Location: Sarasota
Do Not Show Listings
4602 SAMOSET DR, SARASOTA, FL 34241
$610,000103 Days on yellowkey MLS ID: N6143050
REDUCED by $25,000 (3.9%) on 04/17/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2420 Built: 1998Monthly Fee: $283 Tax: $2,706 (2025)Community: Heritage Oaks Golf & Country ClubSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,706
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Experience resort-style living in the prestigious Heritage Oaks Golf & Country Club, a beautifully maintained, debt-free, private membership community known for its friendly atmosphere and exceptional amenities — championship golf, tennis, fitness center, resort-style pool, fine dining, and a vibrant year-round social calendar. This rarely available larger villa home offers sweeping lake views and has been meticulously maintained, including updated windows and sliders for added comfort and efficiency. The thoughtfully designed floor plan features an oversized primary suite and den on the first floor, while the second level offers a private guest suite and loft — ideal for visiting family and friends. Additional highlights include an interior laundry room, generous under-stair storage, a two-car garage, and an extended screened lanai perfectly positioned to enjoy peaceful water views and Florida sunsets. Offered turnkey furnished, this home allows you to simply arrive and begin enjoying the relaxed Suncoast lifestyle immediately.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-485-5421)
Listing Agent: Jackie Kennedy (941-266-4074)
2813 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$380,000116 Days on yellowkey MLS ID: A4681734
REDUCED by $10,000 (2.6%) on 05/07/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1813 Built: 2022Monthly Fee: $171 Tax: $3,902 (2025)Community: Bay LandingTownhouse
Taxes:$3,902
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Sellers preferred lender will contribute up to $5,000 towards qualified borrower’s closing cost or rate buy down. Price Improvement! Built in 2022, this end-unit townhome looks and feels brand new, offering a bright, open floor plan with tasteful improvements and beautiful light and bright Florida white cabinetry! Take peace of mind and receive insurance discounts with an insulated storm rated front door and heavy gauge metal shutters! Inside, the stylish kitchen features granite countertops, Stainless Steel appliances, subway tile backsplash, a walk-in pantry, and more! Sparkling large ceramic tile fill the first floor and upper floor bathroom spaces. Energy efficient insulation blown in to the newer Roof, newer Hot Water Heater and newer HVAC system have all been well maintained and keep your home comfortable. Low E, energy efficient double pane, tinted windows keep your home cool in the summer and warm in the winter. Upstairs, spacious separate bedrooms and a flexible loft provide room to relax, work and unwind. Enjoy added privacy with poured concrete block construction and a concrete party wall. You'll appreciate everyday conveniences including a smart-home package, washer/dryer inside, one-car garage and two exterior parking spaces. The screen enclosed lanai open to the green belt is a wonderful private outdoor space to cookout, relax in the fresh air and enjoy Florida, . Residents enjoy a gorgeous resort-style pool, fitness center, dog park, playground and more. Minutes from Waterside Place, Lakewood Ranch, UTC, Downtown Sarasota, and the world renowned beaches! No CDD fees and low HOA dues make this gorgeous home a standout value! Call today to schedule a private tour and see for yourself! Restrictions for lender contribution apply.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Tonna Gruber (941-232-8950)
9293 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$1,299,00034 Days on yellowkey MLS ID: A4691812
REDUCED by $50,000 (3.7%) on 05/16/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3519 Built: 2023Monthly Fee: $220 Tax: $13,550 (2025)Community: 3409 - Skye Ranch Neighborhood TwoSpa: YesSingle Family
Taxes:$13,550
Remarks: Located in Cassia at Skye Ranch, this 2023-built 5 bedroom, 4.5 bathroom 3-car garage home offers 3,519 sq ft with a first-floor primary suite on an oversized pie-shaped lot with wide lake views. Open-concept layout with a spacious great room featuring a custom fireplace wall, wood beam ceiling detail, tray ceilings, and crown molding. Pocket sliding glass doors open fully to the lanai for seamless indoor-outdoor living. Kitchen includes gas cooking, oversized island, quartz countertops, white cabinetry, stainless appliances, and ample seating. First-floor primary suite with wood beam ceiling detail, massive walk-in closet, dual vanities, soaking tub, and separate shower. Upstairs offers additional bedrooms, en-suite baths, and flexible living space. Screened lanai with saltwater heated pool and spa, upgraded panoramic screen enclosure, and extended paver walkway to the backyard with private lake views. Additional features include a custom built drop zone, plantation shutters, front porch, ceiling fans throughout, upgraded landscaping, large laundry room, and a 3-car garage with ample storage. Residents of Skye Ranch enjoy access to The Hub, a resort-style amenity center featuring a clubhouse, resort pool, lap pool, splash pad, kiddie pool, fitness center, movement studio, indoor basketball court, rock climbing wall, and social spaces including a café, demonstration kitchen, and game room. Outdoor amenities include pickleball, tennis, bocce ball, sand volleyball, and over 25 miles of trails and parks. Turner Park offers additional soccer and baseball fields, playgrounds, and open space. A K-8 school is located within the community. Future amenities include The Cove, planned to feature a lazy river, resort pool, and waterslide. Conveniently located just minutes to Waterside Place, UTC shopping and dining, downtown Sarasota, and Siesta Key beaches, with easy access to major roadways.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carissa Pelczynski (631-872-3411)
440 S LIME AVE, SARASOTA, FL 34237
$2,250,000242 Days on yellowkey MLS ID: A4666533
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3434 Built: 2026 Tax: $6,011 (2023)Community: Terrace Gardens BSpa: YesSingle Family
Taxes:$6,011
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2023
Middle School: Brookside Middle
Remarks: Pre-Construction. To be built. Welcome to this stunning 3,434 sq. ft. single-story residence, where modern luxury meets timeless Italian craftsmanship. Ideally located within Sarasota city limits, this property qualifies for weekly rentals—a rare and highly desirable feature that opens the door to significant income opportunities in one of the area’s most sought-after vacation rental markets. This 5-bedroom, 5.5-bathroom residence is designed with both style and functionality in mind. Showcasing imported Italian fixtures, custom cabinetry, and premium flooring throughout, every detail reflects Milano Homes’ signature quality and sophistication. The expansive open-concept kitchen and living area are perfect for entertaining, while floor-to-ceiling hurricane-rated windows and sliding glass doors bathe the space in natural light and create a seamless connection to the outdoors. Step outside to your private retreat featuring a sparkling pool, sun-soaked deck, and ample space for relaxation or entertaining under the Florida sky. Perfectly positioned just minutes from downtown Sarasota, residents and guests will enjoy easy access to boutique shopping, fine dining, award-winning beaches, the scenic Legacy Trail, and local parks with tennis and pickleball courts. Whether you’re looking for a full-time residence, seasonal escape, or an income-producing short-term rental, this home offers a rare opportunity to enjoy the Sarasota lifestyle while capitalizing on high-demand weekly rental potential. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
6727 ANCHOR WAY, SARASOTA, FL 34231
$529,00032 Days on yellowkey MLS ID: A4692216
2 Days Off yellowkey (back on 5/15/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1630 Built: 1965Monthly Fee: $6 Tax: $3,175 (2025)Community: Gulf GateSingle Family
Taxes:$3,175
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. MID CENTURY CHARMER in Incredible Gulf Gate Location with Incredible Updates!....Walk to ALL the Great Dining and Shops of Gulf Gate Village....just moments away from this Nicely Updated 2 Bed/2 Bath with Heated Pool residence with Over-Sized FENCED Yard---perfect for FIDO and his friends....The Well Maintained Interiors Include: TILE THROUGHOUT; Continuity of Finishes; Bright Spacious Floor Plan and EASE of INDOOR/OUTDOOR LIVING with Multiple Entertaining & Lounge Areas*****The Generously-Sized Lanai & Pool Cage are Ideal for Enjoying Morning Coffees; Sunset Cocktails and Dining Al Fresco with Family/Friends***** 2023 Roof; Hurricane Impact Windows; 2021 A/C; Re-Plumbed & 2020 New Pool Cage/equipment.....***$55k+ Income Potential****Minutes to Boating/Fishing; the Legacy Bike Trail & TOP RATED SIESTA KEY BEACH---Perfect as Primary, Vacation or Investment Property!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mike Martino (773-619-8593)
5920 MIDNIGHT PASS RD #1003, SARASOTA, FL 34242
$1,350,00089 Days on yellowkey MLS ID: A4683544
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1971 Tax: $10,983 (2025)Community: Sarasota Surf & RacquetSpa: NoCondo
Taxes:$10,983
Elementary School: Phillippi Shores Elementary
Remarks: Great Opportunity at Sarasota Surf & Racquet Club!! Beautifully turn-key furnished 2BR/2BA condo with a split bedroom floorplan for privacy in Tower 10 Unit 3 right on the beach with a gorgeous view of the Gulf and the beautiful quartz sand beach and shoreline. The onsite rental management team takes care of your investment. You use it when you want and enjoy the great revenue stream coming your way with a rare and great opportunity to take advantage of their 3 night rental minimum policy and managing all the reservations and taking care of the upkeep and cleaning of your unit. This is really exceptional beachfront living on Siesta Key with so many resort style amenities. You have direct access to private Crescent Beach, two heated swimming pools, rental options for tents, cabanas and umbrellas, beachside and poolside BBQ grills, four pickleball courts, three tennis courts (one hard court and two Har-Tru clay) – the only clay courts for a resort community on Siesta Key. There is a fitness center on the property and a recreation room where owners can come together for fun. The interior of this unit has been re-modeled with a lovely coastal look. Both bathrooms have been beautifully re-modeled. The primary bedroom features a king size bed, large walk-in closet and has its own private vanity area and a stunning tiled walk-in shower with a seat and gorgeous glass block. The second bedroom features two queen size beds and large walk-in closet. There is a lanai/room looking out to the beach and Gulf that is perfect for a quiet space for reading or computer work. Washer and Dryer located in laundry room just steps from the unit. This resort style property has it all! Catch the trolley or walk into the Siesta Key village for great shops and lots of great casual dining or more polished dining experiences. Coastal music flows out from the open air fun places for entertainment. Come enjoy Paradise!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jay Mitchell Jr., Pllc (941-586-1754)
10253 CANAVERAL CIR, SARASOTA, FL 34241
$770,000107 Days on yellowkey MLS ID: A4682019
REDUCED by $10,000 (1.3%) on 04/28/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2427 Built: 2023Monthly Fee: $358 Tax: $9,313 (2025)Community: Grand Park Ph 1Spa: NoSingle Family
Taxes:$9,313
Remarks: Why wait to build when you can move right into this stunning Sea Mist floor plan in Grand Park! Just three years new and meticulously maintained, this home is completely move-in ready and loaded with thoughtful upgrades. Perfectly positioned on a private homesite with peaceful pond views and no rear neighbors. You’ll enjoy breathtaking wildlife and serene mornings right from your backyard. Inside, the popular open-concept layout offers generous living and entertaining space, featuring: Nearly 2500 sqft, 3 bedrooms and bonus room, 2.5 baths with a Jack-and-Jill design, a gorgeous kitchen and dining room combo, 3-car garage, charming front porch, HURRICANE IMPACT WINDOWS, and designer upgrades throughout (please reach out to your agent for the list of upgrades that truly help make this house a home). The showstopper? An expansive custom outdoor living space and oversized patio complete with a full outdoor kitchen added by the current homeowners —ideal for entertaining or simply relaxing while taking in the tranquil water views. Dreaming of a pool? There’s ample room to design your own backyard oasis with space for a pool, spa, and extended lanai. Enjoy all of this located in one of Sarasota’s most sought-after resort-style communities. Grand Park offers world-class amenities, including an elegant clubhouse, two resort-style pools and a splash park, a pavilion, green space, a state-of-the-art fitness center, playgrounds, dog parks, tennis courts, pickleball courts, basketball courts, scenic walking trails, and more. Low HOA fee with lawn maintenance included. Close to Sarasota's excellent schools, I-75, restaurants, and shopping at UTC and Waterside Place, and only 5 minutes from a public golf course, and only 15 minutes to Siesta Key!! Flip flops and tan lines are calling your name! Enjoy the lifestyle you’ve been waiting for—without the construction timeline. Most furnishings are negotiable. Schedule a private showing today!
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Patricia Urzedowski (941-210-2629)
4560 LEGACY CT, SARASOTA, FL 34241
$474,900172 Days on yellowkey MLS ID: TB8456367
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1715 Built: 2000Monthly Fee: $283 Tax: $3,150 (2024)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$3,150
Tax Year: 2024
Remarks: Welcome to the prestigious Heritage Oaks Golf & Country Club, where refined living meets resort-style elegance in the heart of Sarasota. This beautifully appointed 2 bedroom plus den, 2 bath residence with a 2-car garage showcases a highly desirable open, split-bedroom floor plan designed for both privacy and effortless entertaining. Thoughtfully designed living spaces flow seamlessly to the outdoors, while the versatile den provides the perfect setting for a home office, library, or guest retreat. Step outside to the expansive screened lanai, your private oasis overlooking a sparkling pool and tranquil water views—an idyllic backdrop for morning coffee, sunset cocktails, or elegant gatherings. Heritage Oaks offers a luxury, gated lifestyle with 24-hour security and an exceptional collection of amenities, including an 18-hole championship golf course, tennis courts, a state-of-the-art fitness center, five resort-style swimming pools, and a recently renovated clubhouse featuring two upscale dining venues, including the iconic 19th Hole Lounge. This vibrant and socially active community offers endless opportunities to connect, unwind, and enjoy an elevated lifestyle. Perfectly situated near Sarasota’s finest shopping, dining, cultural attractions, and beaches, this exceptional home delivers the ultimate combination of sophistication, comfort, and resort living. Call to schedule your private showing today.
Listing is courtesy of: BROPHY REAL ESTATE (727-463-9522)
Listing Agent: Tammy Brophy Wenzel (727-463-9522)
2890 ASHTON RD #5, SARASOTA, FL 34231
$475,000116 Days on yellowkey MLS ID: A4680789
REDUCED by $24,900 (5.0%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 2011Monthly Fee: $245 Tax: $3,662 (2025)Community: The Enclave Of Webberlin PlaceSingle Family
Taxes:$3,662
Elementary School: Wilkinson Elementary
Remarks: Welcome to Ashton Enclave! This beautifully maintained 4-bedroom, 3-bath home is nestled in a highly desirable neighborhood just minutes from Siesta Key Beach. Offering the perfect blend of comfort and Florida lifestyle, the home features spacious living areas ideal for both relaxing and entertaining. Step outside to enjoy the screened-in lanai overlooking a private backyard retreat, plus an additional bonus deck perfect for outdoor dining, gatherings, or soaking up the sunshine. Conveniently located near top shopping, dining, and entertainment destinations, this property combines coastal living with everyday convenience. A rare opportunity to enjoy the best of Sarasota-area living in an exceptional location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Amy Nadell (941-539-5424)
7845 PINE TRACE DR, SARASOTA, FL 34243
$335,000259 Days on yellowkey MLS ID: A4665103
1 Days Off yellowkey (back on 5/14/2026)
REDUCED by $10,000 (2.9%) on 05/07/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1649 Built: 1988 Tax: $3,983 (2024)Community: Pine Trace CondoSingle Family
Taxes:$3,983
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Enjoy maintenance-free living in the highly desirable Pine Trace community at Palm Aire. This beautifully updated 2-bedroom, 2-bath residence with a 2-car garage offers nearly 1,650 sq. ft. of thoughtfully designed living space and the privacy of a stand-alone home with the ease of condo-style living. Inside, soaring vaulted ceilings and skylights flood the home with natural light, creating a bright, open feel throughout the main living areas. The chef’s kitchen is designed to impress with granite countertops, Sub-Zero refrigeration, a Bosch dishwasher, designer lighting, and custom pull-out storage solutions that maximize both style and functionality. The spacious primary suite offers dual closets and a spa-inspired bathroom featuring a zero-entry walk-in shower, granite vanity, and abundant natural light. A split floor plan provides privacy for guests, while new flooring throughout the home adds a fresh, cohesive look. The fully screened lanai creates an inviting outdoor retreat with new tile flooring, dimmable lighting, and multi-speed ceiling fans—perfect for morning coffee or relaxed evening gatherings. Additional upgrades include an ADT security wiring for added peace of mind. Pine Trace residents enjoy beautifully maintained surroundings, with the HOA covering exterior maintenance, roof replacement, and lawn care for truly carefree living. Cable, internet, and even streaming services are also included in the dues. Optional membership to Palm Aire Country Club offers golf, tennis, swimming, fitness, and dining just moments away. Ideally located minutes from University Town Center, Lakewood Ranch, downtown Sarasota, and the world-famous Gulf beaches, this home delivers comfort, convenience, and the best of Florida living. Schedule your private showing today.
Listing Agent: Morghan Varnadore (941-524-5996)
3740 82ND AVENUE CIR E #104, SARASOTA, FL 34243
$299,900257 Days on yellowkey MLS ID: TB8419503
1 Days Off yellowkey (back on 5/16/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1661 Built: 2010Monthly Fee: $231 Tax: $5,028 (2024)Community: San Michele At University CommonsTownhouse
Taxes:$5,028
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to The Townhomes at San Michelle nestled in a picturesque community defined by lush landscape and stress-free living. This SPACIOUS 1661 sq ft 3-bedroom, 2.5-bathroom home is perfectly designed for both comfort and accessibility at an EXCEPTIONAL VALUE! Step inside to a welcoming entryway that opens into a bright open floor plan with natural light and freshly painted throughout. The living and dining areas flow seamlessly into the kitchen making it ideal for entertaining family and friends. The kitchen boasts abundant cabinetry, a large pantry, and an oversized walk-in storage space—a true chef’s delight. Just off the kitchen there is a large designated laundry room and half bathroom for convenience. The upstairs has an oversized primary suite with a Large Walk-In closet and an ensuite bathroom with dual sinks and a large glass enclosed stand up shower. Desirable split floor plan with the primary suite privately located on one side and guest rooms on the opposite side for added comfort and privacy. Both Guest bedrooms have walk- in closets each thoughtfully designed and Guest Bathroom Conveniently located to serve the additional bedrooms. New vinyl plank flooring on the the first floor and New Glass shower doors in master bedroom. Start your mornings on the Covered Front Porch, where you can enjoy breathtaking Sunrises and amazing lake views sipping your morning coffee. Attached Rear Facing One-Car Garage Providing direct access to the home along with parking pad for Two addition vehicles. Resort-Style Community Amenities San Michele is renowned for its vibrant community and extensive amenities, including Heated Swimming Pool perfect for year-round enjoyment, Illuminated Tennis and Pickleball Courts that are Ideal for evening matches, Scenic Walking Paths, Grilling Area and Gazebo just Perfect for social gatherings. You’re just minutes from Shopping, Restaurants, the Airport and 15 minutes to beautiful Sugary Sandy Beaches. SCHEDULE YOUR PRIVATE SHOWING TODAY!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: April Calbo (303-726-0561)
3205 GOLDEN EAGLE LN, SARASOTA, FL 34231
$325,000143 Days on yellowkey MLS ID: A4677694
REDUCED by $5,000 (1.5%) on 05/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 1984Monthly Fee: $333 Tax: $2,156 (2025)Community: Eagle ChaseVilla
Taxes:$2,156
Elementary School: Gulf Gate Elementary
Remarks: New to Market | Eagle Chase Villa – Sarasota. Ideally positioned in the desirable Eagle Chase community, this impeccably upgraded 2-bedroom, 2-bath villa offers 1,268 square feet of thoughtfully enhanced living space just minutes from beaches, nature, shopping, and downtown Sarasota. Located within walking distance to the 84-acre Red Bug Slough Nature Preserve and only 2.1 miles to Crescent Beach and 3 miles to Siesta Key, this home delivers the perfect blend of location, quality, and peace of mind. Inside, the residence reflects years of careful investment and pride of ownership, with over $125,000 in renovations and improvements completed since 2020. The home has undergone extensive mechanical and structural upgrades, including a near full plumbing re-pipe with the removal of old cast iron and replacement with CPVC, new electrical breakers, all-new outlets, plate covers, and modern dimmable LED lighting throughout. HVAC systems have been replaced and professionally serviced twice yearly, the roof was replaced in 2022, and impact-rated windows and doors were installed for comfort, efficiency, and storm protection. The kitchen has been beautifully updated with quartz countertops, painted cabinetry with new hardware, tile backsplash, LED under-cabinet lighting, an upgraded oven range, undermount sink, and newer appliances, creating a bright and functional space that flows effortlessly into the living areas. Both bathrooms were fully remodeled down to the studs with waterproofing, new drain lines, Moen fixtures, custom tile, rain shower heads, quartz vanities, beveled window detail in the primary bath, and LED lighting with dimmers, offering a spa-like experience. Living space was thoughtfully expanded with the creation of a stunning Florida Room, replacing the former lanai and deck. This space features impact sliding doors and windows, reinforced flooring, custom Italian tile, fresh paint, updated electrical, and a ceiling fan with remote, seamlessly blending indoor and outdoor living. New composite decking was added on a reinforced foundation along the rear of the home, with additional composite decking on the side porch, while the exterior rear stucco wall was repainted for a polished finish. Additional enhancements include plantation shutter doors throughout the hallways, bedrooms, and primary bath, refreshed interior doors and hardware, updated flooring in the primary bedroom, attic flooring for storage, and a mounted 65" Sony flat-screen TV with in-wall wiring that will convey. The home has also been meticulously maintained with comprehensive termite prevention, Sentricon bait systems, and ongoing annual inspections showing zero termite activity. Outside, the property has been transformed into a serene, park-like setting with engineered paver stone retaining walls designed to enhance drainage, extensive hardscape and landscaping improvements, indigenous Florida plantings, fruit trees, pollinator-friendly gardens, and low-maintenance decorative stone features. The location offers exceptional convenience with nearby shopping, easy access to I-75, downtown Sarasota, Venice, St. Petersburg, Tampa, and Clearwater, making this home ideal as a primary residence or refined coastal retreat. This Eagle Chase villa stands apart for its depth of upgrades, quality craftsmanship, and unmatched proximity to Sarasota’s best natural and coastal amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Susan Hill (603-479-8368)
2555 CONSTITUTION BLVD, SARASOTA, FL 34231
$998,00026 Days on yellowkey MLS ID: A4692843
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2023 Built: 1974 Tax: $8,338 (2025)Community: Phillippi Gardens 06Single Family
Taxes:$8,338
Remarks: Location, Location, Location! Exceptional waterfront opportunity offering direct access to the Gulf and endless potential. This rare Sarasota property features 3 bedrooms, 2 bathrooms, and a spacious great room ideal for entertaining or easily converted into a 4th bedroom or flex space. Enjoy outdoor living with a large yard, private pool, and ample space for gatherings, relaxation, or future enhancements. Major updates include a new metal roof (2025) and HVAC system (2021), providing peace of mind for years to come. Perfectly situated just over 2 miles from Siesta Key’s world-renowned beaches, with shopping, dining, and entertainment just minutes away. Whether you're looking to renovate, invest, or create your dream waterfront retreat, this property offers unmatched value and location.
Listing Agent: Maryana Zilinskiy (941-744-6065)
5321 GARDENS DR, SARASOTA, FL 34243
$699,00040 Days on yellowkey MLS ID: TB8500945
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1991Monthly Fee: $42 Tax: $3,271 (2025)Community: Palm WestSingle Family
Taxes:$3,271
High School: Braden River High
Remarks: This well maintained home in the West Palm community is truly one not to miss! Everything you've been looking for is here; offering many updates with luxury touches. The home offers a three bedroom split plan, with an open flow and ample space for entertaining, and enjoying family life. The primary bedroom and bath are an oasis for comfort and relaxation and the walk-in closet offers impressive space. One of the upgrades includes the gorgeous Pebble Tec finished pool and paved decking, which is sure to please those loving the out of doors. The home includes special touches such as; upgraded windows, vaulted ceilings, custom window coverings, plantation shutters, updated flooring, recent exterior paint and so much more! Buyers will be "wowed" by the features offered in the oversized garage; with it's finished flooring, generous cabinetry and an additional area for storage. The HOA fee is a reasonable $500 per year. Put this one on your list to see today!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Linda Mann (727-422-0069)
1248 NORTHPORT DR, SARASOTA, FL 34242
$2,500,000226 Days on yellowkey MLS ID: A4668459
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3250 Built: 1959Monthly Fee: $293 Tax: $13,819 (2025)Community: Royal Palm HarborSpa: NoSingle Family
Taxes:$13,819
Remarks: One or more photo(s) has been virtually staged. Siesta Key, island living at its best. Welcome to your waterside home where you’ll enjoy a carefree, tropical lifestyle all year long. This home has been nicely maintained along with an extensive addition completed in 2015. The original home included two guest bedrooms with adjoining Jack and Jill bath plus a primary suite. The 1,200-square-foot addition included an oversized en suite with double sinks and vanity area, walk-in closet, three-headed walk-in shower plus a wall of linen closets. The addition also included a flex room used as an office, plus a 22-by-20-foot pantry/laundry area. A truck-friendly spacious garage with room to accommodate four vehicles and 8-foot high garage door was also part of the expansion. New can lighting installed in living room, dining area and kitchen in 2016 along with a new generous-sized kitchen island. The entire home has low maintenance polished concrete flooring that flows seamlessly throughout. Walls of sliding glass doors surround the oversized screened-in lanai and oversized pool. It’s easy to open up the entire house to the great outdoors when entertaining friends and family. For the boating enthusiast, the home sits on a canal with direct access to the Intracoastal Waterway and offers a 27-foot dock equipped with a 10,000-pound boat lift plus a dual jet ski lift. This home exemplifies the best of island living and don’t forget, world famous Siesta Key Beach is only a short distance away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
3927 COUNTRY VIEW LN, SARASOTA, FL 34233
$609,90048 Days on yellowkey MLS ID: A4690240
REDUCED by $40,000 (6.2%) on 05/16/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2319 Built: 1979Monthly Fee: $50 Tax: $5,477 (2025)Community: Country PlaceSingle Family
Taxes:$5,477
Remarks: Price improvement! One of Sarasota's rarest locations is available! The best layout the neighborhood has to offer. Plenty of space, split floor plan, and natural light. This spacious pool home sits on one of the only dead-end cul-de-sacs in Country Place. This home has all the important updates; Roof Summer of 2017, the A/C and the water heater replaced in the Summer of 2021. Country Place boasts large lots, ensuring privacy and neighbors who take pride in their homes. In addition to the 3 bedrooms and adjacent 3 baths, there is a bonus room/den. As well as plenty of space for entertaining with two family rooms and 2 dining rooms. You'll have to see this one for yourself and imagine all the possibilities this endless space has to offer.
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Baily Block (941-961-3772)
509 GOLDEN GATE PT #4, SARASOTA, FL 34236
$2,695,000208 Days on yellowkey MLS ID: A4671195
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2439 Built: 2024 Tax: $5,321 (2024)Community: En PointeSpa: YesCondo
Taxes:$5,321
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point. Set within a limited four-residence boutique condominium between the Ringling Bridge and downtown Sarasota, it delivers all the qualities of custom-home living with the ease and convenience of a lock-and-leave lifestyle. The residence captures views of Sarasota Bay, the marina, the downtown skyline, and the Ringling Bridge. Inside, the residence offers 2,439 square feet with 3 bedrooms and 3.5 bathrooms, plus two private covered terraces of approximately 350 square feet each—adding 700 square feet of exceptional outdoor living space. Designed as true extensions of the residence, the terraces easily accommodate open-air dining, a grill, and a generous lounge setting with TV hookup, creating an effortless indoor-outdoor lifestyle. Conceived in a neo-modern style by Echt Architects, the residence pairs refined craftsmanship with clean architectural lines and exceptional livability. A secured elevator opens directly into your private foyer, where walls of glass, expansive living spaces, and a chef-inspired kitchen create a residence that feels both sophisticated and welcoming. Spend evenings on the west terrace beneath the glow of the sunset, and begin the day on the east terrace with morning light over the marina—an elegant daily rhythm that feels distinctly Sarasota. The primary suite is spacious and serene, featuring a large walk-in closet, dual vanities, a soaking tub, an oversized shower, and direct access to the sunset terrace. Two additional en-suite bedrooms provide comfort and privacy for guests. Amenities at En Pointe include a heated saltwater pool, elevated decks for lounging and dining, two covered parking spaces, an EV charger, and ground-level bike storage. Just minutes to Main Street, St. Armands Circle, and Lido Beach, this is an exceptional opportunity to own a brand-new architectural condominium residence in one of downtown Sarasota’s most desirable settings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Brittany Perrone (941-685-1598)
509 GOLDEN GATE PT #2, SARASOTA, FL 34236
$2,295,000853 Days on yellowkey MLS ID: A4598042
REDUCED by $200,000 (8.0%) on 04/02/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2439 Built: 2024 Tax: $33,175 (2025)Community: En PointeSpa: NoCondo
Taxes:$33,175
8853 COLONELS CT, SARASOTA, FL 34240
$2,800,000110 Days on yellowkey MLS ID: A4681770
0 Days Off yellowkey (back on 5/3/2026)
REDUCED by $100,000 (3.4%) on 04/04/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3197 Built: 2023Monthly Fee: $499 Tax: $19,606 (2025)Community: Founders ClubSpa: YesSingle Family
Taxes:$19,606
Remarks: Under contract-accepting backup offers. Experience the pinnacle of Sarasota luxury in this professionally designed Lee Wetherington estate within the gated enclave of The Founders Club. Perfectly situated with breathtaking golf course views of the tenth hole, this residence serves as the benchmark for country club living. The meticulously curated interior is a showcase of high-end finishes, featuring hand-selected designer wallpaper, architectural shiplap, & reclaimed wood accents throughout. The versatile floor plan is highly optimized for modern lifestyles, boasting a dedicated private office for the executive professional and an expansive bonus/media room ideal for hosting or relaxation. This masterfully composed home flows effortlessly to a massive outdoor oasis with Diana Marble decking and a heated saltwater pool. The gourmet kitchen is a chef’s dream, appointed with a Fulgor natural gas cooktop, integrated GE Monogram refrigeration, and a designer bar with Cambria quartz and a wine cooler. The primary wing offers a private sanctuary with motorized shades, custom-outfitted walk-in closets, and a spa-bath with illuminated Kohler cabinetry. From the custom linen window treatments to the EV charger, every detail of this professionally designed home has been elevated. Enjoy a short walk to clubhouse amenities in one of Sarasota’s premier golf communities.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Andrea Stultz (941-929-6529)
138 PEARL AVE, SARASOTA, FL 34243
$570,00034 Days on yellowkey MLS ID: A4691706
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1371 Built: 1954 Tax: $5,242 (2024)Community: Whitfield Estates Blks 14-23 & 26Single Family
Taxes:$5,242
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Welcome to this charming mid-century Florida rancher nestled in the sought-after waterfront neighborhood of Whitfield Estates — one of Sarasota's most beloved and established communities. Set on a generous 0.29-acre corner lot, this 2-bedroom, 2-bathroom home offers 1,371 square feet of comfortable living space with genuine Florida character and serious income-producing potential. Whether you're searching for a personal retreat or a turnkey investment, this home delivers. Currently active on Airbnb and generating approximately $180 per night, it has already proven itself as a strong short-term rental performer — making it an exceptional opportunity for investors looking to capitalize on Sarasota's thriving tourism market. Inside, you'll find renovated bathrooms that bring a fresh, modern touch to the home's classic bones. The layout is bright and functional, with a warm, welcoming feel that guests and homeowners alike will appreciate. Step outside and enjoy everything that comes with life in Whitfield Estates — a peaceful, established neighborhood with a true sense of community, no HOA, and easy access to the very best of Sarasota. World-renowned Siesta Key Beach, the cultural richness of downtown Sarasota, St. Armands Circle shopping, and the Ringling Museum are all just minutes away. No HOA. Corner lot. Proven rental income. And all the Florida sunshine you could ask for. Offered at $570,000.
Listing Agent: Jeremy Egglefield (941-809-9200)
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