Location: Sarasota
Do Not Show Listings
1705 FIELD RD, SARASOTA, FL 34231
$2,499,000174 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,575
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
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)
4626 GLEASON AVE, SARASOTA, FL 34242
$695,00088 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
High School: Sarasota High
Tax Year: 2025
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)
1690 ASSISI DR #12, SARASOTA, FL 34231
$1,779,00012 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)
7815 GENEVA LN, SARASOTA, FL 34243
$375,00077 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
$500,00077 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
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
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
$689,90096 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
$1,395,000135 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)
5594 WILDE OAK WAY, SARASOTA, FL 34232
$455,00040 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
$1,498,80010 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
$339,00073 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
Middle School: Booker Middle
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
$339,00018 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)
2806 UPPER TANGELO DR, SARASOTA, FL 34239
$499,00032 Days on yellowkey MLS ID: A4687698
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1538 Built: 1958Monthly Fee: $17 Tax: $4,501 (2025)Community: South GateSingle Family
Taxes:$4,501
Elementary School: Southside Elementary
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after South Gate neighborhood of Sarasota, ideally located just minutes from world-famous Siesta Key Beach and vibrant Downtown Sarasota. Situated on a highly desirable corner lot, this move-in ready home offers exceptional curb appeal with a newly installed 8-ft vinyl fence, along with a new roof, fascia, and gutters completed in 2023. Step inside to an inviting, light-filled living space where large windows create a bright and airy atmosphere. The flexible layout flows seamlessly into a versatile bonus area—perfect for a home office, sitting room, or additional entertaining space. The updated eat-in kitchen is the heart of the home, featuring freshly painted cabinetry, quartz countertops, stainless steel appliances, and a stylish backsplash—designed for both everyday living and hosting. A dedicated laundry room with built-in shelving doubles as a convenient pantry for added storage, and the home includes a new washer and dryer. French doors lead to the screened lanai, with upgraded wood tile flooring, creating a warm and inviting outdoor living space perfect for relaxing or entertaining. The fully fenced yard, mature canopy, and producing lychee tree contribute to a setting that feels both established and quietly distinctive. This backyard also offers room for play and possibly a pool for the future owner. The primary suite offers a peaceful retreat with an updated ensuite bathroom, featuring a new vanity and walk-in shower. Additional upgrades include fresh interior and exterior paint, new landscaping, vinyl flooring throughout, and added attic insulation (2024) for improved energy efficiency. This home is equipped with hurricane shutters, a 360-degree security system, and surge protection in the electrical panel for added protection and peace of mind. Furniture is available for purchase separately, making this a potential turnkey opportunity. Residents have the option to join the voluntary HOA, which provides access to the South Gate Community Association pool—an added perk that enhances the neighborhood lifestyle. Enjoy an unbeatable Sarasota lifestyle just minutes from shopping, dining, and entertainment, with easy access to the Legacy Trail, Siesta Key and St. Armands Circle. Whether you're searching for a primary residence, seasonal retreat, or investment property, this South Gate home offers the perfect blend of location, upgrades, and lifestyle. The property is maintained with consistent professional care, supporting long-term integrity. Schedule your private viewing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
7708 32ND ST E, SARASOTA, FL 34243
$369,90035 Days on yellowkey MLS ID: A4687322
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1464 Built: 2005Monthly Fee: $260 Tax: $2,378 (2025)Community: Palm LakesSpa: NoSingle Family
Taxes:$2,378
Remarks: Welcome to Palm Lakes, one of Sarasota’s best-kept secrets. This beautifully maintained 2-bedroom, 2-bath home offers 1,464 square feet of stylish, comfortable living in a gated community just north of University Parkway. From the private gated courtyard entrance to the screened lanai, this home blends indoor comfort with outdoor Florida living. Inside, the open floor plan is warm and inviting, perfect for both everyday living and entertaining. The updated kitchen features solid surface countertops, a deep single well sink, stainless appliances, breakfast bar seating, and seamless access to the main living area. The full laundry room and 1-car garage provide everyday convenience. The spacious primary suite offers flexibility for a sitting area or home office, creating a true retreat within the home. Outside, the private screened lanai is the perfect place to relax and enjoy Sarasota’s sunshine in comfort and privacy. Palm Lakes is a charming gated enclave of just 114 single-family homes, known for its paver driveways, barrel tile roofs, and mature tropical landscaping. Residents enjoy reasonable HOA fees that include lawn care, pest control, gated entry, and access to community amenities such as a heated pool, clubhouse with billiards, and playground. Just a short walk away, a new county park offers pickleball courts, walking trails, and a dog park. Conveniently located near I-75, Sarasota-Bradenton International Airport, UTC Mall, Lakewood Ranch, downtown Sarasota, St. Armands Circle, and Lido Key, this home offers the perfect balance of peaceful neighborhood living and close proximity to the area’s top destinations. Is this home your perfect match? Book a private showing today!
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Rachel Woodruff, Pa (941-705-8686)
1168 WESTWAY DR, SARASOTA, FL 34236
$3,250,00096 Days on yellowkey MLS ID: A4677843
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2858 Built: 2002Monthly Fee: $42 Tax: $28,934 (2025)Community: Lido ShoresSpa: NoSingle Family
Taxes:$28,934
Remarks: In the sought-after Lido Shores community with deeded beach access, this striking contemporary residence is a rare architectural offering designed by renowned Swiss architect Hans Ritschard. Thoughtfully updated while honoring its modernist roots, the home seamlessly blends timeless design with today’s lifestyle. At the heart of the home is a dramatic atrium, an architectural centerpiece designed for year-round enjoyment. Sixteen-foot floor-to-ceiling windows on three sides frame tranquil views of the 54ftx 18ft covered patio, the lap pool and lush palm-filled grounds, while clerestory windows introduce warm, indirect sunset light from the fourth side. A state-of-the-art climate control system ensures comfort in every season, making this space ideal for gathering, relaxing and entertaining, rain or shine. The newly renovated gourmet kitchen anchors the living spaces, featuring sleek finishes and an open-concept layout that overlooks the atrium, ideal for everyday living and hosting guests while preparing a favorite meal. The residence offers three bedrooms and three baths, along with a versatile ground-level flex space that can easily serve as an additional bedroom, home office or private gym. The lower level includes a walk-out family room with sliding glass doors that open directly to the outdoor living areas, enhancing the home’s seamless indoor-outdoor connection. A two-car garage provides ample storage, including a dedicated closet for beach gear, bikes and recreational equipment.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Kimberly Ide (401-487-6928)
225 LITTLE POND LN, SARASOTA, FL 34242
$4,450,000200 Days on yellowkey MLS ID: A4668094
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3867 Built: 1987Monthly Fee: $125 Tax: $28,385 (2024)Community: Siesta Es Boyds RepSpa: NoSingle Family
Taxes:$28,385
Remarks: Experience coastal luxury with confidence in Siesta Key’s exclusive Cocoanut Bayou. Further enhancing peace of mind, the entire property—including seawall, pool, and home—has recently undergone a comprehensive inspection by a highly regarded firm, confirming its exceptional condition. Buyers are encouraged to request a copy of this detailed report from their agent, as it will be available within the MLS. This extraordinary waterfront estate rests on nearly three-quarters of an acre of meticulously landscaped grounds adorned with mature Royal Palms and lush tropical greenery, blending sophistication with relaxed island living. Completely reimagined and reinvented, the home showcases striking new design elements including a new roof, Hardie board siding, new stucco, and three new AC systems—offering the rare comfort of new-construction quality in an established, sought-after enclave. Inside, expansive living spaces are bathed in natural light through new impact-rated windows and doors that frame sweeping waterfront views. This five-bedroom residence boasts two designer-appointed primary suites for ultimate privacy and comfort. The stunning chef’s kitchen features Thermador appliances, double dishwashers, dual sinks, wall and speed ovens, a 36-inch induction cooktop, and a 48-inch built-in refrigerator—crafted to inspire culinary artistry and effortless entertaining. A custom lounge bar with built-in refrigeration and icemaker invites refined gatherings overlooking serene Bayou waters. Step outside to a 2024 resort-style pool and shaded architectural lounge with Cypress wood inlay ceiling, pre-wired for a Jacuzzi, creating your own waterfront sanctuary. The expansive marine-grade dock, two new boat lifts (12,000-lb. and 20,000-lb.), and quick access to open waters with no fixed bridges elevate the boating experience. Residents of the 54-home Cocoanut Bayou community enjoy gated, private beach access across the street with tiki hut, gathering area, and a wide white-sand beach for Siesta Key’s world-famous sunsets. Refined. Verified. Ready—Welcome home to the ultimate in island living.
Listing Agent: Thomas Netzel (941-539-0633)
98 DADE AVE, SARASOTA, FL 34232
$539,90025 Days on yellowkey MLS ID: TB8491097
REDUCED by $20,000 (3.6%) on 04/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1691 Built: 1978 Tax: $6,124 (2025)Community: Grerrs Homeland RepSingle Family
Taxes:$6,124
Remarks: Welcome to your private poolside retreat in desirable Sarasota, 5 minutes away from the Gulf Coast beaches. No CDD or HOA. This beautifully updated 3-bedroom, 2-bath home offers a seamless blend of comfort, style and Florida outdoor living. The 1,751 square feet home features an open floor plan designed for everyday living and entertaining. The fully fenced backyard is a true oasis; a setting that creates both privacy and serenity. Floors are wood-look porcelain tile throughout giving this home a modern, easy-care style providing a clean and low maintenance interior with no carpet. The kitchen features newer stainless-steel appliances with ample cabinet storage. The primary suite offers the convenience of an ensuite bath and spacious walk-in closet with custom organizer shelves. On the opposite side of the home, two guest bedrooms and a full bath provide comfort and privacy for family or visitors. Additional features include a 2-car garage with indoor laundry (Newer washer and dryer included) and extra storage. Step outdoors to a living area highlighted with a covered lanai including a New Outdoor Fan (2026), providing shaded seating overlooking the refreshing pool. The backyard offers space for gardening, recreation, or the future addition of an outdoor kitchen and dining area. Major updates include a Roof Replacement (2021), Air Conditioner (2021), Air Handler (2024), Tankless Water Heater (2025), Fresh interior paint (2026), Updated design to baseboards/window casings (2026), Concrete Driveway (2026), New Pool Filter (2026). This could be yours-A well-maintained pool home in a convenient Sarasota location. Ideally located just minutes from shopping, dining, downtown Sarasota, the Legacy Trail, and world-renowned Gulf Coast beaches. This is more than a home—it’s a lifestyle.
Listing is courtesy of: ROGER G KING (916-300-1134)
Listing Agent: Roger King (916-300-1134)
4255 BOCA POINTE DR, SARASOTA, FL 34238
$1,345,00032 Days on yellowkey MLS ID: A4687256
2 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3312 Built: 1988Monthly Fee: $75 Tax: $6,320 (2025)Community: PrestanciaSpa: YesSingle Family
Taxes:$6,320
Remarks: Under contract-accepting backup offers. Set on one of the most desirable streets in TPC Prestancia, this residence offers the presence and grace of a classic estate enhanced with a touch of Mediterranean flair. Mature oak trees frame the property, while towering pines along the rear create a beautiful natural backdrop that complements the home’s timeless architecture. The setting is completed by immediate, sweeping views of the golf course, bringing light, openness, and the signature Prestancia landscape right to your lanai. Inside, the home features 4 bedrooms (one currently used as an office), 3 full bathrooms, all arranged with a sense of scale and refinement. High ceilings, generous room sizes, and large windows create bright, inviting living spaces. The traditional gourmet kitchen, open towards the family room is designed for both everyday comfort and entertaining, offering granite countertops, classic cabinetry, high-end stainless-steel appliances (Miele dishwasher, Wolf cooktop), large pantry and excellent workspace. A formal dining room adds an elegant space for gatherings and special occasions, perfectly positioned within the home’s traditional layout. The living-room with sliding doors blends seamlessly indoor and outdoor living. The outdoor living area is a highlight: sparkling pool and spa and an expansive screened lanai ideal for relaxing or hosting. The views of the manicured fairways and the surrounding natural landscape make this space feel both elegant and serene. In addition, the side yard offers ample space to gather and play. Significant updates add peace of mind, including impact windows and sliders, two new AC units, brand-new pool cage, new water heater... These improvements blend seamlessly with the home’s classic character (arches, crown moldings, plantation shutters, hardwood floors) offering modern comfort within a timeless setting. Laundry and two-cars garage complete the property. TPC Prestancia community provides 24/7 gated security and is recognized as an Audubon Certified Sanctuary, with 565 acres of mature trees, wildlife, and walking paths. Fine dining, shopping is only minutes away! Located only 4 miles from world-renowned SIESTA KEY BEACH, this home blends golf course tranquility with exceptional coastal convenience. TPC Prestancia social, sports (tennis, brand new pickleball courts, gym in construction) and golf memberships are available and optional. This is a rare opportunity to own a home, move in condition that combines estate-level presence, thoughtful updates, and one of the most attractive golf-course settings in Sarasota. Schedule your private showing today. Floorplan and 3D tour available
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Pascale Durand (973-727-9784)
6725 ROXBURY DR, SARASOTA, FL 34231
$439,00076 Days on yellowkey MLS ID: A4682016
REDUCED by $10,900 (2.4%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1718 Built: 1970Monthly Fee: $6 Tax: $5,286 (2025)Community: Gulf GateSingle Family
Taxes:$5,286
Remarks: This beautifully updated Gulf Gate residence is a true standout, offering the perfect blend of comfort, style, and high-impact upgrades. Plus, enjoy a 1% lender credit at closing. Step inside to a bright, open layout enhanced by crown molding, modern coastal lighting, and a fully remodeled kitchen designed for both everyday living and entertaining. The kitchen features granite countertops, upgraded stainless LG appliances (2022–2023), an induction range, convection microwave with air-fry capability, oversized refrigerator, and bar-height seating that keeps you connected with guests. Major system upgrades provide exceptional peace of mind, including a brand-new roof (2024), new electrical panel (2021) with generator transfer switch, whole-house surge protection, EV charging outlet, hot water heater (2020), upgraded R25 attic insulation, and a smart attic fan. A new 2025 HVAC system with UV light enhances air quality and efficiency, while split AC units (2023) in the family room and third bedroom offer flexible climate control. Both bathrooms have been tastefully updated with granite countertops, and additional features like a storm-rated garage door, clear storm shutters, Ring doorbell, and tri-fuel generator add an extra layer of security and convenience. The garage is thoughtfully equipped with built-in cabinetry, a laundry sink, and motion-sensor lighting. Enjoy Florida living at its best with a spacious fenced backyard and paver patio, perfect for relaxing or entertaining. Located in deed-restricted Gulf Gate, residents enjoy sidewalks, streetlights, and close proximity to shopping, dining, and the local library. You’re just minutes from Gulf Gate Village, Siesta Key Beach, Legacy Trail, top-rated schools, fitness centers, and the vibrant arts and theater scene of downtown Sarasota. This is a move-in-ready home where the big-ticket items are already done — schedule your private showing today.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
4085 FOUNDERS CLUB DR, SARASOTA, FL 34240
$3,400,000178 Days on yellowkey MLS ID: A4667067
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6798 Built: 2007Monthly Fee: $625 Tax: $19,583 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$19,583
Remarks: Lakefront masterpiece in the prestigious Founders Club. Crafted by renowned builder Todd Johnston, this 5 bedroom, 5.5 bathroom home offers 6,800 square feet of sophisticated living space. Luxurious craftsmanship abounds as you enter through the grand formal double-door entry featuring a mosaic marble inlay opening to coffered ceilings soaring above elegant hardwood and travertine marble floors throughout. Extensive millwork and hand built cabinetry highlight quality at every step. The gourmet kitchen boasts double Sub-Zero refrigerators, a six-burner Viking gas range with griddle, and a dedicated wine room with 100 bottle storage and double wine fridges. The luxurious owners wing encompasses the primary bedroom, palatial bathroom, two large walk-in closets, and two additional bonus rooms perfect for a nursery, wellness space, secondary office, or additional living space. A spacious home theater is adjacent to this luxurious wing. Also on the first floor you'll find a large and sophisticated study with exquisitely crafted cabinetry and built-in book case for professionals woking from home or private reading space. Guests will appreciate the first-floor guest suite with en suite bathroom, wet bar, and refrigerator. The downstairs bonus room offers flexibility as a fifth bedroom or game room. Upstairs are two more bedrooms each with their own bathroom as well as a large family room and balcony. This estate lot brings sweeping views of the lake and golf course from the manicured lawns and the heated saltwater pool and spa surrounded by tumbled marble pavers and a fully equipped outdoor kitchen—ideal for entertaining. A whole house generator, new roof (2020) and newer AC units. Residents of The Founders Club enjoy world-class amenities, including an 18-hole Robert Trent Jones Jr. golf course, elegant clubhouse with dining, fitness center, tennis and basketball courts, sand volleyball, and scenic walking trails. Don’t miss the opportunity to make this magnificent home yours!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Sam Kasprzyk-Benge (941-650-3732)
3809 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,850,00043 Days on yellowkey MLS ID: A4685858
Bed: 4 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 6259 Built: 2007Monthly Fee: $656 Tax: $28,532 (2025)Community: Founders ClubSpa: YesSingle Family
Taxes:$28,532
Remarks: Sprawling 6,259 square foot estate on .76 acre in The Founders Club boasts breathtaking sunset golf and lake views over the third fairway in one of Sarasota’s premier lifestyle golf communities. Architecturally grand details are evident throughout this two-story residence with its generously-proportioned living spaces, volume coffered ceilings, built-in wood detailing, three gas fireplaces, accentuated by oversized windows and ten foot impact sliders to take in the breathtaking surrounding vistas. The oversized lanai is anchored with travertine decking, gas fireplace, heated pool/spa and engulfed by the sublime views at every turn, while seamlessly connecting to the invitingly large living and great rooms open to the gourmet kitchen where form and function reigns cohesively. Chefs will delight with the custom wood cabinetry, sprawling granite counters, high performance appliances, wet bar with sink and fridge, butler pantry bar, built-in desk, walk-in pantry, walk-in hidden wine room with two wine fridges, and large breakfast nook area with built-in bench seating. The residence also features a magnificent club room adjoining the home's fifth full bath, offering an expansive retreat behind double doors complete with dry bar and refrigerator, direct lanai access, and sweeping golf and lake views. Relax and unwind in the oversized owner’s retreat on a private wing with its own sitting room, a gas fireplace, disappearing sliders open to the lanai, two walk-in customized closets, and an opulent spa-like bath adorned with onyx and marble, a dual entry walk-in shower with multiple shower heads, bench seating, two vanity stations with abundant storage, make-up vanity, oversized jetted tub, and separate water closet with bidet. Family and overnight visitors will be right at home with 3 generously sized guest rooms all outfitted as large suites with private full baths and walk-in closets, one on the main level, and two on the upper level with direct veranda access. Upstairs is also large theater room designed for cinema seating. Other notable highlights of this all-encompassing four-bedroom suite residence includes a private Office with built-ins and plantation shutters, a separate Powder Room conveniently located, a laundry room with sink, cabinetry and storage closet, solid interior doors, central vacuum, newer water heater, 4 AC units aged between 2020 and 2022, landscape lighting, GENERATOR, paver driveway, and a split 4-car courtyard garage with newly replaced operating mechanisms. This one-of-a-kind masterpiece is a testament to refined living in the Founders Club with over 700 acres of natural beauty offering low density living with 262 homesites, a Robert Trent Jones, Jr. designed 18 hole championship golf course, tennis courts, fitness center, miles of brick pavered walking paths, and fabulous 24,000 square foot clubhouse with a full calendar of events, positioned conveniently with easy access to Lakewood Ranch’s Waterside Place and Sarasota's downtown, beaches, shopping, dining and medical centers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tina Ciaccio, P.A. (941-685-8420)
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