Location: Sarasota
Keyword(s): Riverview High
Keyword(s) High School: Riverview High
Do Not Show Listings
2170 ROBINHOOD ST #C1-203, SARASOTA, FL 34231
$999,00021 Days on yellowkey MLS ID: A4687938
1 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1434 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$46,289
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under Construction. Condominium Unit C1-203. This 3rd Floor, Single Level FLAT, offers 1,434sf of Outstanding Views with 2 Huge Double Balconies!!! Large Kitchen & Living Area overlooking Massive Amounts of Greenery!!! The Kitchen offers Custom Cabinetry with Bosch Built-in Appliances providing Eating/Entertaining/Cooking Options Galore! The Primary Suite includes Walk-in Closet & Glamour Bath. A 2nd Ensuite Bedroom/Bath also has a Walk-in Closet & Glamour Bath providing a 2nd "Primary Suite". Then add an additional Guest Bedroom and Large Laundry Room. You’ll find peace of mind in the Rock Solid Construction, Impact Glass Windows & Doors, Extraordinary Architectural Design & Superb Finishes!!! ____________________________________________________________________________________________________________________ABOUT SARASOTA BATH + RACQUET RESIDENCES & CLUB . . . An Icon Reimagined!!! For Half a Century, the original Sarasota Bath & Racquet Club stood as a social & athletic cornerstone to Sarasota & the Gulf Coast. Built in 1969, just off Bee Ridge Road, the private tennis club quickly became Sarasota’s heartbeat. Lifelong friendships were forged across clay courts. Laughter echoed over the pool deck. Championship tennis drew the eyes of the world on Sarasota! During the 1970s, the Bath & Racquet hosted the Virginia Slims of Sarasota, bringing icons like Chris Evert & Martina Navratilova to our local courts. Through the decades that followed, the club expanded to nearly 30 courts, added racquetball and squash courts, a sprawling 40,000 square foot fitness center, and a social scene that reflected Sarasota’s golden era of recreation and community. Generations grew up here. They learned the game, celebrated milestones, and found a second home under the banyan trees. The reputation got out and notable, ranked players from all over the world would show up for a visit while vacationing in Florida. But, without a housing element, time took its toll. By the late 2010s, age and the pause of the Covid-19 pandemic left the storied facility shuttered; its once-bustling courts silent. Then came a vision!!! In 2022, after careful planning and a spirit of preservation, The Bath & Racquet Icon was Reimagined! The Plan ... a contemporary upscale community honoring its legendary past while expanding Sarasota’s current style of modern downtown living. Legacy, meet Urban Contemporary Lifestyle! 256 luxury condominiums were approved on the same lush, walkable setting while requiring the perfect balance of Architecture, Landscaping & Preservation. The housing component is now in place to assure the New Club a vibrant future! The new Bath + Racquet Club is being built on the exact site, but is independent from the condominiums, allowing each owner the freedom of choice to join the Bath + Racquet or simply to live in Urban Luxury and enjoy nearby Siesta Key, Lido Key and downtown Sarasota. The new club will feature INDOOR Tennis, Pickleball & Padel Courts PLUS OUTDOOR Tennis, Pickleball & Padel Courts. The Club will also serve its Elite Membership with a massive Members Private Pool, Restaurant & Lounge, Fitness Center equipped by world leader TechnoGym, Spa, Sauna, Massage Room, Cold Plunge, Childrens Rec Area, Juice Bar, Pro Store & now...In-Resident Dining; Chef's staff will deliver dinner to your Residence! Today, we live in such a "Disposable World", it's truly refreshing that the Developers Reimagined and Rebuilt a local ICON to the Extraordinaire!
Listing is courtesy of: WILLIAM RAVEIS FLORIDA LLC (941-867-3901)
Listing Agent: Bill Creekbaum, Jr. (941-302-5735)
10585 ORBIT TER, SARASOTA, FL 34241
$291,48419 Days on yellowkey MLS ID: A4688149
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1205 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchTownhouse
Taxes:$0
Elementary School: Pine View School
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: Corner Lot | Close to Park | Close to Trails | Popular Plan. New Construction - November Completion! Built by America's Most Trusted Home Builder. Welcome to the Hazel at 10585 Orbit Terrace in the Towns at Skye Ranch. This charming townhome offers 1,205 square feet with two bedrooms and two- and one-half bathrooms, creating a comfortable place to settle in. The foyer opens into an airy dining area and great room that feels warm and welcoming. Toward the back of the first floor, the kitchen features a spacious pantry and access to a lovely outdoor patio, perfect for enjoying the fresh air. Upstairs, the private primary suite includes two generous closets, while the secondary bedroom and full bathroom add everyday convenience. The laundry area is also thoughtfully located on the second floor. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: Upgraded luxury vinyl plank on first floor, upgraded carpet on second floor, upgraded quartz countertops, upgraded cabinets in kitchen and bathrooms, and whole house 2" faux wood blinds package. Photos are for representative purposes only. MLS#A4688149
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
2314 N OSPREY AVE, SARASOTA, FL 34234
$255,00019 Days on yellowkey MLS ID: TB8491942
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 760 Built: 1959 Tax: $2,171 (2025)Community: NewtownSingle Family
Taxes:$2,171
Elementary School: Wilkinson Elementary
Middle School: McIntosh Middle
Remarks: Location! Location! The seller is highly motivated and encourages you to bring all offers. This updated 3-bedroom, 1-bath concrete home features several key improvements, including roof, HVAC system, LED lighting, flooring, and fresh paint throughout. The kitchen and bathroom were previously updated. Additionally, the property includes a fully fenced yard. The home is conveniently located near downtown Main Street, the Ringling Museum, and the Sarasota Bradenton Airport.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Ivey Shelley (941-544-1129)
5439 CARTAGENA DR, SARASOTA, FL 34233
$699,00019 Days on yellowkey MLS ID: A4687951
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2420 Built: 2014Monthly Fee: $194 Tax: $4,204 (2025)Community: Ashton PointeSingle Family
Taxes:$4,204
Elementary School: Ashton Elementary
Remarks: Located in the gated community of Ashton Pointe, this upgraded pool home at 5439 Cartagena Drive, Sarasota, FL 34233 offers the ideal blend of modern design, outdoor living, and prime Sarasota location, just 7.6 miles to Siesta Key Beach and minutes to Downtown Sarasota, I-75, Publix, top-rated schools, dining, and shopping. Built in 2014, this 4-bedroom, 2 full + 1 half bathroom Sarasota pool home features an open-concept floor plan designed for both everyday living and entertaining. The fully updated kitchen features quartz countertops, stainless steel appliances, wood cabinetry, under-cabinet lighting, and a large island, all flowing seamlessly into the main living and dining areas. Upstairs, all bedrooms are privately situated along with a versatile loft/bonus room ideal for a home office, media room, or gym. The spacious primary suite includes a custom walk-in closet, dual vanities, soaking tub, and glass-enclosed shower, while the upstairs laundry room adds everyday convenience. The standout feature is the resort-style outdoor living space, a true backyard oasis. The screened lanai includes a custom pool with a large heated spa, app-controlled system, outdoor bar with commercial-grade ice bin sink, remote-controlled awning, multiple covered seating areas, and two outdoor TVs, perfect for entertaining or relaxing in true Florida lifestyle fashion. Additional upgrades include crown molding, updated lighting and fans, Low-E thermal windows, tile roof, in-wall pest system, security cameras, and exterior outlets for lighting. Low HOA fees include lawn care, irrigation, and landscaping, offering a low-maintenance, maintenance-free lifestyle in one of Sarasota’s most desirable gated communities. This Sarasota Florida home for sale is ideally located near Siesta Key, Downtown Sarasota, Ashton Pointe, and major conveniences, making it a rare opportunity to own a gated community pool home with spa, modern upgrades, and true indoor-outdoor living. This is one of the best opportunities for a Sarasota pool home near Siesta Key with upgraded features, outdoor entertaining space, and prime location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
1613 SHELBURNE LN, SARASOTA, FL 34231
$1,200,000243 Days on yellowkey MLS ID: D6143044
0 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1834 Built: 1970 Tax: $15,185 (2024)Community: Aqualane Estates 2NdSingle Family
Taxes:$15,185
Elementary School: Brentwood Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. TIME TO SELL!! -SARASOTA COUNTY - LOCATED NORTH OF THE STICKNEY POINT BRIDGE AND WEST OF THE TRAIL - AQUALANE ESTATES CHARMER - THIS NEWLY RENOVATED HOME IS LOCATED ON AQUALANE CANAL PROVIDING UNOBSTRUCTED DEEP- WATER ACCESS TO LITTLE SARASOTA BAY, ROBERTS BAY AND THE INTRACOASTAL WATERWAY WITH GULF ACCESS. AQUALANE ESTATES IS COMPRISED OF ONLY 4 DEAD END STREETS ALONG THE CANALS. PRIVATE DOCK WITH 10,000 LB LIFT, EQUIPPED WITH UTILITIES. POOL AND COVERED LANAI. Lovely Florida home with vaulted ceilings. All new flooring, interior paint, new stainless kitchen appliances, kitchen cabinets and countertops, all bathrooms were also updated. On the outside, a beautiful landscape refresh. All windows and sliders are rated impact glass for your peace of mind and protection. Split floor plan offers a primary ensuite on one side and an additional private guest ensuite on the other side of the home. With 3 bedrooms you have great options for a home office - library - craft room - nursery - or mother-in-law suite. This property provides that waterfront retreat you are looking for or maybe just use as a local weekend getaway for your boating pleasure. Enjoy the expansive views through the wall of sliding glass doors out to the screen covered lanai and inviting pool area - overlooking the canal. This favorable neighborhood was developed in the early 1950's by Searcy Koen and is a popular choice for its location and features a variety of architectural styles from the beloved 60's ranch to luxury waterfront homes. Many buyers like to purchase these vintage homes now to position themselves for future development in this quaint neighborhood. Close to downtown (5 miles) Siesta Key Beach (2.5 miles) Sarasota International Airport (10 miles). Sarasota Florida offers a blend of warm weather, beautiful beaches, world class fishing, and vibrant surroundings. This property shines and is move-in ready. WHAT A DEAL - WHAT ARE YOU WAITING FOR?
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-473-7750)
Listing Agent: Judy Canero, Llc (941-915-4377)
2452 WHIPPOORWILL CIR, SARASOTA, FL 34231
$474,900117 Days on yellowkey MLS ID: A4675147
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 Whipporwill Cirle, offers 2,300 square feet of thoughtfully designed living space, 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. Pre-listing inspections have been completed and are available upon request, including General Inspection, 4-Point, Wind Mitigation, Sewer Inspection, and WDO Inspection. This home is priced to sell, make a private appointment today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
3651 COUNTRY PLACE BLVD, SARASOTA, FL 34233
$829,000155 Days on yellowkey MLS ID: A4672158
1 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2228 Built: 1981Monthly Fee: $42 Tax: $5,384 (2024)Community: Country PlaceSingle Family
Taxes:$5,384
Remarks: Welcome to Country Place! Tucked away in one of Sarasota’s most established and desirable neighborhoods, this stunning 4-bedroom, 3-bath pool home has been completely reimagined inside and out, offering 2,288 square feet of modern design and effortless functionality. Every detail has been thoughtfully curated to create a residence that feels both stylish and timeless. Step inside to an open, light-filled layout featuring new wood-look porcelain tile flooring and base trim throughout. The chef’s kitchen is a showpiece equipped with soft-close cabinetry, white glass appliances, quartz countertops, and an expansive island perfect for gathering and entertaining. The adjoining living and dining spaces flow seamlessly to the screened pool area, where a resurfaced pool with new tile and fresh landscaping provide the perfect backdrop for relaxation and outdoor living. The private owner’s suite is a serene retreat, showcasing a solid wood double vanity, designer fixtures, and a spa-like shower with elegant champagne bronze and matte black finishes. Two additional fully renovated bathrooms feature the same high-end details, including Kohler cast iron bathtub, Delta faucets, and soft-close double vanities. Major system upgrades include a new shingle roof, 5-ton HVAC system, new sewer and water supply lines, new skylight, and fresh interior and exterior paint - ensuring peace of mind and true move-in readiness. With a spacious two-car garage, thoughtful layout, and refined finishes throughout, this home perfectly balances sophistication and everyday comfort. Country Place offers a quiet, convenient Sarasota location close to Siesta Key Beach, shopping, dining, and top-rated schools - a true hidden gem for those seeking space, privacy, and modern luxury. Don’t miss the opportunity to experience this remarkable home where craftsmanship, comfort, and contemporary Florida design come together flawlessly.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lindsay Nock (941-735-7005)
1630 STICKNEY POINT RD #101, SARASOTA, FL 34231
$269,90025 Days on yellowkey MLS ID: A4687288
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1975 Tax: $2,758 (2025)Community: Castle Del MareCondo
Taxes:$2,758
Elementary School: Gulf Gate Elementary
Remarks: Fantastic opportunity to own a beautifully updated 1BR/1BA first-floor unit in highly desirable Castel Del Mare! This light and bright residence features a tiled entry and kitchen, with attractive laminate flooring throughout the remaining living areas. The spacious kitchen is equipped with white cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining. The generously sized primary suite offers a private, updated en-suite bath complete with granite counters and a walk-in shower. What truly sets this unit apart is the in-unit washer and dryer—a rare convenience—along with an expansive double, oversized lanai just steps from the pool, creating the perfect space to relax and enjoy the Florida lifestyle. Castel Del Mare is a sought-after waterfront community ideally located just steps from the South Bridge to Siesta Key—offering the best of both worlds with easy access to the beach while enjoying the convenience of mainland living.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
3234 RESTFUL LN, SARASOTA, FL 34231
$399,000275 Days on yellowkey MLS ID: A4658946
0 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1985 Built: 1957 Tax: $3,115 (2024)Community: Restful PinesSingle Family
Taxes:$3,115
Remarks: Under contract-accepting backup offers. NEW PRICE! MOTIVATED SELLER! Welcome to this beautifully remodeled 4-bedroom, 3-bath home located in the desirable Restful Pines neighborhood in South Sarasota’s 34231 zip code. Offering nearly 2,000 square feet of modern living space, this home features two spacious living areas, generously sized bedrooms, and a flexible layout perfect for families or entertaining. Enjoy peace of mind with a brand-new roof and air conditioning system, both installed in 2024. The home has been upgraded throughout with new windows and stylish modern doors that enhance both energy efficiency and curb appeal. The kitchen shines with sleek quartz countertops, stainless steel appliances, and a contemporary design that flows seamlessly into the main living spaces. All three bathrooms have been beautifully updated with new vanities, glass-enclosed showers, and modern tile finishes. Set on a quarter-acre lot in Flood Zone X, this home has never flooded and offers a large backyard with plenty of room to add a pool, detached garage, or storage building. Best of all, there are no HOA or CDD fees, giving you the freedom to enjoy your property without added restrictions or costs. Enjoy the convenience of walking to A+ rated Riverview High School and nearby Red Bug Slough Preserve with scenic trails and nature views. You're also just minutes from Siesta Key’s world-famous beaches, Detwiler’s Farm Market, and the vibrant Gulf Gate dining and shopping district. With a motivated seller, this move-in ready home is a fantastic opportunity in one of Sarasota’s most convenient and sought-after locations!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
4991 CEDAR OAK WAY, SARASOTA, FL 34233
$599,000101 Days on yellowkey MLS ID: A4677062
2 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2590 Built: 2001Monthly Fee: $48 Tax: $4,290 (2025)Community: Three OaksSingle Family
Taxes:$4,290
Remarks: Situated in the Three Oaks neighborhood, this well-maintained four bedroom plus den, three-bath home offers the perfect blend of comfort, functionality, and location. Freshly painted interiors and newer mechanical systems provide peace of mind, while the open, split-bedroom floor plan creates an ideal layout for everyday living and entertaining. The spacious living areas flow seamlessly into the kitchen and family room, with views of a private backyard oasis. Step outside to enjoy the updated heated pool surrounded by pavers and a fully fenced backyard. Perfect for relaxing, hosting guests, or enjoying Florida’s year-round sunshine. With a versatile den ideal for a home office or additional living space, top-rated schools nearby, and a convenient location close to shopping, dining, and beaches, this residence offers exceptional lifestyle and value in one of Sarasota’s most sought after areas.
Listing Agent: Kelly Quigley (941-356-9954)
7208 GREAT EGRET BLVD, SARASOTA, FL 34241
$1,100,00029 Days on yellowkey MLS ID: A4686940
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 4057 Built: 2022Monthly Fee: $235 Tax: $8,941 (2025)Community: Heron LandingSingle Family
Taxes:$8,941
Elementary School: Lakeview Elementary
Remarks: Better than new and built in 2022, this ENERGY STAR® certified custom Ashwood II in the gated community of Heron Landing offers the perfect blend of space, style, and efficiency, with serene east facing lake views and top of the line upgrades throughout. The main living areas feature 32x32 marble look tile, a custom stone fireplace, and a showpiece kitchen with a waterfall quartz island. The primary suite is a true retreat with a spa like bath, waterfall quartz vanity, and floor to ceiling tiled showers. Flexible living spaces include a den, loft, and a custom dining room included with the purchase. Plantation shutters and solar shades on the sliders add style and everyday functionality. Step outside to enjoy lake views and a backyard ready for seamless indoor outdoor living, complete with a private pool bath. The 3 car garage with epoxy coated floors and additional custom finishes make this home truly move in ready. Located in a private, gated community of just 95 homes, you will enjoy privacy and tranquility while being minutes from Siesta Key Beach, Downtown Sarasota, Palmer Ranch, Lakewood Ranch, shopping, dining, and top rated schools. Homes with this level of design, upgrades, and location do not come around often, so schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
4141 ENTRADA CT, SARASOTA, FL 34238
$399,000106 Days on yellowkey MLS ID: A4676474
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1707 Built: 1993Monthly Fee: $403 Tax: $2,579 (2025)Community: Mira Lago At Palmer Ranch Ph 1Single Family
Taxes:$2,579
Remarks: This seldom available single-story home is in the maintenance-free community of Mira Lago of Palmer Ranch. The new buyer has a unique opportunity to have a two-bedroom, two-bath home, with a new barrel tile roof with 15-year warranty installed June 2025 and a new water heater, Hardwood floors and 12-foot ceilings highlight this special home with a huge outdoor living space. Mira Lago is a gated community at northwest corner of Palmer Ranch. The low association fees cover painting the exterior every eight years with a palette of five color choices. The association provides grass cutting and irrigation, mulching, power washing the driveways, sidewalks and the roofs, pest control on the interior and exterior, and Frontier basic cable service of 120 stations with reduced viewing packages. Live just outside of two trailheads to Legacy Trail, near Costco, Gulf Gate, the white sand beaches of Siesta Key and near downtown Sarasota with all the arts and culture, and central to the historical community and downtown, and Venice.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Cindy Taliaferro (941-894-7269)
1401 KENILWORTH ST, SARASOTA, FL 34231
$7,950,00095 Days on yellowkey MLS ID: A4676504
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 4042 Built: 2024Monthly Fee: $333 Tax: $32,760 (2025)Community: Oyster Bay LandingsSingle Family
Taxes:$32,760
Remarks: Tucked behind the gates of Oyster Bay Landings, the only gated community in Oyster Bay Estates, this one-of-a-kind 2024 Sweet Sparkman–designed residence offers exceptional privacy and boating access in a premier West of Trail location. One of just 12 homes in this intimate enclave, the property includes a deeded boat dock along a protected cove on Roberts Bay with dual water inlets leading directly out to the bay. At the end of a quiet dead-end street surrounded by boatable water, the 4,042-square-foot residence (6,678 square feet total) features clean-lined contemporary architecture, floating stairs with glass railings, an elevator to all levels and walls of glass that fill the interiors with natural light. Premium finishes include a custom European kitchen with DOCA cabinetry and porcelain countertops, LED lighting throughout, motorized shades and a whole-house generator. Balconies on second and third floors frame views toward Roberts Bay. The West of Trail address places you close to the best of Sarasota. The Field Club is within short distance, Publix is one mile away, Sarasota Memorial Hospital is only two miles north, downtown Sarasota is about three miles, and Siesta Key Beach, with its world-famous white quartz sand, is only five miles from your door. A unique, modern, coastal home with gated privacy, waterfront access and everyday convenience in one of Sarasota’s desirable neighborhoods. Inquire about the adjacent lot to the west, an opportunity to expand or create a private estate compound, while preserving uninterrupted waterfront views.
Listing Agent: Andrew Tanner (941-539-0998)
1622 KENILWORTH ST, SARASOTA, FL 34231
$3,700,000111 Days on yellowkey MLS ID: A4676310
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4058 Built: 2017 Tax: $28,823 (2025)Community: Johnson EstatesSingle Family
Taxes:$28,823
Remarks: Located West of Trail near the historic Field Club, this stunning residence is a refined interpretation of British West Indies architecture, offering over 4,000 square feet of thoughtfully designed single-level living. Set on an estate lot, the home blends timeless coastal elegance with exceptional craftsmanship and seamless indoor–outdoor flow. A dramatic great room welcomes you with vaulted wood ceilings, fireplace, and expansive pocketing sliders that frame views of the lushly landscaped pool and spa. The open-concept design flows effortlessly into the chef’s kitchen, appointed with premium Thermador and Wolf appliances, custom solid-wood cabinetry, quartz surfaces, and an oversized island—perfectly complemented by a separate dining area and custom dry bar with wine refrigeration. Designed for both privacy and versatility, the residence features four en-suite bedrooms, office, and a spacious TV lounge or bonus room that opens directly to the outdoor living areas. The private primary suite is a serene retreat with a vaulted wood ceiling, dual walk-in closets, and direct access to the covered lanai. Its spa-inspired bath showcases dual vanities, a soaking tub, and an expansive glass-enclosed shower. Outdoor living is a true centerpiece, with a generous travertine lanai, fully equipped outdoor kitchen, dining verandah, and a large gas- and electric-heated saltwater pool and spa with waterfall—ideal for entertaining or quiet relaxation amid tropical landscaping and architectural lighting. Additional highlights include hurricane-rated impact windows and doors, a whole-house generator, brand new metal roof, dual on-demand water heaters, an expansive paver motor court, low maintenance yard, and a rare four-car garage configuration, including an owner’s garage with EV outlet and climate control. Ideally located minutes from Siesta Key, Southside Village, Sarasota Bay, and downtown Sarasota, this exceptional home offers privacy, design integrity, and proximity to the best of the Sarasota lifestyle
Listing is courtesy of: ALLEN REAL ESTATE SERVICES INC (941-923-7777)
Listing Agent: John Allen, Pa (941-923-7777)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$800,000121 Days on yellowkey MLS ID: A4675587
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSingle Family
Taxes:$7,729
Remarks: Welcome to 2429 Whippoorwill Circle a custom designed home. Enter through double doors into an elegant foyer with very high ceilings and spiral stairs that lead to the upstairs bedrooms. Immediately left of the foyer is the living/dining room combination with high ceilings and beautiful porcelain tile floors. The porcelain tile floors flow into both the kitchen and the Family room (with fireplace). To the right of the entry is a office with bookcases and murphy bed. There are a primary bedrooms and bathrooms on both the 1st and 2nd floors. In addition, the 2nd floor offers 2 bedrooms and a large bathroom w/tub. The enclosed porch off the Family Room has a wet bar and doors leading to the outdoor patio and fenced yard. Hot Tub is available via separate bill of sale. The yard offers mature plantings, water fountains and spiral stairs leading to the roof terrace. The convenient laundry room off the Foyer leads to the 3-car garage. The home is conveniently located to the beaches, schools, shopping and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Sandra Walker (941-400-5849)
9220 STARRY NIGHT AVE, SARASOTA, FL 34241
$2,000,00070 Days on yellowkey MLS ID: A4681460
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3236 Built: 2023Monthly Fee: $251 Tax: $18,068 (2025)Community: Skye RanchSingle Family
Taxes:$18,068
Elementary School: K-8 At Clark And Lorriane
Remarks: Custom-built by renowned John Cannon Homes, this exceptional residence blends architectural refinement with resort-style living in the heart of Skye Ranch. Thoughtfully designed with 12-foot ceilings, crown molding, engineered wood floors and hurricane-impact windows, the home is filled with natural light and elevated finishes throughout. The expansive family room is anchored by a striking stone feature wall and flows seamlessly through 18-foot-wide sliding glass doors to a private lanai with saltwater pool, spa and fully equipped outdoor kitchen, ideal for indoor-outdoor entertaining. At the center of the home, the chef’s kitchen is both functional and visually stunning, framed by a wall of windows overlooking lush native plantings for exceptional privacy. Premium appointments include top-tier appliances with a Sub-Zero refrigerator and Wolf eight-burner gas range with 1.5 ovens, soft-close full-overlay wood cabinetry, quartz countertops, an oversized statement island with prep sink and a generous walk-in pantry. The formal dining area is open to the kitchen and family room, highlighted by a custom light fixture and abundant natural light. The primary suite is a serene retreat, featuring sliding glass doors to the lanai, two walk-in closets with Spartan custom shelving, and a luxurious spa-inspired en suite with seamless glass walk-in shower, soaking tub and dual vanity. Two additional spacious bedrooms, each with their en-suite bath, are privately situated from the main living areas, ideal for guests or family members. Additional highlights include a dramatic double-entry door, remote-controlled shades, EV charging station and a three-car garage. Residents of Skye Ranch enjoy access to an impressive 25,000-square-foot amenity center offering fitness rooms, indoor basketball courts, rock-climbing walls, a café/coffee shop, and resort-style aquatics with pools and splash zone, all conveniently near top-rated schools and everyday conveniences. This is luxury living thoughtfully designed for comfort and lifestyle.
Listing Agent: Robert Sherman (941-313-1301)
3122 REGATTA CIR, SARASOTA, FL 34231
$685,00072 Days on yellowkey MLS ID: A4680447
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1965 Tax: $5,399 (2025)Community: Gulf Gate WestSingle Family
Taxes:$5,399
Remarks: Gulf Gate transformation in this meticulously renovated 3-bedroom, 2-bathroom sanctuary. Situated on a quiet circle just minutes from the world-class sands of Siesta Beach, this home has been professionally redesigned from top to bottom with uncompromising attention to detail. Enjoy total peace of mind with a comprehensive list of 2022–2025 upgrades, including a new roof, HVAC and ductwork, PEX plumbing, and new sewer lines. The exterior features durable Hardie siding, fresh paint, and hurricane-impact windows and doors at the front, ensuring both efficiency and protection. Designer Interiors The heart of the home is a chef’s kitchen featuring Level 4 Cambria Quartz, solid wood shaker cabinetry, and a custom built-in banquet. Modern luxury vinyl flooring flows through the open living spaces, leading to a charming shiplap-accented living room with an electric fireplace. Both bathrooms have been fully redone with high-end vanities, fixtures, and custom tile. Private Backyard Oasis Step outside to a brand-new inground pool with a custom water feature, all framed by a new wood privacy fence. The grounds are completed by professional landscaping, new lighting, and a modern irrigation system. Fully permitted and ready for its next chapter, this "better-than-new" gem offers the luxury of a custom build in an established, sought-after Sarasota location.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Deanna Boileau Gilman (860-884-7198)
8637 DAYDREAM ST, SARASOTA, FL 34238
$364,900148 Days on yellowkey MLS ID: TB8449918
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1724 Built: 2020Monthly Fee: $350 Tax: $2,939 (2024)Community: Promenade/Palmer Ranch Ph 2Townhouse
Taxes:$2,939
Remarks: Built in 2020, this beautifully designed two-story, all–concrete-block townhome in Promenade on Palmer Ranch offers modern living in an unbeatable Sarasota location. The open-concept first floor features a gourmet kitchen with granite countertops, stainless steel appliances, white cabinetry, upgraded pendant lighting, custom mirror wall accent, a walk-in pantry, half-bath and a spacious breakfast island overlooking the large family room. Sliding doors lead to a covered, oversized screened lanai perfect for outdoor relaxation. Upstairs, the primary suite includes two walk-in closets, along with two additional bedrooms, two full bathrooms, and a convenient laundry room. A one-car garage with extra storage completes the home. Promenade on Palmer Ranch provides excellent amenities including a sparkling pool, open-air cabana, outdoor kitchen, community sidewalks, and scenic preserve and pond views. Low HOA fees with water & sewer included, no CDD fees, and direct access to the Legacy Trail make this a highly desirable community. Minutes from Siesta Beach, Downtown Sarasota, Lido Key, and Longboat Key — close to restaurants, shopping, festivals, parks, and recreation. Move-in ready and perfectly located!
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Kim Vanherwynen (201-978-6805)
10238 MORNING MIST LN, SARASOTA, FL 34241
$715,000156 Days on yellowkey MLS ID: N6141387
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2433 Built: 2021Monthly Fee: $442 Tax: $10,477 (2025)Community: Skye Ranch Nbrhd Four NorthSingle Family
Taxes:$10,477
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)
5231 MAHOGANY RUN AVE #321, SARASOTA, FL 34241
$329,90079 Days on yellowkey MLS ID: A4680494
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1684 Built: 1998Monthly Fee: $717 Tax: $3,387 (2025)Community: Veranda 1 At Heritage OaksCondo
Taxes:$3,387
Remarks: Welcome to effortless Florida living in Heritage Oaks Golf & Country Club! This desirable Abbey floor plan offers 2 bedrooms, 2 bathrooms plus a den, with over 1,600 sq ft of bright, airy living space. As a second-floor end unit, enjoy higher ceilings, extra windows, and abundant natural light throughout. Step onto the spacious screened lanai and take in serene eastern views of the 13th hole and tranquil pond, perfect for morning coffee. Beautifully updated with new flooring, newer HVAC, water heater, and appliances, this residence is move-in ready. Heritage Oaks is a gated, maintenance-free community with 24-hour security and a full golf membership included, featuring an 18-hole championship course, tennis, fitness center, clubhouse, multiple pools, and an active social calendar. This is more than a home, it's a lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
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