taxes:$15,094
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: The best of both worlds awaits in historic Laurel Park: a walkable downtown lifestyle paired with the privacy and comfort of a single-family home. 1723 Oak Street is a rare offering: an elevated, concrete-block residence with a character-rich Spanish Colonial exterior and nearly 2,900 square feet of light-filled living space. From the picture-perfect front porch, you’re welcomed into the main level, where high ceilings and hurricane-rated French doors and windows flood every room with natural light. The kitchen is a true showpiece, blending upscale finishes with coastal-inspired design. A 36” Wolf range and built-in refrigerator complement the Calacatta marble countertops and exotic wood topped island, while an expansive walk-in pantry provides coveted storage. A beverage refrigerator on the island makes entertaining effortless. The semi-open floor plan flows seamlessly between the dining and living areas, creating the perfect environment for gathering in style. A flexible den, ideal as a study, playroom, or media space, is enclosed by French doors. Upstairs, the spacious primary suite offers a private balcony, dual walk-in closets, and a spa-like bath with marble countertops, a soaking tub, and an oversized walk-in shower. Two additional bedrooms share a beautifully appointed full bath and a balcony overlooking the property. The laundry is conveniently located on the same level as the bedrooms. Outside, discover an unexpected oasis in the heart of downtown: a heated PebbleTec plunge pool, brick paver patio, mature tropical landscaping, and lush turf that creates a serene, low-maintenance retreat. A detached structure at the rear of the property provides exceptional flexibility. The upper level hosts a self-sufficient guest suite complete with kitchen, bath, and built-in queen Murphy bed. Below, a two-car garage with a sleek impact-rated glass door not only offers prized garage space but has been finished and air conditioned to function as a home office, fitness studio, or creative flex space (this bonus space is not included in square footage). The property is fully fenced and includes off-street parking in addition to the garage. Located in one of Sarasota’s most desirable neighborhoods, you’ll enjoy dozens of restaurants, shops, and cultural venues just steps from your door, along with easy access to the waterfront, farmers markets, and year-round festivals and shows. Few homes combine modern quality, neighborhood charm, and exceptional indoor–outdoor living quite like this one. Don’t miss this rare opportunity to experience the very best of Laurel Park.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Nick Gard (941-500-4273)
4508 CINNAMON DR #2306, SARASOTA, FL 34238
$339,000170 Days on yellowkey MLS ID: A4671083
REDUCED by $10,000 (2.9%) on 04/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1554 Built: 2005 Tax: $1,017 (2024)Community: Arielle On Palmer Ranch Sec 1Condo
Taxes:$1,017
Elementary School: Gulf Gate Elementary
Middle School: Sarasota Middle
Remarks: Welcome home to this well-appointed, maintenance free, SINGLE STORY, 2 bedroom, 2 bath condominium WITH A DEN. Thoughtfully designed with an open-concept layout, this residence combines comfort and style-featuring a spacious living area, well equipped kitchen and a private primary suite with 2 generous custom walk-in closets. The den provides the perfect flex space for a home office, media room or guest overflow. The glass-enclosed lanai offers a comfortable four-season living space and additional flexible indoor/outdoor space with a beautiful preserve view. Additional highlights include the home being offered fully furnished for a seamless move-in experience and a built-in EV charger for at home charging. Arielle is a pet friendly community that offers social activities to include water aerobics, BYOB gatherings at the pool, men and women groups, book clubs and BUNCO and is located minutes from world-class beaches, golf courses, dining, downtown Sarasota and the Legacy Trail. The Arielle homeowners association fee includes basic cable and internet, water and sewer, gated entry, maintenance of the grounds and the outside building, and the community pool and spa.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kristen Redding (941-350-0612)
1705 FIELD RD, SARASOTA, FL 34231
$2,499,000170 Days on yellowkey MLS ID: A4671008
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2409 Built: 1975 Tax: $9,575 (2024)Community: Oyster Bay EstatesSingle Family
Taxes:$9,575
Remarks: Welcome to this stunning, fully reimagined residence in one of Sarasota’s most sought-after neighborhoods West of the Trail. Comprehensive back to studs renovation with an effective build date to Florida building codes of 2020. No detail has been overlooked in this comprehensive luxury renovation, offering the perfect blend of timeless coastal elegance and modern sophistication. This home is offered fully furnished. Step inside to discover brand-new wood flooring, custom millwork, and an open-concept layout that seamlessly connects living, dining, and entertaining spaces. The gourmet kitchen is a showstopper, featuring designer cabinetry, quartz countertops, high-end appliances including SubZero and Wolf, luxury faucets from Perrin and Rowe and an oversized island perfect for gathering with family and friends. This exceptional home offers four spacious bedrooms, three full baths, and two half baths, providing ample room for comfort and privacy. Every bathroom has been beautifully appointed with premium finishes and spa-inspired details. Enjoy peace of mind with all-new electric, plumbing, roof, siding, and hurricane-impact windows and doors—including an impact-rated garage door. Outside, the property shines with fresh landscaping, new patios, and elegant walkways, creating a serene retreat for outdoor living and entertaining. Perfectly situated West of the Trail, this home places you minutes from Sarasota’s vibrant downtown, St. Armands Circle, world-class beaches, and top-rated schools, dining, less than a block to the Field Club and close to shopping. Buyer and Buyer's Agent to confirm room dimensions.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Albert Joerger (941-685-6145)
4166 CENTRAL SARASOTA PKWY #521, SARASOTA, FL 34238
$140,000236 Days on yellowkey MLS ID: A4663357
REDUCED by $9,900 (6.6%) on 04/15/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 949 Built: 1998 Tax: $2,205 (2024)Community: Bella Villino ViSpa: YesCondo
Taxes:$2,205
Remarks: One or more photo(s) has been virtually staged. Live the Florida Resort Lifestyle at an Incredible Value! Welcome to Bella Villino, a gated, resort-style condominium community located in the heart of Palmer Ranch. This beautifully designed 1-bedroom, 1-bath loft-style residence offers nearly 950 sq. ft., making it the largest one-bedroom floor plan in the community. Step inside and feel the openness created by vaulted ceilings and abundant windows that fill the home with natural light. The impressive 12' x 28' great room/sunroom offers incredible flexibility—perfect for a guest sleeping area, daybed or Murphy bed, home office, or relaxing sunroom retreat. The open layout features a spacious kitchen with breakfast bar, dining area, and separate laundry room for everyday convenience. As a desirable end unit with no neighbors above or below, you’ll enjoy extra privacy and quiet. A covered carport and abundant guest parking are included. Step just outside and down a short flight of stairs to a peaceful outdoor gathering space featuring gas grilling stations, a tranquil pond with fountain, and a bench to relax and take in the scenery. A sidewalk leads directly to the resort-style pool, making it easy to enjoy the amenities without ever getting in your car. Recent upgrades include hurricane-impact windows, new AC (2023), and new water heater (2024). A new roof is scheduled for 2027 with no assessment expected. Residents of Bella Villino enjoy lush tropical landscaping and exceptional amenities, including a heated resort pool and spa, elegant clubhouse, state-of-the-art fitness center, indoor racquetball and basketball courts, tennis, pickleball, billiards, game room with foosball, business center, library, outdoor gathering areas, and multiple grilling stations. Ideally located just minutes from the world-famous Siesta Key Beach and the scenic Legacy Trail, with easy access to shopping, dining, marinas, and entertainment. Whether you're looking for a full-time residence, seasonal getaway, or lock-and-leave Florida retreat, this spacious loft-style home offers resort living at an exceptional price. Don’t miss this opportunity to enjoy the Florida lifestyle while it lasts!
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
2456 MISSARA LN, SARASOTA, FL 34231
$2,350,000241 Days on yellowkey MLS ID: A4663280
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3224 Built: 2022Monthly Fee: $200 Tax: $18,996 (2024)Community: ShorelineSpa: YesSingle Family
Taxes:$18,996
Remarks: One or more photo(s) has been virtually staged. Welcome to 2456 Missara Lane in beautiful Sarasota, Florida. This stunning residence offers the perfect blend of coastal living and modern comfort. Nestled in a highly desirable neighborhood, the property features Phillippi Creek water access with a private boat dock, making it ideal for boating, fishing, or simply enjoying the serene waterfront lifestyle. Best of all, the home sits in a no flood zone, providing peace of mind for years to come. Inside, you’ll find custom details throughout, from thoughtfully designed living spaces to elegant finishes that set this home apart. The heart of the home is the gourmet kitchen, equipped with stainless steel appliances, custom cabinetry, and plenty of counter space for entertaining and cooking with ease. Located just a short walk to Riverview High School, the property combines everyday convenience with exceptional amenities. Whether you’re enjoying quiet evenings by the water, hosting gatherings in the open living areas, or taking your boat out for the day, this home truly has it all. Seller is offering 5% financing (Terms Apply)!!
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
4481 ASCOT CIR N, SARASOTA, FL 34235
$298,000247 Days on yellowkey MLS ID: A4662740
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience, ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Recent upgrades include exterior painting (2023) and a new HVAC system (2023), offering peace of mind for years to come. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
8312 MISTY LAKE CIR, SARASOTA, FL 34241
$997,000317 Days on yellowkey MLS ID: A4655373
REDUCED by $92,000 (8.4%) on 04/15/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3449 Built: 2000Monthly Fee: $161 Tax: $8,384 (2024)Community: Misty CreekSpa: YesSingle Family
Taxes:$8,384
Elementary School: Lakeview Elementary
Remarks: One or more photo(s) has been virtually staged. OVERSIZED LAKE LOT with gorgeous views!! This spectacular 4 bedroom, 3 bath Misty Creek home is waiting for you! This luxurious pool home is situated in a wonderful golf course community with fantastic views of a serene lake. Mature landscaping greets you as you walk up the impressive facade of this also 1/2 acre property. Many wonderful updates include 2025 ROOF, gutters, downspouts, HVAC replaced in 2022 which has a transferrable warranty and UV light, Bosch refrigerator is a few months old, dishwasher 3 years old, some 2025 interior painting, NEW laminate flooring, carpet, NEW 2025 pool cage with a huge panorama screen and pool pump 2025. As you walk in the front doors, you are greeted with impressively high ceilings of the living area and full VIEW of the pool and LONG RANGE LAKE through the panorama view screen. The tastefully done interior is pure elegance. To your left is the formal dining area where you are sure to have lots of memories with friends and family as you entertain them in your beautiful house. On through the Chef’s kitchen, you are greeted with sleek stainless steel appliances and plenty of countertops and cabinetry where you are sure to hone your skills as a Masterchef! This is the heart of your home that features an informal dining area as well as the main living area which overlooks the scenic pool and lake. The master bedroom overlooks the wonderful view of the pool and lake. The master bedroom will not disappoint with it’s high ceilings, carpet flooring and large walk-in closet. The master bathroom has ceramic tile flooring, a fantastic bath, a walk-in shower, his and hers vanity sink, linen closet and separate water closet. The secondary bedrooms are perfect for your loved ones with a den that can be converted to a fifth bedroom as well or a mother in law suite or gameroom. This new fully screened extended lanai with a private pool and spa allows you to relax your stresses away and also has new pavers. Take a splash in your pool and create beautiful memories with friends and family as you all enjoy the stunning lake view. There are some electric hurricane shutters on this home as well as a whole house backup GENERATOR which was replaced in 2022 that also has a buried gas tank that conveys with the property. Plenty of parking with a 3 car garage and larger driveway. You do not have to be a member of the golf club to enjoy living in this beautiful home on this oversized lake lot. Great location and close to everything Sarasota has to offer including Siesta Key beach, shopping, restaurants and more.
Listing is courtesy of: GULF SANDS REALTY, LLC (941-343-7275)
Listing Agent: Cynthia Brock (941-400-6237)
5009 STURBRIDGE CT, SARASOTA, FL 34238
$459,000751 Days on yellowkey MLS ID: A4605805
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1467 Built: 1997Monthly Fee: $65 Tax: $4,647 (2024)Community: Wellington ChaseSingle Family
Taxes:$4,647
Elementary School: Ashton Elementary
Remarks: Unbelievable value in the the neighborhood & the seller is motivated! Welcome to Wellington Chase in Palmer Ranch! This impeccably maintained split plan home is ideal for the Florida lifestyle. Vaulted ceilings accent the spacious open floor plan. Tile floors throughout the home provide easy maintenance. The great room & master bedroom open to the 21 x 21 paver patio to extend your living space outdoors. The HVAC was replaced in 2022, the roof in 2020,the windows and sliders in 2019 (ALL impact glass), and the house was replumbed in 2012. Wellington Chase has low HOA fees and a location convenient to everything - 6 miles to Siesta Key, 1/4 mile to the Legacy Trail, and all the shopping & restaurants you may need within a few miles. It doesn't get better than this!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
4626 GLEASON AVE, SARASOTA, FL 34242
$695,00084 Days on yellowkey MLS ID: A4680372
REDUCED by $35,000 (4.8%) on 04/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1144 Built: 1955 Tax: $6,783 (2025)Community: Ocean BeachSingle Family
Taxes:$6,783
Remarks: You're about to miss it...coming off the market 6/1. A perfect blend of old-school cool and 2026 finishes, this mid-century modern bungalow is a true "buy it and move-in tomorrow” type home. Most importantly, no high condo/HOA fees. Polished terrazzo floors, vaulted ceilings, it’s just fun all over. Fully renovated with crisp coastal selections. It has a nice sunroom for a large party gathering or workout room, art studio, play area. Carport equipped with RV hookups and motor court driveway. Plenty of parking space for bikes, scooters, and golf carts. The landscaping is immaculate, professionally designed by the owner including an advanced drainage system helping keep you dry 24/7/365. Not far from the Village, close to the beach, and minutes to North bridge. Clean, affordable, easy beach living. Being offered turn-key furnished.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Jason Skowronski (941-812-6090)
4540 ASCOT CIR N, SARASOTA, FL 34235
$300,00054 Days on yellowkey MLS ID: TB8481018
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoVilla
Taxes:$1,824
Remarks: Step through the iron gate into the front garden courtyard and discover a private retreat with a peaceful interior, long lake views, and mature trees. This 2-bedroom, 2-bath home is professionally decorated with carefully chosen furnishings that create a calm, welcoming atmosphere as you move from room to room, blending indoor and outdoor spaces. Sunlight shines through the trees, making the lanai a perfect spot to relax. You might even want to add an outdoor spa to the screened lanai for evenings with bubbles and a glass of champagne. The home comes with hurricane shutters, a new HVAC system (2024), a new water heater (2023), an interior laundry room with a full-sized washer and dryer, plenty of closet space, and is sold furnished for your convenience. The second bedroom is set up as a den with a Murphy bed for guests. Floor-to-ceiling mid-century-style windows and high ceilings give the home an open, inviting feel. The location is excellent, just 11 miles from local beaches, less than 2 miles from the UTC mall, and close to a wide range of restaurants. Nearby, you'll also find Walmart, Publix, Whole Foods, Macy’s, Marshalls, TJ MAXX, and Home Depot. Residents enjoy the community’s tropical setting, mature trees, and paved trails, which are great for walking, exercising, or taking your dog out. The neighborhood fees cover exterior insurance, roof replacement and repair, exterior pressure washing, pest control, grounds and irrigation maintenance, and reserves. This is an estate sale that’s ready to close, and the motivated seller says, “Let’s make a Deal!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
1166 W PEPPERTREE DR #112D, SARASOTA, FL 34242
$725,00099 Days on yellowkey MLS ID: A4678257
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1974 Tax: $5,936 (2025)Community: Peppertree Bay IiiCondo
Taxes:$5,936
Remarks: Located on Siesta Key, this updated first-floor 2-bedroom, 2-bath condo at 1166 W Peppertree Drive offers an excellent combination of coastal living and rental potential. This home is offered TURN KEY! Just steps from the world-famous Siesta Key Beach, residents enjoy easy access to the island’s renowned white-sand shoreline, along with nearby shopping, dining, and local restaurants. The well-maintained open floor plan features an updated kitchen with granite countertops, custom cabinetry, and stainless-steel appliances. An enclosed lanai provides additional living space with a built-in quartz workspace and owner storage. Both bathrooms offer granite countertops and walk-in showers. Additional features include wood plank tile flooring throughout, updated windows, in-unit washer and dryer, and a remodeled kitchen. Peppertree is a Beach-to-Bay community with resort-style amenities, on-site management, optional rental program, and security, making this property ideal as a primary residence, seasonal retreat, or investment opportunity. Conveniently located near marinas, golf, Siesta village, and downtown Sarasota.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Mike Aveni (941-961-8730)
2452 WHIPPOORWILL CIR, SARASOTA, FL 34231
$450,000123 Days on yellowkey MLS ID: A4675147
REDUCED by $24,900 (5.2%) on 04/19/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2295 Built: 1956 Tax: $2,167 (2025)Community: Weslo WillowsSingle Family
Taxes:$2,167
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bath residence ideally located in the heart of Sarasota, just minutes from world-famous Siesta Key Beach. 2452 Whippoorwill Circle offers 2,300 square feet of thoughtfully designed living space and full of possibility. This home features a desirable split floor plan that provides both comfort and functionality for everyday living and entertaining. Step inside to a bright, open layout highlighted by timeless terrazzo flooring and a spacious living room accented with gorgeous exposed beams that add character and warmth. The well-appointed kitchen and multiple gathering areas create an inviting flow, perfect for family living or hosting guests. Enjoy Florida living year-round from the comforting screened lanai, an ideal space to relax and unwind. Situated on a quiet street, the home offers a sense of privacy while remaining moments from Sarasota’s vibrant dining scene, shopping, and everyday conveniences. Restaurants, cultural attractions, and everything Sarasota has to offer are right at your doorstep. Additional benefits include no CDD fees, no HOA costs, and zoning for top-rated schools including Phillippi Shores Elementary, Brookside Middle, and Riverview High School. With easy access to major roadways, beaches, and downtown Sarasota, this property presents an exceptional opportunity to enjoy space, location, and value. Be sure to experience the 3D interactive walkthrough tour. This home is priced to sell, make a private appointment today!
Listing Agent: Andrew Haddad (941-313-1218)
1690 ASSISI DR #12, SARASOTA, FL 34231
$1,779,0008 Days on yellowkey MLS ID: A4690125
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3097 Built: 2007Monthly Fee: $388 Tax: $15,103 (2025)Community: Portofino On The BaySingle Family
Taxes:$15,103
Remarks: Don’t miss this stunning Mediterranean-Tuscan-style residence, perfectly situated just steps from the Intercostal. This gated Sarasota estate home located in Portofino on the Bay includes its own DEEDED boat slip and remote controlled 10,000 LB. boat lift. Experience being near waterfront without the need for any flood insurance or stress of flooding, but still have your boat in your backyard with Bay access. This model-home-ready property features a private feeder dock slip, offering effortless access to the open water for boating. The Bay opens almost directly across from the newly opened midnight pass with Caribbean worthy turquoise water. Inside, the home has been completely renovated with top-of-the-line appliances and designer finishes throughout, blending luxury with comfort in every detail. The luxury chefs kitchen was renovated in 2023 leaving nothing out, complete with Fulgor Milano appliances. Enjoy the convenience of a first floor master with en suite and his and her wardrobes, a large home office and 10 foot-high ceilings with arched entryways throughout and a 25 foot high foyer with impressive feature wall and fireplace. The upstairs features impressive Cumaru wood flooring and stairs, three large bedrooms and a newly renovated bathroom with tub. The guest suite shows off with a Juliet balcony overlooking the private back yard. The open and inviting layout flows seamlessly into a serene private courtyard - perfect for relaxing or entertaining guests. Unwind in the soaking spa and enjoy the convenience of being just a short drive to downtown Sarasota, world-famous Siesta Key Beach, The Legacy Trail and the newly developing Sarasota Square, placing shopping, dining, and entertainment right at your doorstep. The Portofino on the Bay community has a Kayak Launch, kayak storage and a guest slip for daily visitors passing through. This exceptional home combines timeless architecture with modern elegance in a prime near waterfront location. Don’t miss out on this one.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alexandra Lawson-Baker (703-963-4887)
1661 S JEFFERSON AVE, SARASOTA, FL 34239
$1,250,00050 Days on yellowkey MLS ID: A4684656
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2490 Built: 1953 Tax: $12,131 (2025)Community: Alfred ParkSpa: YesSingle Family
Taxes:$12,131
Elementary School: Alta Vista Elementary
Remarks: BUYER'S CONTRACT FELL THROUGH. So, back on the market. What a great opportunity! Live where mornings begin with coffee on the wide front porch beneath mature live oaks and evenings end with a swim in your own heated pool and spa, added by the current owner to elevate Florida living. Completely renovated down to the studs in 2021, this move-in-ready, three-bedroom, three-bath Arlington Park pool home with dedicated office, den/sunroom and bonus room blends timeless mid-century charm with modern systems and design. Major upgrades include a 2021 metal roof, newer plumbing, newer electrical wiring and panel, hurricane-rated windows, hurricane-rated garage door, LED lighting and hand-scraped engineered hardwood floors throughout, delivering both beauty and long-term peace of mind. Walls were thoughtfully opened to create bright, flowing living spaces anchored by a stunning Quartzite kitchen featuring an oversized island with seating, solid wood soft-close cabinetry, stainless KitchenAid appliances including under-counter microwave, full-height subway tile backsplash, ample pantry storage, and a built-in Quartzite-topped buffet with glass-front cabinetry and wine refrigerator in the dining area. The spacious living room and adjoining den/sunroom connect seamlessly to the private, fully fenced backyard oasis with multiple seating areas and professional landscaping. The owner’s suite offers a peaceful retreat with spa-style bath, Quartzite counters, glass-enclosed shower and private outdoor lounging deck, while two generously sized guest bedrooms, one ensuite, and two additional fully reimagined baths provide comfort and flexibility. A custom office with Quartzite and wood built-ins supports work-from-home ease, and the large bonus room is ideal for a gym, media room, or play space. Perfectly positioned on a prominent corner lot with circular driveway and side-entry two-car garage, this home is a short distance from Arlington Park and Aquatic Complex featuring a 50-meter lap pool, fitness center, indoor gymnasium, tennis and pickleball courts, basketball courts, playground, dog park and scenic walking trails, and is minutes to Downtown Sarasota’s restaurants, arts and waterfront, Southside Village shopping and dining, Sarasota Memorial Hospital and the world-famous beaches of Siesta Key. For buyers searching for a fully renovated Arlington Park pool home in Sarasota with modern upgrades, walkability and unbeatable proximity to parks, downtown and beaches, look no further.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
7815 GENEVA LN, SARASOTA, FL 34243
$375,00073 Days on yellowkey MLS ID: W7882865
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 1990Monthly Fee: $200 Tax: $5,093 (2024)Community: Treetops At North 40 - St CharlesSingle Family
Taxes:$5,093
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Short Sale. FULLY LOADED—and FLAWLESSLY DONE! Tucked inside the boutique, tree-canopied ENCLAVE of Treetops at North Forty, this 3-bedroom, 2-bath single-family home delivers the rare combination of refined upgrades, peaceful surroundings, and an unbeatable central Sarasota location. Homes in this intimate community don’t come along often—especially not ones that have been this thoughtfully and thoroughly improved. Every inch of this home has been elevated with intention. Starting at the top, a BRAND-NEW ROOF and BRAND-NEW WATER HEATER take care of the big-ticket items buyers value most, while fresh interior and exterior paint create a crisp, cohesive look that feels both modern and timeless. The FULLY REMODELED KITCHEN is a true showpiece, featuring STONE countertops, all-new custom-style cabinetry, and a complete suite of BRAND-NEW APPLIANCES, designed to be as functional as it is beautiful. Whether you’re hosting friends or enjoying a quiet morning coffee, this space simply works. Step outside the breezeway, or plant an herb garden here, with tons of square footage for all of your plants. Both bathrooms have been COMPLETELY RENNOVATED with updated finishes, fixtures, showers and tubs, and a spa-inspired feel that turns everyday routines into small luxuries. Plush new carpet in the bedrooms creates a soft, comfortable retreat at the end of the day! A brand-new washer and dryer adds convenience, while the WHOLE HOME WATER PURIFICATION system quietly enhances daily living with cleaner, better-tasting water throughout the house. This home truly stands apart when it comes to storm preparedness. With a new roof already in place and a MANUAL-CAPABLE ELECTRIC AWNING that remains functional even during power outages, the home is thoughtfully equipped for Florida’s weather realities. Adding to its appeal, the property sits above the flood plain, offering increased confidence, reduced flood risk, and potentially lower insurance considerations—an increasingly important factor for today’s buyers. It’s a home designed not just to look good, but to perform well when it matters most. Outside, the lifestyle upgrades continue. The property is positioned on one of the largest lots in the community, backing up to protected CONSERVATION LAND for rare privacy and peaceful views with no rear neighbors. The brand-new electric awning with integrated lighting creates a shaded, flexible outdoor living space—perfect for relaxed evenings, weekend gatherings, or quiet moments surrounded by nature. Treetops at North Forty is a boutique community prized for its quiet charm, mature landscaping, and sense of retreat—yet it offers a COMMUNITY POOL, no age restrictions, no CDD fees, and a welcoming, neighborly atmosphere. All of this is just minutes from UTC Mall, SRQ Airport, New College, and the endless dining, shopping, and cultural experiences that make Sarasota so desirable. This home isn’t just updated—it’s curated, offering a polished, low-maintenance lifestyle in a community that feels private, established, and special! Opportunities like this don’t linger, so schedule your showing and experience it for yourself.
Listing is courtesy of: THE WILKINS WAY LLC (407-874-0230)
Listing Agent: Brooke Overton (315-439-3013)
6290 BUCKINGHAM ST, SARASOTA, FL 34238
$500,00073 Days on yellowkey MLS ID: A4681325
REDUCED by $30,000 (5.7%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1835 Built: 1997Monthly Fee: $83 Tax: $3,021 (2025)Community: Wellington ChaseSpa: NoSingle Family
Taxes:$3,021
Remarks: Welcome to your private oasis in the heart of Wellington Chase, one of Sarasota’s most desirable and centrally located communities. This charming 3 bedroom, 2 bathroom pool home presents a rare opportunity to own a piece of paradise where you can add your own personal touches to create the ultimate dream home. From the moment you step inside, you are greeted by a bright and airy living room that feels spacious, thanks to large sliding glass doors that lead directly to the screened-in pool area. This seamless indoor-outdoor flow is perfect for entertaining or simply enjoying the peaceful, sun-drenched Florida lifestyle. The floor plan is thoughtfully designed for both comfort and functionality, featuring a dedicated dining space and a kitchen equipped with Corian countertops and a convenient closet pantry. Nearby, the oversized laundry room with a brand NEW washer and dryer and built-in shelving offers plenty of extra storage and utility space. The master suite serves as a true sanctuary, boasting a massive walk-in closet and a master bathroom complete with dual sinks, a relaxing soaking tub, and a separate shower. Ensuring privacy for family or guests, the second and third bedrooms are joined by a Jack-and-Jill bathroom. Outside, the backyard is a hidden gem, offering a level of privacy that is hard to find. Whether you are lounging by the pool or enjoying the lush surroundings, this space feels like a personal retreat. Best of all, Wellington Chase offers incredibly low annual HOA fees while keeping you close to everything Sarasota is famous for; including world-class beaches, top-rated schools, and the Legacy Trail. This home is ready for its next chapter and is waiting for someone to unlock its full potential in a premier location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Mairead Smialek (847-334-4848)
5590 GOLF POINTE DR #5590, SARASOTA, FL 34243
$294,50077 Days on yellowkey MLS ID: A4680747
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1412 Built: 1988Monthly Fee: $645 Tax: $1,394 (2024)Community: Callaway Glen Ph 1Condo
Taxes:$1,394
High School: Braden River High
Remarks: This beautifully maintained Mediterranean Carriage home condominium is ready to move into. Nestled in Callaway Glen at Golf Pointe in the desirable Palm Aire community, this stunning home features lovely cabinetry, ceramic tile floors, high ceilings, built-in closets, stainless steel appliances, and so much more! Unwind and sip cocktails while enjoying breathtaking views of golf course and water. The oversized one-car garage, two bedrooms with two full baths, and its ideal location make it perfect for welcoming family and friends. The roof and gutters were updated in 2015. Golf Pointe offers two heated community pools, a full-time handyman for exterior upkeep, and beautiful mature grounds. Located west of I-75, it’s just a short drive to the fantastic shopping at UTC Mall, SRQ Airport, downtown Sarasota, and the beautiful beaches. Plus, the optional and private Palm Aire Country Club is just a quick golf cart ride away, offering full golf, tennis, and social memberships, and club members can even drive their own golf carts! Book your appointment today to explore this spectacular home.
Listing Agent: Babette Paige (941-587-1045)
721 FORESTVIEW DR, SARASOTA, FL 34232
$689,90092 Days on yellowkey MLS ID: TB8467137
REDUCED by $10,000 (1.4%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 1988Monthly Fee: $68 Tax: $4,509 (2025)Community: Woodland ParkSpa: NoSingle Family
Taxes:$4,509
Remarks: Welcome home to this meticulously updated and maintained 3-bedroom, 2-bath home in the charming, tree-canopied neighborhood of Woodland Park. Enjoy the comfort and sophistication of open space living, vaulted ceilings, custom library, a dazzling living room with wood-burning fireplace, and custom features throughout. Open all the sliders and bring the outside in or relax in a large, screened lanai with pool/spa and lots of lush privacy. Upgrades include porcelain tiled floors, new roof in 2020, irrigation system, quartz countertops, updated appliances, fixtures, renovated bathrooms, and pool heater. Located near shopping, restaurants & easy access to I-75.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
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