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)
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
Tax Year: 2024
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)
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)
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)
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
Middle School: Sarasota Middle
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)
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
Elementary School: Gulf Gate Elementary
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)
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
Elementary School: None
High School: None
Middle School: None
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)
560 OAKFORD RD, SARASOTA, FL 34240
$1,395,000131 Days on yellowkey MLS ID: A4674764
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 3009 Built: 1998 Tax: $12,552 (2024)Community: Not ApplicableSingle Family
Taxes:$12,552
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: SAY HELLO TO PRIVACY!!! Bring Your Horses or Cows! This is a Hard to find secluded 10 acre estate located just 8.5 miles from I-75 and a short drive to the World Famous Siesta Key Beach! NO HOA or CDD! Zoned OUE1 gives you LOTS OF OPTIONS!! The House was Built in 1998, renovated in both 2013 and 2018, and was just RECENTLY PAINTED. This home overlooks a stocked fishing pond with a wooden dock and built-in Adirondack chairs. Plenty of space for animals and horses. This custom built home in a lovely neighborhood was, according to the previous owner, built to have a second floor added if desired. With over 3,000 square feet under air, it is a very practical open house layout with vaulted ceilings and panoramic views from every window and patio of pasture, ponds, woods and there are no other houses in sight! The front screen enclosed porch also has a spa. The rear brick-paver patio faces west offering amazing sunsets over the pastures and visiting wildlife. The Oversized Garage/Barn is Large Enough for a Car Collection or to Store Tractors and Farm Equipment. It also has a Fully-Equipped Air Conditioned Gym. The home has many upgrades as well such as granite countertops, simulated wood plank tile floors, stainless appliances, custom solid wood cabinets, breakfast bar, and decorative stone fireplace. The SPLIT BEDROOM plan has a spacious master bedroom with walk in closet and jetted tub. The other two bedrooms with walk-in closets are on the other side of the living room with the second bath. There is a man cave/game room with a bar for parties and events or just watching the game on a Sunday with friends. Laundry room with storage is located off of the kitchen. Other structures on site include an oversized metal barn/garage/workshop, RV site/carport, storage shed, detached well-lit 2-car carport, a 2-car carport attached to the house, and chicken coop. This property is completely hidden from the main road making it VERY PRIVATE! Make an appointment today!!
Listing Agent: Jeremy Egglefield (941-809-9200)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000135 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2276 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSpa: YesSingle Family
Taxes:$7,045
Remarks: Luxury Waterfront Living Now Priced to Move Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
10238 MORNING MIST LN, SARASOTA, FL 34241
$715,000162 Days on yellowkey MLS ID: N6141387
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2433 Built: 2021Monthly Fee: $442 Tax: $10,477 (2025)Community: Skye Ranch Nbrhd Four NorthSingle Family
Taxes:$10,477
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Make this highly sought-after 2,433 sq. ft. Lazio floor plan your own, perfectly situated in ESPLANADE AT SKYE RANCH. This exquisite THREE-BEDROOM PLUS BONUS ROOM, THREE-BATH residence with a THREE-CAR TANDEM GARAGE blends architectural elegance with modern comfort—an inspired retreat where every detail has been thoughtfully curated. From the moment you step inside, soaring 10-FOOT CEILINGS and abundant natural light create an immediate sense of openness and serenity. Rich, wood-toned LUXURY VINYL PLANK FLOORING flows throughout the main living areas, complementing the home’s warm and inviting palette. FRESHLY PAINTED INTERIORS elevate the space with a refined, move-in-ready appeal. The open-concept great room seamlessly connects the living, dining, and kitchen areas—perfect for both intimate evenings and entertaining on a grand scale. The GOURMET KITCHEN is a showpiece, featuring upgraded Shaker-style SOFT-CLOSE CABINETRY, premium GE stainless steel appliances, a GAS COOKTOP, and a stunning QUARTZ island with seating for five. A spacious walk-in pantry and kitchen WATER FILTRATION SYSTEM add both convenience and luxury. Step outside to the expansive eastern-facing lanai, designed for year-round enjoyment and unforgettable gatherings. The BRAND NEW OUTDOOR KITCHEN, retractable motorized screens, dual ceiling fans, wall-mounted TV, and tranquil pond views create an exceptional indoor-outdoor living experience. Each of the three spacious bedrooms offers privacy and its own en-suite bath, designed for comfort and style. The primary suite is a serene sanctuary, featuring a charming bay window ideal for a sitting area, elegant tray ceilings, and a spa-inspired bath with dual vanities, large-format tile flooring, an oversized frameless glass walk-in shower, and a custom-designed walk-in closet with soft-close drawers. A versatile bonus room provides endless possibilities—perfect as a fourth bedroom, refined home office, or private media retreat. Completing the offering, lightly lived-in furnishings are available under a separate bill of sale, allowing for a seamless, move-right-in experience. This exceptional home delivers luxury, lifestyle, and location—an opportunity not to be missed. Just steps from your door, Rendezvous Park invites you into a residents-only resort experience, complete with a sparkling pool and spa, private cabanas, fireside seating, a bark park, bocce and pickleball courts, and an event lawn designed for memorable gatherings. Elevating the lifestyle even further is The Hub, an impressive 25,000-square-foot clubhouse offering a state-of-the-art fitness center, indoor basketball courts, rock-climbing wall, café, stylish social lounges, Kidz Zone, and a family-friendly pool complex with lap lanes and a splash pad. Surrounded by 387 acres of preserved natural beauty, Skye Ranch blends luxury living with an active outdoor lifestyle, featuring more than 25 miles of scenic trails for walking, running, and cycling. A dedicated lifestyle manager curates a vibrant calendar of events, wellness programs, and community experiences that make every day feel thoughtfully elevated. Perfectly positioned near A-rated Sarasota County schools, pristine Gulf Coast beaches, championship golf courses, the arts and dining of downtown Sarasota, upscale shopping at University Town Center, and premier medical facilities—this is not just a place to live, but a lifestyle defined by connection, convenience, and refined relaxation.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Heidi Lionetti (651-246-9641)
5594 WILDE OAK WAY, SARASOTA, FL 34232
$455,00036 Days on yellowkey MLS ID: A4685501
0 Days Off yellowkey (back on 4/19/2026)
REDUCED by $10,590 (2.3%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1944 Built: 1992Monthly Fee: $44 Tax: $2,460 (2025)Community: Colonial OaksSpa: YesSingle Family
Taxes:$2,460
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Price Improvement! Welcome Buyers or Investors to your new residence priced well under $500,000 with a Pool, Spa & Newer Roof located in the lovely Colonial Oaks community! Walk through the double front entry doors offering beautiful & inviting views of the pool, setting the tone for Florida living at its best. This spacious house offers 1944 square feet of living space with 3 bedrooms and 2 baths, providing plenty of room to live, relax and entertain! Bring your vision and creativity to life in this wonderful home with endless possibilities! The open and split floor plan features a private primary suite located on one side of the home, while the guest bedrooms and guest bath are located in a separate wing, providing comfort and privacy for family and guests. Multiple living areas include a formal living room, dining room and open kitchen with dinette overlooking the family room with sliding glass doors out to your breathtaking pool and spa. An abundance of flexible space for every day living or gatherings with family and friends. Step outside to your generous sized lanai, perfect for relaxing or entertaining after enjoying a refreshing dip in your fabulous pool and spa! A fenced yard enhances your outdoor privacy. Recent improvements include a NEW ROOF (2023), WATER HEATER (2025) and newer Refrigerator, offering added value and peace of mind.Enjoy nearby Colonial Oaks 23-acre Park open to the public and county-maintained. A vast amount of activities include walking trails, basketball & tennis courts, picnic pavilions, half-court gymnasium, meeting rooms, playground, dance and exercise classes. Come experience Sarasota’s beautiful beaches, restaurants, vibrant downtown, cultural and art venues, UTC Mall and so much more! This home offers the perfect combination of lifestyle, location and opportunity! Easy to show so please schedule your private showing today, plus this residence is available for a quick closing! Move right in to your new home sweet home!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Terri Harrington (941-527-7244)
5169 OXFORD DR, SARASOTA, FL 34242
$1,498,8006 Days on yellowkey MLS ID: V4948468
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1658 Built: 1994 Tax: $15,228 (2024)Community: Siesta BeachSpa: NoSingle Family
Taxes:$15,228
Remarks: WATERFRONT PARADISE!! Welcome to 5169 Oxford Drive, where this elevated, turnkey-furnished home is perfectly positioned on a stunning canal, offering the ideal opportunity for personal enjoyment or rental income. This beautifully maintained property features 3 bedrooms and 3 bathrooms, along with quick access to open water, making it a dream for boating enthusiasts. Start your mornings with a relaxing cup of coffee or tea in your backyard oasis by the private swimming pool. As the day unfolds, gather with family and friends in the warm, inviting living room while enjoying tranquil canal views. The open-concept layout is designed for effortless living, seamlessly connecting to a chef-inspired kitchen just steps away. Upstairs, you’ll find a spacious bedroom and full bathroom, perfect for guests or added privacy. Downstairs features two en-suite bedrooms, providing comfort and convenience for everyone. Step outside to your own private retreat—ideal for entertaining or unwinding. Spend evenings by the pool, fire up the barbecue, or fish right from your private dock and pier. For adventure, grab your paddleboard and head straight out to the Gulf from your backyard. This home showcases exceptional features and thoughtful upgrades throughout, including: • Durable steel roof • Updated flooring • Indoor laundry • Outdoor grilling area • Private swimming pool • Boat slip • Private fishing pier Located just moments from Siesta Beach, you can easily hop on your golf cart or enjoy a scenic walk to one of Florida’s most beautiful shorelines. This is more than just a home—it’s a lifestyle. Seller is offering a one-year home warranty with a full-price contract. Schedule your private showing today and experience this exceptional property and neighborhood firsthand.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: John Chalkias (614-284-2560)
3856 27TH PKWY, SARASOTA, FL 34235
$339,00069 Days on yellowkey MLS ID: A4682653
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1014 Built: 1960 Tax: $1,218 (2025)Community: Kensington ParkSingle Family
Taxes:$1,218
Elementary School: Gocio Elementary
Remarks: Wonderful opportunity to live in Kensington Park. This 2 bedroom 1.5 bath block home is nicely situated on a well established lot with mature Oak trees and Mature fruit trees. The kitchen has been completely redone with quartz counters, luxury vinyl flooring and solid wood cabinets. New Roof in 2020, new hot water heater 2022, updated kitchen and bath 2022, New Hvac 2023. House has been repiped in 2014 and cast iron replaced in 2023. Nice 8'x12' shed in the back.Easy access to the beach and shops.
Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)
Listing Agent: David Barkema (941-284-4858)
3012 CLAY CIR, SARASOTA, FL 34234
$339,00014 Days on yellowkey MLS ID: A4689331
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1971 Tax: $2,411 (2025)Community: Newtown EstatesSingle Family
Taxes:$2,411
Elementary School: Emma E. Booker Elementary
Remarks: Fully remodeled Sarasota home at 3012 Clay Cir offering a functional layout, spacious living areas, and abundant natural light throughout. This property features all-new flooring, updated bathrooms, fresh interior paint, and modern finishes, along with newly refreshed front landscaping that enhances curb appeal. The kitchen opens to the main living space, making it ideal for both everyday living and entertaining, while the primary suite includes a private bath and additional bedrooms provide flexibility for guests or a home office. Enjoy a comfortable outdoor area perfect for year-round use, all conveniently located near downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools—making it an excellent option for a primary residence, seasonal getaway, or investment opportunity.
Listing Agent: Taymer Graham (941-224-8737)
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