Location: Sarasota
Keyword(s): Sarasota Middle
Keyword(s) Middle School: Sarasota Middle
Do Not Show Listings
10598 ECLIPSE ST, SARASOTA, FL 34241
$1,166,95928 Days on yellowkey MLS ID: A4694220
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2475 Built: 2026Monthly Fee: $453Community: Esplanade At Skye RanchSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: What's Special: Model Home | Pond View | Close to Amenities | Close to Trails. Model Leaseback - Available Now for Closing! This model home purchase includes our Model Leaseback Program.* This program is perfect for buyers who want to purchase now but aren’t ready to move. Contact seller for more term details on leasing your home back. When the lease is up, you move in! Model leaseback terms vary by model home. Please see a Community Sales Manager for additional details. Restrictions may apply. Welcome to The Cresta at 10598 Eclipse Street in Esplanade at Skye Ranch! Step into a space where luxury meets leisure in the Cresta floor plan. This one-story home offers three bedrooms, three bathrooms, a three-car garage, and 2,475 square feet of bright, open living. A welcoming front porch leads into a grand foyer that flows effortlessly into the spacious great room, kitchen, dining area, and lanai, creating a beautiful setting to enjoy the Florida sunshine. The private primary suite is tucked away and features a generous walk-in closet and a spa inspired bathroom designed for relaxation. Near the front of the home, you will find a bedroom suite, an additional bedroom and bathroom, along with a versatile study. Thoughtfully designed and inviting, this home offers comfort and style in every space. When you live at Esplanade, it’s like you’re on vacation every day. Additional Highlights Include: gourmet kitchen, study, covered extended lanai, outdoor kitchen, and upgraded flooring/cabinets throughout. Photos are for representative purposes only. Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day! Model Home Prices exclude furniture, decorative accessories, and closing costs and already include any lot premium, Seller installed options and upgrades; Buyer-selected options are no longer available. For financed buyers, lender restrictions on leasebacks for certain lenders may apply. No representation of any kind is made or implied regarding the Model Home’s future value or benefits, or availability of financing for a leaseback transaction. See Model Home Purchase Agreement, Model Home Addendum, Model Home Leaseback Agreement and, if applicable Non-Realty Bill of Sale Addendum (for furniture and any other non-realty personal property sold separately in select model homes) for details. Model homes subject to prior sale. MLS#A4694220
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
4368 KINGSTON LOOP, SARASOTA, FL 34238
$584,90068 Days on yellowkey MLS ID: A4689271
REDUCED by $14,100 (2.4%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 1982Monthly Fee: $25 Tax: $2,369 (2025)Community: Gulf Gate EastSpa: NoSingle Family
Taxes:$2,369
Elementary School: Gulf Gate Elementary
Remarks: Virtually Staged. The "Rare" LAKEFRONT OPPORTUNITY you've been waiting for in Sought-After Gulf Gate East! This beautiful home is situated on a peaceful lake with lush, tropical landscaping with wonderful and friendly neighbors. Sellers have updated this home with pride and it is just beautiful! Once through the stained-glass entry, you will see the expansive, screened lanai and pool area that have a fabulous view of the lake with lots of nature! The Great Room features high ceilings with wood beams and an elegant wood-burning fireplace adorned with stunning tiles! The formal Dining Room is great for entertaining, and there is a Breakfast Nook off the Kitchen with an octagon window overlooking the pool area/lake. The Primary Bedroom offers an extra area for a nursery, sitting area or home office with access to the Lanai. There is also an attached en-suite bathroom with a walk-in shower, his & her vanities and a large walk-in-closet. The split plan also offers 2 other bedrooms that share a bathroom with a tub/shower combo. There is a convenient, inside Laundry Room with a Washer and Dryer. Sellers have done many updates, including the following: Roof 2023*Air Conditioner 2024*Newer Water Heater 2025*Interior & Exterior tastefully painted 2026*Pool resurfaced, pool tiles & Lanai/Deck 2026*Screened Front Door Entryway 2026*Metal Hurricane Proof Front Door*Hurricane retractable shutters on lanai sliding doors/windows*Updated Kitchen Cabinets & Quartz Tops, Range-Refrigerator-Dishwasher-Microwave 2025/2026*Both bathrooms updated with tile, vanities, tops, lighting & mirrors 2026*Baseboards replaced 2026*Most light fixtures 2026*Recessed Lighting in Great Room & Kitchen 2026*Designer Door handles replaced on all interior doors 2026*Fireplace Tiles 2026*Luxury Vinyl throughout most of the home 2026*Gulf Gate East is a community of excellent neighbors & has an enforced HOA with low annual dues of $299 which keep the homes looking great! This family neighborhood is lined with miles of sidewalks on both sides of the streets for biking, walking or jogging which you will see throughout the day. Gulf Gate East also offers larger lots than most & is located in quiet, South Sarasota but just minutes away from our World Famous Siesta Key Beaches & our newly extended Legacy Trail. Sunny Sarasota is a perfect city that offers A+ schools, fine restaurants & many county libraries (Gulf Gate Library is walking distance from this home), & the Gulf Gate shops/restaurants. The UTC Mall and cultural downtown are only 20 minutes away for opera, fine arts, theater, movies, fine dining & Selby Gardens! Hurry and make this one yours!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
10187 MILKY WAY CIR, SARASOTA, FL 34241
$900,00054 Days on yellowkey MLS ID: A4690808
REDUCED by $25,000 (2.7%) on 05/21/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3525 Built: 2022Monthly Fee: $251 Tax: $11,066 (2025)Community: Skye Ranch Neighborhood Four North Phase 1Single Family
Taxes:$11,066
Remarks: Welcome to 10187 Milky Way, located in the highly sought-after Skye Ranch community, where charm, space, and thoughtful design come together on a private preserve lot. This home exudes character from the moment you step inside, featuring both a dedicated office with elegant French doors and a versatile bonus room located right off the entryway. The bonus room offers the flexibility to easily convert into a downstairs bedroom, making it ideal for guests or multi-generational living. The heart of the home is the beautifully designed kitchen, complete with a farmhouse sink, a gas cooktop with matching GE Cafe series appliances throughout, and an open layout that flows seamlessly into the living room. Here, you’ll find a cozy fireplace that adds warmth and style, creating the perfect space for entertaining or relaxing. Just off the garage, a functional mudroom adds everyday convenience and organization. Step outside to your private backyard oasis, already equipped with a fire pit and offering plenty of room to build your dream pool all while enjoying peaceful preserve views. Upstairs, a spacious loft provides additional living space, perfect for a media room, playroom, or second family area. The primary suite is a true retreat, featuring a private balcony, two walk-in closets, and a luxurious ensuite bath with a soaking tub and a rain shower. Three additional bedrooms are also upstairs, including a Jack-and-Jill bathroom between two of them, resulting in three full bathrooms on the second level. As a resident of Skye Ranch, you’ll enjoy access to resort-style amenities including a clubhouse, fitness center, pools, tennis and pickleball courts, scenic trails, and parks offering a true Florida lifestyle centered around comfort, community, and outdoor living. This Skye Ranch home blends functionality, flexibility, and distinctive style offering the perfect setting for both everyday living and entertaining.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Dawnelle Lanners (727-804-9228)
4672 ALEXANDER POPE LN, SARASOTA, FL 34241
$849,000209 Days on yellowkey MLS ID: A4672673
REDUCED by $50,000 (5.6%) on 06/10/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3838 Built: 1978Monthly Fee: $29 Tax: $8,264 (2024)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$8,264
High School: Sarasota High
Tax Year: 2024
Remarks: PRICE IMPROVEMENT! Welcome to this exceptional 5 bedroom, 3.5 bath home perfectly positioned at the end of a peaceful cul-de-sac on Bent Tree Golf Club. Designed for both upscale entertaining and comfortable everyday living, this residence offers a rare combination of privacy, elegance, and modern upgrades. Step inside to find formal living and dining rooms, crown molding throughout, and two charming wood-burning fireplaces that add warmth and character. The large designer kitchen features premium finishes, generous counter space, and seamless flow to the main living areas—ideal for gatherings of any size, a full wet bar elevates your hosting experience. The home features a NEW ROOF, NEW POOL CAGE and FULLY PAID SOLAR SYSTEM which provide unmatched efficiency and value for years to come. This smart home also includes a home gym, comprehensive security system, water softener/filtration, and thoughtful upgrades throughout. Outside, enjoy breathtaking sunset views from your private screened lanai and sparkling pool—your own serene retreat overlooking a manicured golf course. A rare opportunity to own a beautifully upgraded, move-in ready home in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Christian Higgins (772-532-8857)
1586 DORGALI DR, SARASOTA, FL 34238
$450,00050 Days on yellowkey MLS ID: A4691018
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2006 Tax: $3,394 (2025)Community: Isles Of SarasotaTownhouse
Taxes:$3,394
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: One of the most desirable and unique units in The Isles of Sarasota is available for your viewing pleasure. Nowhere will you find a unit as well appointed and tastefully done. Beautifully and thoughtfully renovated, this unit has everything a discerning buyer would want. The kitchen area has been reconfigured to add an island with seating, an area for a bistro table as well as an open concept into the living/dining area. An enormous pantry completes the space. Newer state of the art stainless appliances, quartz countertops and solid wood cabinetry add to the allure of this special area. Luxury vinyl flooring throughout, with new Berber carpet in the bedrooms add to the appeal. All three baths have been renovated and are a spa-like dream. The four bedrooms, each with walk in closets, are of a generous size with three of them upstairs and one on the first level. Two of the bedrooms which can both function as the main bedroom, have accessible balconies. A feature rarely found in the community. A large screened lanai off the family room is both private and serene. An oversized two car rear facing garage completes this special unit. The Isles of Sarasota is one of the premiere communities in the area. Access to world famous beaches, shopping, the Legacy Trail and so much more. Make this your new home. Live the dream.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Susan Noah (941-468-9286)
4463 CINNAMON DR #2502, SARASOTA, FL 34238
$310,000218 Days on yellowkey MLS ID: A4671484
REDUCED by $25,000 (7.5%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1638 Built: 2005Monthly Fee: $757 Tax: $4,131 (2024)Community: Arielle On Palmer RanchCondo
Taxes:$4,131
Remarks: Virtually Staged. BEST VALUE IN THE COMUNITY! ***Significant price reduction combined with brand-new stainless steel appliances and updated light fixtures*** ALL ON ONE FLOOR – NO STAIRS! GORGEOUS LAKE VIEW, END UNIT. This spacious 2-bedroom, 2-bath plus bonus room end unit with an attached 1-car garage offers the perfect blend of comfort and convenience — Step inside to discover a bright, open-concept living area featuring brand-new luxury vinyl flooring and a well-appointed kitchen overlooking the lake. Enjoy one of the best locations in the community, offering exceptional privacy and surrounded by lush tropical landscaping for a serene, resort-style ambiance. Slide open the doors to your private screened-enclosed lanai with peaceful lake view — the ideal retreat for your morning coffee or evening relaxation. Experience resort-style amenities just steps away, including a heated pool and spa, gas grills. The home has been freshly painted, and abundant natural light fills every room through windows on all sides, creating a bright and airy atmosphere. Additional updates include a newer A/C (2020). Perfectly located near The Legacy Trail, TPC Prestancia, Siesta Key’s award-winning beaches, and everyday conveniences such as Publix, Costco, the YMCA, playgrounds, and tennis courts, easy access to to I075. Zoned for top-rated schools, NO CDD, NO FLOOD ZONE!!!! Don’t hesitate — call today to schedule your private showing!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Melinda Vass (407-613-4911)
6971 SCRUB JAY DR, SARASOTA, FL 34241
$1,049,50025 Days on yellowkey MLS ID: A4694165
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3847 Built: 2006Monthly Fee: $192 Tax: $6,732 (2025)Community: Red Hawk Reserve Ph 1Spa: YesSingle Family
Taxes:$6,732
Remarks: Elegant estate-style lakefront residence with breathtaking sunset and preserve views, offering exceptional indoor and outdoor living in the sought-after gated community of Red Hawk Reserve. Perfectly positioned on a premier lakefront homesite, this impressive two-story home features 5 bedrooms, 3 bathrooms, a bonus/game room, and over 3,800 square feet of living space, showcasing the highly desirable Grand Bristol LS V floor plan with timeless Mediterranean-inspired architecture, lush tropical landscaping, and a dramatic covered entry. The outdoor living experience is truly one of this home’s standout features, thoughtfully designed for both luxurious entertaining and everyday relaxation. Enjoy a outdoor kitchen and bar, expansive covered living areas, a retractable awning with lighting, and breathtaking lakefront sunset views that create the ultimate Florida lifestyle setting. For peace of mind hurricane resistant windows and doors on the front of the home and complete hurricane panels for the back of the home. Inside, soaring ceilings, crown moldings, and expansive living spaces are filled with natural light, creating a warm yet sophisticated atmosphere throughout. The open-concept kitchen is designed for both entertaining and everyday living, featuring granite countertops, rich wood cabinetry, built-in appliances, a large center island, breakfast bar, and a breakfast nook overlooking the main living areas. The flexible floor plan includes a full downstairs bedroom suite or office, while upstairs offers spacious guest bedrooms, a large bonus/game room, and a private sitting area adjoining the luxurious primary suite. The primary retreat also features access to a private second-story screened balcony overlooking the pool, lake, and preserve — the perfect place to unwind and enjoy peaceful sunset views. The versatile loft area provides the ideal space for a media lounge, secondary living area, or game room, while additional bedrooms offer exceptional comfort and privacy for family and guests. Designed to embrace Florida’s signature indoor-outdoor lifestyle, the expansive screened lanai features a resort-style heated pool and spa, covered outdoor living spaces, and tranquil water views framed by mature oak trees and tropical landscaping. The lush grounds are maintained by a four-zone irrigation system utilizing reclaimed water. Residents of Red Hawk Reserve enjoy a gated entrance, scenic lakes, and a premier Sarasota location within one of the area’s top-rated school districts. Ideally situated just seconds from Twin Lakes Park and only a short drive to award-winning Siesta Key Beach, UTC Town Center, premier shopping, dining, and everyday conveniences, this exceptional residence seamlessly blends luxury, comfort, and convenience. Be sure to experience the immersive 3D Matterport virtual walkthrough. Schedule your private showing today and discover everything this remarkable lakefront estate has to offer.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
4817 POST POINTE DR, SARASOTA, FL 34233
$589,00025 Days on yellowkey MLS ID: A4694170
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1811 Built: 1999Monthly Fee: $46 Tax: $5,897 (2025)Community: Grove PointeSpa: NoSingle Family
Taxes:$5,897
Elementary School: Ashton Elementary
Remarks: Welcome to 4817 Post Pointe Drive, a beautifully updated pool home tucked within the desirable Grove Pointe community in Sarasota, located within an amazing A-rated school district. Offering 3 bedrooms, 2 bathrooms, and a thoughtfully designed split-bedroom floor plan, this home effortlessly blends comfort, functionality, and Florida living. From the moment you arrive, you’ll notice the pride of ownership and recent improvements throughout the property. Inside, the home features laminate flooring throughout, vaulted ceilings, and bright living spaces that create an open and inviting feel. The primary suite offers a peaceful retreat, while the additional bedrooms provide flexibility for guests, family, or a home office setup. Impact windows have been installed in the 2nd and 3rd bedrooms, along with impact sliders in the primary bedroom and nursery room, providing added peace of mind and efficiency. Step outside and enjoy your own private backyard oasis, complete with a screened-in pool, spacious lanai, and fully fenced yard — perfect for relaxing, entertaining, or enjoying Sarasota’s year-round sunshine. Additional updates include a newer roof, a widened driveway for additional parking, and refreshed exterior landscaping that enhances the home’s curb appeal. Conveniently located just minutes from shopping, dining, Siesta Key Beach, I-75, and everyday conveniences, this home offers the perfect balance of privacy, accessibility, and lifestyle. Whether you’re searching for a primary residence or seasonal retreat, 4817 Post Pointe Drive is ready to welcome you home.
4076 SOUTHWELL WAY, SARASOTA, FL 34241
$669,000123 Days on yellowkey MLS ID: A4682589
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2263 Built: 1979Monthly Fee: $27 Tax: $3,668 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,668
Remarks: This is a rare opportunity to purchase a well built original Bent Tree home with newer roof right on the fairway of Bent Tree golf course. This beautifully maintained split plan residence offers privacy, thoughtful upgrades, and premium positioning within the neighborhood. Bent Tree Community Homeowners Association dues are only $319 per year. Situated on a premium lot on hole #16, it boasts a west-facing rear exposure to enjoy sunsets throughout the seasons and beautiful afternoon light situated on an elevated lot that you can see clearly from the roadway. The property has never experienced flooding and features many different exotic trees, including an original Bent Tree bottle brush,a maple tree in front, sycamore, camphor, and bamboo. The exterior showcases an authentic clay brick driveway, brick paver front entry, and decorative porcelain tile accents with evening lighting. Twelve-volt LED driveway lighting and professional 120-volt LED landscape lighting enhance the property’s curb appeal. Inside, the home features porcelain tile flooring throughout—no carpet. Recent improvements include new bathroom mirrors and Kohler faucets, 72-inch energy-efficient DC indoor/outdoor ceiling fans (6 total), and replaced sliding glass doors (11/2021). Most windows were replaced in 05/2021 with Armortech windows all under Sarasota County permit. Additional metal security panels provide extra hurricane protection for select windows. The property includes a well-fed, three-zone sprinkler system for lawn irrigation and a hot water heater timer for additional efficiency. Outdoor living is enhanced by two private bathroom courtyards finished with real brick pavers and Hardy Board fencing. The pool area is supported by updated equipment and energy-efficient systems. This property combines extensive upgrades, quality materials, and a prime golf course setting—ready for its next owner to enjoy.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
7755 WANING MOON WAY, SARASOTA, FL 34241
$399,678117 Days on yellowkey MLS ID: A4683307
1 Days Off yellowkey (back on 6/13/2026)
REDUCED by $50,000 (11.1%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skye RanchVilla
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Dedicated Study. New Construction – June Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7755 Waning Moon Way in Esplanade at Skye Ranch! The Ibis offers a bright and thoughtfully designed layout that feels warm and welcoming from the moment you enter. The gathering room opens gracefully to the large designer kitchen, creating a comfortable space for cooking, conversation, and everyday living. A flexible space near the entry provides the perfect spot for work, hobbies, or quiet moments at home. The primary suite serves as a peaceful retreat with a spacious walk-in closet, dual vanity sinks, an expansive shower, and a private commode. A secondary bedroom and full bathroom complete the home and offer comfort for family or guests. Additional Highlights Include: tray ceiling package, study with pocket doors, extended patio cage with screened roof, 8' interior doors throughout, whole house impact windows, pre-plumbed for laundry sink in laundry room, apron front kitchen sink, additional flush mount LED lights, tile--plank, upgraded 42" kitchen cabinets and upgraded quartz countertops. Photos are for representative purposes only. MLS#A4683307 - Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
7456 MOONBEAM AVE, SARASOTA, FL 34241
$429,14833 Days on yellowkey MLS ID: A4693652
REDUCED by $46,000 (9.7%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skyle RanchVilla
Remarks: Under Construction. What's Special: Corner Lot | Dedicated Study | Close to Amenities | Close to Trails. New Construction - June Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7448 Moonbeam Avenue in Esplanade at Skye Ranch! Step into a warm and inviting home filled with natural light and an easy, open feel. The great room flows effortlessly into a beautifully designed kitchen, creating the perfect space for gathering and everyday living. Tucked at the back of the home, the primary suite offers a peaceful retreat with a spacious walk-in closet, dual sink vanity, and a relaxing shower. At the front, you will find a secondary bedroom, a full bath, and a private study that is perfect for working from home or quiet moments. Enjoy a thoughtfully designed community with nearby parks, convenient shopping, and dining options that make it easy to feel right at home. Additional Highlights Include: an extended lanai with a screened in patio, and a study in place of a flex room. Photos are for representative purposes only. MLS#A4693652 - Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
5125 WILLOW LEAF DR, SARASOTA, FL 34241
$1,190,000105 Days on yellowkey MLS ID: A4683770
1 Days Off yellowkey (back on 5/30/2026)
REDUCED by $50,000 (4.0%) on 04/21/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3837 Built: 1986Monthly Fee: $60 Tax: $8,339 (2025)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$8,339
Remarks: Under contract-accepting backup offers. An exceptional custom home by Arthur Rutenberg, set on nearly one acre behind the gates of Bent Tree Village, offers space, privacy, and thoughtful design in one of Sarasota’s most desirable communities. Step through the double wood doors into a welcoming foyer that opens to formal living and dining rooms, creating an immediate sense of openness. The layout flows naturally, making it just as comfortable for quiet evenings as it is for hosting guests. The kitchen is designed for someone who truly enjoys cooking. You’ll find generous counter space, extensive wood cabinetry with abundant storage, a breakfast bar, and a full suite of updated appliances, including a wine refrigerator. An informal dining area sits just off the kitchen, overlooking the screened lanai, pool, and spa, perfect for everyday meals with a view. The family room is spacious and inviting, anchored by an oversized wood-burning fireplace and complemented by a wet bar, an ideal setup for gatherings or relaxed weekends at home. The primary suite provides a private retreat with an ensuite bath featuring dual sinks, a water closet, a freestanding tub, and a step-in shower. Four additional bedrooms allow for flexibility. The fifth bedroom, with its own private entrance, can easily serve as a home office, game room, or guest suite. Outside, the screened pool and spa area is the true centerpiece. With nearly an acre of surrounding grounds, there’s ample room for entertaining, recreation, or simply enjoying the privacy and greenery. Located in a private gated community with convenient access to shopping, dining, golf, and the cultural amenities Sarasota is known for, this home offers the best of both comfort and location. And in walking distance to Lakeview Elementary School. Less then 5 miles to two private schools, the Classical Academy or Out of Door Academy. It’s a property that must be experienced in person to fully appreciate.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
2103 LUSITANIA DR, SARASOTA, FL 34231
$899,9004 Days on yellowkey MLS ID: A4696955
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 1969 Tax: $6,524 (2025)Community: Phillippi GardensSpa: NoSingle Family
Taxes:$6,524
Elementary School: Phillippi Shores Elementary
Remarks: You won’t believe this waterfront opportunity in central Sarasota. With almost half an acre of land on a nice wide part of Phillippi Creek, this home offers the pairing of fantastic central location and tons of opportunity to expand. Upon entering the fenced driveway area to this home, you will notice a classic Sarasota ranch-style home. When you take one look into the back yard you might be amazed the abundant open space, trees, park-like setting and water views. This one story block home has been updated to include laminate floors throughout, a new 2024 metal roof, nice recessed can lighting, stainless steel kitchen appliances, and fresh exterior paint. The floor plan includes a dining room area as well as an oversized laundry area and two-car garage. This property could be ideal for boaters or water enthusiasts who, subject to permitting, could add a dock and boat lift. Just a short cruise to the mouth Phillippi Creek will allow access to Sarasota Bay and ultimately the Gulf! This body of water is often very tranquil and is great for paddle-boarding, fishing, kayaking, or just watching the water drift by. The location allows for easy access to US41 and is just minutes from Siesta Key, Downtown Sarasota, and all sorts of convenient dining and retail. There’s a lot to love about this slice of paradise, come and set up your private showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
SARASOTA, FL 34242
$2,895,0004 Days on yellowkey MLS ID: A4694972
Bed: 5 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2966 Built: 2021 Tax: $24,633 (2025)Community: Point Of Rocks TerraceSpa: YesApartment
Taxes:$24,633
Remarks: There Is Only One. Crescent Beach House was purpose-built for a different kind of ownership experience. One where beach days, family gatherings, and investment performance can coexist under the same roof. Positioned in one of Siesta Key's most enduring vacation corridors, this is the type of property people return to year after year, and increasingly, seek to own. Sited at the mouth of the Point of Rocks’ beach access located at the end of the street, Crescent Beach House is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, and expansive indoor-outdoor living spaces designed to accommodate large groups with ease. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment performance. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
10808 LEAFWING DR, SARASOTA, FL 34241
$2,650,000284 Days on yellowkey MLS ID: TB8409835
0 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3352 Built: 2021Monthly Fee: $258 Tax: $21,698 (2024)Community: Forest At The Hi Hat RanchSpa: NoSingle Family
Taxes:$21,698
Remarks: Under contract-accepting backup offers. Welcome to 10808 Leafwing Drive, a private 3.64-acre estate in Sarasota’s exclusive gated community, The Forest at Hi Hat Ranch. Designed and built in 2021, this custom-crafted residence—known as The David—is a rare opportunity to experience modern luxury seamlessly blended with the tranquility of nature. Every element of this home was thoughtfully designed to deliver sophistication, privacy, and the finest in Florida living. The main residence spans more than 5,500 square feet in total, with 3,352 square feet of air-conditioned living space centered around an open, airy floorplan. A dramatic 23-by-34-foot great room serves as the heart of the home, with soaring ceilings, a fireplace, and expansive glass doors that frame peaceful views of Lake Wood and the surrounding conservation land. The chef’s kitchen is equally impressive, featuring custom wood cabinetry, stone counters, top-tier appliances, walk-in pantry, and generous workspace for both everyday living and large-scale entertaining. There are a total of 4 bedrooms - 1 is currently used as an office which has an adjacent bathroom. The primary suite was designed as a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized walk-in shower, dual vanities, and a spacious custom closet. Two additional guest suites with walk-in closets and en suite baths lend comfort and privacy. A versatile study with its own walk-in closet provides flexibility as a home office, library, or additional bedroom. Enhancing the property’s versatility, a detached casita offers an additional 600 square feet with a private bath and kitchenette—perfect for extended family, long-term guests, or multigenerational living. Outdoor living takes center stage in this estate, with a heated saltwater pool featuring a sun shelf, fiber optic lighting, and an integrated spa. The expansive screened lanai with summer kitchen, outdoor dining, and multiple lounge areas creates a seamless indoor-outdoor lifestyle. Mature landscaping, irrigation system, and private fencing further enhance the serene setting. Additional features include a four-car garage with carport parking, golf cart and RV accommodations, storm protection, whole-house water filtration and reverse osmosis systems, and energy-efficient design throughout. Beyond the property, residents of The Forest at Hi Hat Ranch enjoy the rare combination of seclusion and convenience. Just minutes from downtown Sarasota, world-class beaches, fine dining, golf, and cultural venues, this estate provides both privacy and access to everything that makes Sarasota one of Florida’s most desirable destinations. 10808 Leafwing Drive is more than a residence—it is an estate of distinction that offers timeless craftsmanship, luxurious amenities, and an unparalleled Florida lifestyle.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
5520 ROSEHILL RD #203, SARASOTA, FL 34233
$199,900154 Days on yellowkey MLS ID: A4677482
REDUCED by $20,000 (9.1%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1141 Built: 2002 Tax: $2,812 (2025)Community: Admirals WalkCondo
Taxes:$2,812
Remarks: $20,000 PRICE IMPROVEMENT! Live in a TREE HOUSE and park your car in a GARAGE. Lowest priced 2-bedroom in Admiral’s Walk with a garage! This second-floor corner condo has everything you are looking for: impact glass hurricane windows, newer roof & hardiboard siding, newer A/C system and newer washer/dryer! Plus, a 1-car oversized garage (12’ X 26’ long) for extra storage. The light and bright interior space has a great room floor plan featuring a vaulted ceiling with clerestory window and windows on two walls with water views. The open kitchen has a breakfast bar overlooking the dining area and a pantry. The two bedrooms have ensuite bathrooms with large walk-in closets. Admiral’s Walk is a New England style community with ponds, fountains and mature trees. There are plenty of amenities to suit everyone’s taste. Relax by the pool or soak in the spa, work out at the fitness center, visit the clubhouse and play pool, or cook dinner on the community grill. Your pets will be happy here too. Two pets up to 65 pounds each are allowed. Siesta Key beaches are a short drive away and there are plenty of shopping, dining and cultural destinations nearby. You’ll find easy access to I-75 for a quick drive to UTC Mall and Benderson Park. Come live the Florida lifestyle!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Barb Standish (941-504-9458)
4242 DRYDEN CIR, SARASOTA, FL 34241
$535,0009 Days on yellowkey MLS ID: A4696289
REDUCED by $14,000 (2.6%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2324 Built: 1981Monthly Fee: $27 Tax: $2,992 (2025)Community: Bent Tree VillageSingle Family
Taxes:$2,992
Remarks: Virtually Staged. Experience stylish living in Sarasota's sought-after community of Bent Tree Village. This spacious 3-bedroom, 2-bath home offers convenient single-level living on a fenced homesite in desirable eastern Sarasota County. A welcoming entry garden creates a warm first impression, while the open and inviting floor plan seamlessly connects the main living areas, making the home ideal for both everyday living and entertaining. The generously sized primary suite features an ensuite bath and an oversized walk-in closet designed to accommodate even the most extensive wardrobe. Significant updates provide peace of mind, including a roof that is just four years old, enhanced with 18 inches of rodent-resistant insulation. Additional improvements include a newer HVAC system (2022), fresh interior and exterior paint, and upgraded gutters with 8-inch coverage along the rear of the home. The enclosed lanai, complete with durable epoxy flooring, offers the perfect space to relax or entertain year-round. Conveniently located just minutes from I-75, this home provides easy access to shopping, dining, downtown Sarasota, and the world-renowned beaches of Siesta Key and Florida's Gulf Coast. A one-year home warranty will be included with an acceptable offer.
Listing is courtesy of: ABUNDANT FIELDS REALTY LLC (941-302-1414)
Listing Agent: Summer Mcmillan (941-302-1414)
430 BIRD KEY DR, SARASOTA, FL 34236
$2,150,00053 Days on yellowkey MLS ID: A4691206
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2498 Built: 1973Monthly Fee: $110 Tax: $22,378 (2025)Community: Bird Key SubSingle Family
Taxes:$22,378
Elementary School: Southside Elementary
High School: Pine View School
Remarks: This tastefully updated and remodeled single story home is ideally located within the sought after Bird Key neighborhood. Set on a large corner lot, it features a clean, contemporary style that feels both current and easy to live in. The home offers three bedrooms, two and a half bathrooms, and a two car garage, creating a comfortable and well balanced living environment. Inside, the open concept split floor plan provides both flow and definition, with separate living and family rooms suited to modern living. The remodeled kitchen features quartz countertops and sleek contemporary cabinetry and is centrally positioned to connect the main living, dining, and family spaces. Both living areas open through impact sliding glass doors to the lanai and pool, creating an easy transition between indoor and outdoor living. Fully opening sliders from the living and family rooms extend the space onto the pool deck, making the home particularly well suited for entertaining. The primary suite includes a spacious bedroom, walk in closet, and an updated en suite bathroom. Two additional guest bedrooms and a bathroom are located on the opposite side of the home, offering privacy for family and guests. The generously sized family room easily incorporates a small home office area. Recent improvements include a new tile roof in 2025, whole house propane generator 2025, a newer air conditioning system in 2023, and impact windows for added security and peace of mind. Bird Key offers one of Sarasota’s most desirable locations, just minutes from downtown Sarasota, St. Armands Circle, and Lido Beach. Residents also benefit from the nearby Bird Key Yacht Club, currently undergoing a full redevelopment and expected to reopen early in 2027 as a premier destination for boating, tennis, and social activities. PLEASE NOTE FRONT DOOR ENTRY IS LOCATED ON BOBWHITE WAY.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
7759 WANING MOON WAY, SARASOTA, FL 34241
$399,378133 Days on yellowkey MLS ID: A4681155
1 Days Off yellowkey (back on 6/12/2026)
Remarks: Under Construction. What's Special: Pond View | Single Level Living | Dedicated Study | Close to Amenities | Close to Trails | Gourmet Kitchen. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7759 Waning Moon Way in Esplanade at Skye Ranch! Explore this charming new home designed with comfort and thoughtful details throughout. As you enter, you’re welcomed into an open-concept gathering room filled with natural light from whole-house impact windows and connected to a screened-in lanai for relaxed indoor-outdoor living. The designer kitchen overlooks the space and features an apron-front sink, quartz countertops, and a spacious center layout that flows easily into the formal dining area. The primary suite serves as a peaceful retreat with a spacious walk-in closet and an en-suite bath with a dual vanity. On the opposite side of the home, you’ll find a secondary bedroom, full bathroom, dedicated study, laundry room, and garage entry, giving you the flexibility and convenience you need for everyday living. Additional Highlights Include: Study in place of flex, pocket doors at study, extended lanai with screened in patio, tray ceiling at primary suite, great room, dining and study, 8' interior doors, whole house impact windows, 42" kitchen cabinets, GE refrigerator, washer and dryer. Photos are for representative purposes only. MLS#A4681155 - Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
7701 BLUE MOON RUN, SARASOTA, FL 34241
$787,29421 Days on yellowkey MLS ID: A4694841
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2306 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSingle Family
Remarks: Under Construction. What's Special: Corner Lot | Pond View | Close to Amenities | Dedicated Study. New Construction - November Completion! Built by America's Most Trusted Home Builder. Welcome to the Lazio II at 7701 Blue Moon Run in Esplanade at Skye Ranch! This warm and inviting home opens to a welcoming foyer that flows into a bright great room, dining area, and gourmet kitchen with a spacious island and casual dining nook that is perfect for gathering. The private primary suite offers a peaceful retreat with a spa inspired bath, walk in closet, and convenient access to the laundry room. Two additional bedroom suites and a dedicated study provide flexible space for guests, work, or hobbies. Enjoy relaxed indoor and outdoor living with a generous lanai just off the main living areas. A two-car garage and smart storage throughout add comfort and ease to everyday living. Additional Highlights Include: 10' ceilings, outdoor kitchen rough-in, 8' interior doors, impact windows, and prewire for pool and spa. Photos are for representative purposes only. Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day! MLS#A4694841
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