Location: Sarasota
Keyword(s): Sarasota Middle
Keyword(s) Middle School: Sarasota Middle
Do Not Show Listings
1035 SEASIDE DR #308, SARASOTA, FL 34242
$2,550,00051 Days on yellowkey MLS ID: A4692379
REDUCED by $50,000 (1.9%) on 06/23/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1646 Built: 2023 Tax: $21,387 (2025)Community: Ten35 SeasideSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$21,387
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Gulf-Front Luxury with Investment Appeal Experience elevated beachfront living at Ten35 Seaside, a boutique Gulf-front community on the quiet southern end of Siesta Key. This beautifully designed 2-bedroom, 2.5-bath residence offers private beach access, resort-style amenities, and strong luxury rental potential. The open-concept layout features Wolf and Sub-Zero appliances, custom cabinetry, sleek coastal finishes, and spacious living areas filled with natural light. Sliding glass doors open to a private terrace perfect for enjoying Gulf breezes and sunset skies. The primary suite offers a spa-style bath and walk-in closet, while the guest suite includes built-in bunk beds for added flexibility and rental appeal. Residents enjoy a beachfront pool and spa, private cabanas, fitness center, and direct access to Siesta Key’s world-famous beaches — all just minutes from Siesta Key Village and downtown Sarasota. Ideal as a luxury beachfront retreat, full-time residence, or income-producing coastal investment property. Buyer to verify rental policies, restrictions, and all room dimensions.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
4839 SWEETMEADOW CIR, SARASOTA, FL 34238
$899,00042 Days on yellowkey MLS ID: A4691573
REDUCED by $50,000 (5.3%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2930 Built: 1995Monthly Fee: $275 Tax: $5,380 (2025)Community: Turtle RockSingle Family
Taxes:$5,380
Elementary School: Ashton Elementary
High School: Riverview High
Remarks: Welcome to this beautifully custom-built John Cannon home located in the sought-after gated community of Turtle Rock. This 4-bedroom, 3.5-bath pool home blends comfort, style, and functionality for everyday living. Offering over 2,900 square feet of thoughtfully designed living space. Inside you’ll find custom wood flooring, soaring cathedral ceilings, and an open-concept floor plan perfect for gathering with family and friends. The spacious first-floor primary suite provides convenience and privacy, while the generous secondary bedrooms offer plenty of room for family, guests, or home office space. Step outside to your private backyard retreat featuring a sparkling pool enclosed by a newer oversized pool cage—ideal for outdoor entertaining, play, and year-round Florida enjoyment. Additional highlights include a 3-car garage with abundant storage, a whole-house Culligan water system, and natural gas. Conveniently located near top-rated schools, shopping, dining, Siesta Key Beach, and everyday essentials including Costco Wholesale, this home offers the perfect combination of luxury, location, and family-friendly living. NEW ROOF SCHEDULED IN JUNE.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
2250 HILLVIEW ST, SARASOTA, FL 34239
$599,00030 Days on yellowkey MLS ID: A4694827
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1109 Built: 1925 Tax: $3,695 (2025)Community: La Linda TerraceSingle Family
Taxes:$3,695
Elementary School: Alta Vista Elementary
Remarks: NESTLED IN THE HEART OF SARASOTA- This home in the coveted Arlington Park neighborhood, beautifully updated 1925 Florida cottage blends timeless character with luxurious modern upgrades just minutes from downtown Sarasota and the world-renowned Gulf Coast beaches. Surrounded by charming tree-lined streets, quaint historic homes, and a vibrant lifestyle, this exceptional property offers the perfect opportunity for full-time living, seasonal enjoyment, or investment potential in one of Sarasota’s most desirable locations. Rich in Sarasota history, this home was originally built for the grove master when the surrounding area was covered in orange groves owned by the Palmer family. Today, it has been thoughtfully restored while preserving its authentic Old Florida charm. There has been nearly $100,000 in recent improvements and renovations that have been completed, including a new roof, soffit, fascia, gutters, landscaping, doors, hurricane impact windows, foundation support and encapsulation with a 25-year warranty, updated plumbing and electrical systems, newer A/C, plantation shutters, flooring, and more. The home was professionally lifted with an entirely new foundation in 2020, giving buyers peace of mind while maintaining the integrity and character of this historic gem. Inside, luxury vinyl flooring that resembles the original pine flooring flows throughout the home, complemented by crown molding, abundant natural light, and designer touches in every room. The inviting living room features custom shelving and a charming brick fireplace. The beautifully updated kitchen showcases stainless steel appliances, custom cabinetry, granite countertops, decorative tile accents, and a breakfast bar ideal for casual dining and entertaining. Each bedroom offers its own cozy charm, while the thoughtfully designed laundry room includes built-in storage for added functionality. Situated on an oversized lot, the possibilities are endless. The spacious backyard offers ample room for a pool, expansion of the existing home, or the addition of a garage with an ADU above for exceptional rental income potential. The paved driveway leads to a charming car cabana, while the detached shed provides additional storage for items like bicycles and garden tools. With no HOA, no CDD fees, and no rental restrictions, this property offers unmatched flexibility for homeowners and investors alike. Residents enjoy easy access to the beloved Arlington Park & Aquatic Complex featuring a 50-meter lap pool, instructional pool, tennis courts, indoor and outdoor basketball courts, playground, outdoor fitness gym, walking trails, and a dog park. Ideally located near Sarasota Memorial Hospital, shopping, dining, and entertainment, this home offers both convenience and lifestyle appeal. Just minutes away, downtown Sarasota awaits with fine dining, boutique shopping, cultural attractions, marinas, and the iconic The John and Mable Ringling Museum of Art — all part of what makes Sarasota one of Florida’s premier coastal destinations. This extraordinary property captures the essence of Sarasota living: historic charm, modern luxury, investment opportunity, and an unbeatable location — all offered at an exceptional value.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Joanna Petriccione, Pllc (941-929-3212)
4509 STREAMSIDE CT #1901, SARASOTA, FL 34238
$374,900125 Days on yellowkey MLS ID: A4683448
REDUCED by $15,000 (3.8%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2045 Built: 2005 Tax: $4,460 (2025)Community: Arielle On Palmer Ranch Sect 1 Phase 7Condo
Taxes:$4,460
Elementary School: Gulf Gate Elementary
Remarks: Located in the highly desirable Palmer Ranch area and less than five miles to the world-famous beaches of Siesta Key, this spacious 3BR/2BA second-floor condo offers 2,045 sq ft and the largest floorplan in Arielle with peaceful southern preserve views from the screened lanai, living room, and gathering room. A private two-car garage with extra storage and interior staircase entry (plus convenient side entrance for guests) welcomes you into an open, light-filled layout featuring dual living areas, formal dining space, and a well-designed kitchen with ample cabinetry, counter space, café dining area, and adjoining gathering room. The generous primary suite includes a soaking tub, separate shower, dual vanities, private water closet, and dual walk-in closets, while the second suite offers a charming window bench seat and private access to a full bath; the third bedroom with double doors and closet functions beautifully as a study or flex space. Main living areas feature laminate flooring, bedrooms offer newer plush carpet, and tile accents the baths, entry, kitchen, and café area. Recent updates include AC (2018), washer, dryer, refrigerator, range, dishwasher, microwave, stainless steel kitchen sink, entry light fixture, all faucets and plumbing fixtures throughout, and updated door hardware, knobs, locks, and hinges. Arielle is a gated community with paver driveways and sidewalks, heated pool, gas grills, cable TV, and central mailboxes, with water and basic cable included in the HOA; the community pool is just a short walk away, and residents enjoy easy access to shopping, dining, YMCA, I-75, and the Legacy Trail’s miles of biking and walking paths. Furnished and ready for immediate occupancy!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Stu Francis (763-438-3500)
4126 CENTRAL SARASOTA PKWY #2011, SARASOTA, FL 34238
$239,000164 Days on yellowkey MLS ID: A4677577
REDUCED by $10,000 (4.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1998 Tax: $3,250 (2025)Community: Bella Villino IiiCondo
Taxes:$3,250
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Virtually Staged. 3BR/2BA first-floor end-unit condo in Palmer Ranch, Sarasota. Enclosed Florida room, flood zone X, impact windows, 2026 roof update. This 3-bedroom, 2-bath first-floor end-unit condo in Bella Villino at Palmer Ranch offers approximately 1,400 square feet of single-level living with a split-bedroom layout and enclosed Florida room for flexible everyday use. Located in Sarasota and built in 1998, the property is in flood zone X, an important consideration for insurance and long-term ownership planning. End-unit placement provides additional windows and a wooded view for added natural light and privacy. The open great room connects to the dining area and kitchen, creating a practical layout for daily living and entertaining. The kitchen includes a breakfast bar plus updated appliances including refrigerator (3 years), range (5 years), microwave (1 year), disposal (2 years), washer (1 year), and dryer (5 years). Interior features include crown molding, ceiling fans, walk-in closets in all bedrooms, ceramic tile in wet areas, laminate flooring throughout the main living spaces and bedrooms, window treatments, and an inside laundry room. The primary suite includes a walk-in closet and private bath with shower and single vanity. Bedrooms two and three also include walk-in closets, offering flexibility for guests, home office space, or hobbies. Major updates include HVAC replaced approximately 6 years ago, water heater approximately 9 years ago, and hurricane impact windows installed approximately 5 years ago. Community roof and gutter replacement were completed in 2026 for additional buyer confidence. Bella Villino residents have access to a heated community pool, fitness center, tennis courts, clubhouse, sidewalks, and gated entry. Average monthly condo fees are $826 and include common area taxes, escrow reserves, insurance, exterior maintenance, grounds maintenance, pest control, recreational facilities, pool maintenance, security, sewer, trash, and water. A current 2026 special assessment of $121 is included in the monthly total. Pets are permitted with a maximum of two pets up to 70 pounds total. Leasing is allowed with a minimum 6-month lease term, subject to association approval and rules. Association approval is required with a $150 application fee. The owner currently holds a detached garage assignment that may transfer to a new owner subject to association review and approval, and guest parking is available within the community. Located in Palmer Ranch, this condo offers convenient access to Legacy Trail, golf courses, shopping, dining, and Sarasota’s beaches.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Carole Samuels (330-503-9035)
5603 AARON CT, SARASOTA, FL 34232
$649,90084 Days on yellowkey MLS ID: A4688260
REDUCED by $50,000 (7.1%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2901 Built: 2012Monthly Fee: $150 Tax: $6,364 (2025)Community: Oak VistasSingle Family
Taxes:$6,364
Elementary School: Brentwood Elementary
Remarks: **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom pool home tucked away on a quiet cul-de-sac in the Oak Vistas community. Offering over 2,900 sq. ft. of living space, this two-story home features a functional layout designed for both everyday living and entertaining. Inside, the home opens to a welcoming dining area complete with a custom dry bar and wine cooler, creating a great space to host. The layout flows naturally into the kitchen and main living areas. The kitchen is equipped with 42-inch wood cabinetry, granite countertops, stainless steel appliances, and a large center island with ample prep and seating space. The main living area connects seamlessly to the outdoor space, enhancing the home’s open feel. The primary suite is located on the main level and offers a spacious layout with a massive walk-in closet. The upgraded primary bathroom features dual sinks, modern finishes, and dual shower heads. Upstairs, you will find three additional bedrooms along with a large bonus loft space, ideal for a media room, home office, or flexible living area. Step outside to a private, screened-in pool area with a fenced backyard, perfect for relaxing or entertaining. The cul-de-sac setting adds to the home’s quiet and private feel. Conveniently located near UTC, I-75, shopping, dining, and Gulf beaches, this home offers a prime location with low HOA fees and no CDD.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
4769 SWEETMEADOW CIR, SARASOTA, FL 34238
$899,90027 Days on yellowkey MLS ID: A4695261
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3531 Built: 1997Monthly Fee: $275 Tax: $7,053 (2025)Community: Turtle RockSpa: YesSingle Family
Taxes:$7,053
Remarks: * LARGE 4 OR 5 BEDROOM HOUSE IN GATED COMMUNITY * IN GROUND SELF CLEANING POOL WITH SPA * 4th AND 5th BEDROOM AND 3rd BATH EASILY CONVERTED TO AN IN-LAW or TEENAGER SUITE * Beautifully situated home with a preserve view in the premier gate development of Turtle Rock. Walk in the leaded glass front doors to this beautiful home. This one has it all. Huge primary bedroom with pocketed sliders to pool. Walk through closet and a jetted garden bath with separate shower and encolsed toilet with a heated towel rack. The Formal living room also has pocketed sliders leading to the pool and hot tub. A nicely sized formal dining room and a breakfast bar and table area in the kitchen. You will love this open plan kitchen and family room with a gas range and electric fireplace with built in book shelves and cabinety. the second and third bedrooms are separated by their own bath. A 4th bedroom and 3rd bathroom (pool bath) are just off the short hallway to the 5th bedroom. This layout has tons of possibilities. It is easy to envision the large 5th bedroom and an entertainment area/pool table room/or play area. You could even add a door and separate the 4th and 5th bedrooms along with the 3rd bath making an in-law suite or a teenager's dream suite or for multi-generational living. Pocketed sliders lead from the 5th bedroom to the pool and from the family room to the pool. A great house for entertaining. The pool is self cleaning, lighted and attached to the heated and jetted hot tub. Turtle Rock is an upscale development in Palmer Ranch for the discerning homeowner. There is a community pool, clubhouse and tennis courts as well as many miles of paved walking ares throughout the security guarded development. Turtle Rock is located in the heart of Palmer Ranch. Just miles to Siesta Key, other beaches, restaurants, shopping, grocery stores and more. In the county but close to downtown and everything that Sarasota offers. Don't miss this opportunity to own this below market priced property and enjoy your piece of Florida sunshine.
Listing is courtesy of: SARASOTA HOME REALTY (941-544-6763)
Listing Agent: Brian Mcgreevy (941-544-6763)
4855 HOYER DR, SARASOTA, FL 34241
$899,900310 Days on yellowkey MLS ID: A4661458
0 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2718 Built: 1995Monthly Fee: $133 Tax: $6,437 (2024)Community: Foxfire WestSingle Family
Taxes:$6,437
Elementary School: Lakeview Elementary
Tax Year: 2024
Remarks: Tucked away on a very private lot, under a canopy of stately oaks, this gorgeous home in Foxfire West nestled on over two beautifully landscaped acres. The exterior construction of rustic brick over block blends gracefully into the wooded background and you will feel away from it all, but only a short drive to shopping, dining, and I-75. The current owners have lovingly cared for this home and made numerous improvements throughout, including a brand new kitchen. A double sided fireplace of natural coral stone shines its glow in both the formal living room and family room. The master suite features three sets of well-placed windows designed to bring the beauty of nature indoors. The open kitchen features a floating island and adjoins the dining area. The master bath is stylish with a glass block walk-in shower with 2 heads and a relaxing Jacuzzi tub. The second bedroom can also be a master with bathroom and new expansive walk-in-closet. Outdoor entertaining a must with a covered and screened 11 x 27 ft lanai and a composite wood deck with built-in brick BBQ. A garage workshop and storage shed come in handy and so does the 35 x 42 ft. parking space for boats or trailers. This home is extremely private and can not be seen from Hoyer Drive. New roof 2018, New Kitchen Appliances 2018, New Kitchen 2022, New Washer & Dryer 2020, New A/C 2020, New H.W.H. 2020. Owners in Foxfire West have access to Freshwater Lake, Foxfire access on Hubner drive. Total of 8 parking spaces. Shopping & Medical offices within a 5 miles drive. Seller to pay Title Insurance.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Sheryl Morris (941-400-1686)
9296 STARRY NIGHT AVE, SARASOTA, FL 34241
$2,090,000122 Days on yellowkey MLS ID: A4683429
REDUCED by $110,000 (5.0%) on 06/23/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4877 Built: 2022Monthly Fee: $251 Tax: $18,536 (2025)Community: Cassia At Skye RanchSpa: YesSingle Family
Taxes:$18,536
Elementary School: K-8 At Clark And Lorriane
Remarks: Experience elevated living in the highly sought-after Skye Ranch community of Sarasota. Perfectly positioned on Starry Night Avenue, this expanded Beacon Model offers an impressive 4,877 square feet under air across two thoughtfully designed levels, showcasing refined finishes, extensive upgrades, and exceptional attention to detail throughout. Meticulously maintained and beautifully appointed, this four-bedroom residence features four full baths and two half baths, including three private ensuite bedrooms and a fourth bedroom with Jack-and-Jill bath access. The main living areas are enhanced by soaring ceilings, elegant flooring, and expansive open spaces designed for both everyday comfort and effortless entertaining. At the heart of the home, the gourmet kitchen is a culinary showpiece, appointed with a Monogram six-burner gas range top with pot filler, double dishwashers, a separate beverage refrigerator with pass-through to the formal dining room, a generous quartz-topped island with touchless faucet, walk-in pantry, and a casual dining area overlooking the stunning outdoor living space. The main level also offers a private office and dedicated media room, providing flexibility for work, relaxation, or recreation. The spacious primary suite provides the perfect retreat to unwind, offering direct access to the lanai and pool area. Your private retreat area is complimented by two custom walk-in closets and a spa-inspired bath designed for relaxation. Upstairs, the second level is ideal for guests or multigenerational living, featuring a spacious bonus room with wet bar, beverage refrigerator, dishwasher, half bath, and a private ensuite bedroom. Outdoor living is truly resort-inspired. The expansive lanai with travertine flooring frames a graciously sized pool and spa with built-in waterfall, firepit, and sunshelf. A fully equipped summer kitchen and serene preserve views create a private, tranquil setting perfect for entertaining or relaxing year-round. Additional highlights include a spacious laundry room and a three-car garage offering ample storage. Ideally located near The HUB Amenity Center and the new Skye Ranch School, residents enjoy access to exceptional community amenities including a resort-style pool, fitness center, clubhouse, café, dog park, scenic trails, sports courts, playgrounds, and a vibrant calendar of events. Convenient to I-75, shopping, dining, and Sarasota’s renowned Gulf Coast beaches. A remarkable opportunity to embrace refined Florida living in one of Sarasota’s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Judy Wright, Pa (941-232-8041)
4079 LAS PALMAS WAY, SARASOTA, FL 34238
$1,699,000120 Days on yellowkey MLS ID: A4683982
REDUCED by $50,000 (2.9%) on 05/30/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5073 Built: 1988Monthly Fee: $73 Tax: $14,847 (2025)Community: PrestanciaSingle Family
Taxes:$14,847
Remarks: Nestled behind the gates of Prestancia, one of Sarasota’s most established and sought-after golf communities, this exceptional estate offers the perfect blend of timeless elegance, privacy, and opportunity. Situated on an oversized and beautifully landscaped homesite of nearly 0.8 acres, the residence spans approximately 5,073 square feet and is thoughtfully designed for both grand-scale entertaining and comfortable everyday living. A dramatic arrival sets the tone, with soaring ceilings, expansive living spaces, and walls of glass that fill the home with natural light while showcasing tranquil views of the lush surroundings. Offering four spacious bedrooms, multiple living and gathering areas, and four-plus baths, the flexible floor plan easily accommodates guests, multigenerational living, a dedicated home office, fitness space, or creative studio. The home's generous proportions create an effortless flow between formal and casual living areas, while the outdoor spaces invite year-round enjoyment of Sarasota’s coveted indoor-outdoor lifestyle. Mature landscaping and exceptional lot size provide a level of privacy rarely found in today's market. Additional highlights include a three-car garage, generously sized en-suite bedrooms, abundant storage, and the quality craftsmanship associated with Prestancia’s premier estate residences. Located within Palmer Ranch, residents enjoy convenient access to world-famous Siesta Key Beach, championship golf, the Legacy Trail, fine dining, upscale shopping, downtown Sarasota, and the area's vibrant arts and cultural scene. With its impressive scale, premier location, and endless potential to personalize and elevate, this is a rare opportunity to secure a signature estate within one of Sarasota's most prestigious gated communities.
Listing Agent: Nikki Taylor (941-587-9060)
4860 CEDAR OAK WAY, SARASOTA, FL 34233
$725,00014 Days on yellowkey MLS ID: A4696764
1 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2527 Built: 2000Monthly Fee: $48 Tax: $5,264 (2025)Community: Three OaksSpa: NoSingle Family
Taxes:$5,264
Remarks: Under contract-accepting backup offers. Some homes are well-built, some have vibrant personalities. This stunning four-bedroom-plus-office retreat in Three Oaks has both; a quality-built home with warmth, and interiors that carry an energy that's vivid, layered, and genuinely inviting. The heart of the home is a spacious chef's kitchen that would turn heads in any price range. Paneled SubZero refrigerator, a touch cooktop with double ovens, and granite counters with breakfast bar set the stage. The kitchen opens to both the living room and the pool beyond; conversation flows naturally here. A split floor plan gives the primary suite its own quiet wing, complete with a generous walk-in closet, and ensuite bath with jetted garden tub and generously sized shower. Three additional bedrooms and a full bath, plus pool bath extend along the other side. An office, family room, foyer, and dining room provide plenty of space for work, reading, and hobbies. This home was purposefully designed with outdoor living in mind with direct access to the screened pool enclosure from the primary suite, dining room, living room and pool bath. Open the expansive sliding glass doors for a seamless transition to the pool deck where you’ll enjoy a heated saltwater swimming pool and an outdoor kitchen with Wolf grill, refrigerator, and sink. The setting is beautifully framed by mature tropical landscaping that creates a sense of calm and privacy. Among the flourishing foliage are papaya and banana trees, hibiscus, agave, bougainvillea and desert rose. A koi pond with waterfall adds a quiet, meditative note to the backyard setting, and the neighborhood lake view stretches beyond, with stunning sunrises visible from throughout the home. Insurance is a breeze with a brand-new tile roof in June 2026 and no flood insurance required. Ideally located in an A-rated school corridor (Ashton Elementary, Sarasota Middle, Riverview High), and just minutes from the white quartz sands of Siesta Key. Three Oaks is a neighborhood of 280 homes with low HOA fees of just $575 per year. Three Oaks is located west of I-75 near the corner of Proctor Road and Honore Avenue. Three Oaks. 2,527 square feet. One of a kind. Schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
5485 ASHTON MANOR DR, SARASOTA, FL 34233
$450,0005 Days on yellowkey MLS ID: A4697641
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1555 Built: 2001Monthly Fee: $54 Tax: $4,644 (2025)Community: Ashton ManorSingle Family
Taxes:$4,644
Remarks: Does your home wish list sound something like this? A comfortable home in a friendly neighborhood. Something at the end of the road and the school district is second to none. An open floor plan with plenty of space, a yard to enjoy, and a location close to everything that Sarasota offers. Easy access to the the interstate, great shopping, and a straight shot to the beach. An opportunity for the Ashton school district at a price well below the average in Sarasota. And you can even get moved in before the school year starts! Don't miss this home! It has all of the above plus so much more! Most photos are taken previous to the current tenant moving in, however the tenant has taken very good care of the home. Unstaged photos are current.
Listing Agent: Tracy Leclair (941-209-0549)
2949 BOUGAINVILLEA ST, SARASOTA, FL 34239
$444,95091 Days on yellowkey MLS ID: A4687629
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 1958 Tax: $4,700 (2025)Community: South GateSingle Family
Taxes:$4,700
Elementary School: Southside Elementary
Remarks: Back on the market fresh, improved, and truly move-in ready, this fully renovated 3-bedroom, 2-bath home now features even more valuable upgrades for added peace of mind. Recent major improvements include a brand-new electrical panel, professionally repaired HVAC ductwork, a brand-new tankless water heating system for the interior of the home, a serviced garage door with a newly installed reverse safety system and garage door opener, plus a sewer system inspection and professional cleaning completed by a licensed plumber with a transferable 10-year warranty provided. Combined with a newer roof and updated HVAC system, this home offers the perfect blend of style, comfort, and confidence in the heart of Central Sarasota. Ideally located just minutes from Downtown Sarasota, Siesta Key Beach, shopping, dining, and all that Sarasota has to offer, the location makes it easy to enjoy the very best of the area. Inside, a bright and open layout immediately stands out, featuring expansive living spaces, wide plank flooring, and an abundance of natural light pouring through oversized windows. The seamless flow between the living, dining, and kitchen areas creates an inviting atmosphere that feels both airy and connected. The fully redesigned kitchen showcases sleek cabinetry, stainless steel appliances, modern lighting, and a large peninsula with bar seating, perfect for entertaining or casual everyday living. Both bathrooms have been tastefully renovated with contemporary finishes, stylish tile work, and glass enclosures, continuing the home’s clean and cohesive modern aesthetic. Extensive updates throughout include new flooring, fresh interior and exterior paint, updated landscaping, modern lighting, and updated doors. All three bedrooms offer comfortable space and natural light, while the overall design feels fresh, bright, and completely turnkey. Step outside to the backyard with a spacious patio ideal for relaxing, entertaining, or creating your own outdoor retreat. With plenty of room for pets, play, or future possibilities, and no HOA restrictions, this property delivers flexibility along with style. Freshly reintroduced to the market and loaded with upgrades, this is an exceptional opportunity to own a beautifully renovated Sarasota home that is ready to enjoy from day one. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
4723 THOMAS HOBY PL, SARASOTA, FL 34241
$775,0003 Days on yellowkey MLS ID: A4697599
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2620 Built: 1978Monthly Fee: $31 Tax: $7,543 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$7,543
Remarks: Welcome to an extraordinary golf course estate in the gated community of Bent Tree Village, where luxury, privacy, and design come together on an oversized cul-de-sac lot overlooking the 4th green. Completely reimagined through a renovation, this stunning residence offers the perfect blend of indoor living and resort-style outdoor amenities, creating a Sarasota lifestyle. Positioned on a rare pie-shaped homesite with no rear neighbors, the property enjoys breathtaking golf course views and an unparalleled sense of privacy. What sets this home apart is its two distinct outdoor living environments, offering the flexibility to entertain, relax, and enjoy Florida living year-round. One backyard retreat features a heated pool with a newer PebbleTec finish, expansive paver deck, covered lanai, cabana bath, green space, and panoramic fairway views. Multiple access points from the home create seamless indoor-outdoor flow, making it ideal for entertaining family and friends. The second outdoor sanctuary provides a more intimate setting with a screened lanai, electric fireplace, tongue-and-groove wood ceiling, ambient LED lighting, and golf course vistas, offering the feeling of having two private backyards in one exceptional property. Inside, the open-concept floor plan showcases designer finishes and meticulous craftsmanship throughout. The show-stopping kitchen serves as the heart of the home, featuring a large center island, custom soft-close cabinetry, Calacatta-inspired quartz countertops, porcelain backsplash, premium stainless steel appliances, and a custom recessed illuminated vent hood. The kitchen opens seamlessly to a spacious family room highlighted by soaring ceilings, a striking shiplap feature wall, built-in wet bar, designer lighting, and a modern fireplace that creates a warm yet elegant atmosphere. The thoughtfully designed split-bedroom layout offers privacy and flexibility, including two luxurious primary suites and two additional bedrooms, making it ideal for multigenerational living, guests, or growing families. Every bedroom features a walk-in closet, with custom built-ins and cedar-lined storage in several rooms. The primary owner's retreat delivers a spa-inspired experience with a marble walk-in shower, dual vanities, private water closet, and oversized cedar-lined walk-in closets. Virtually every major component of the home has been updated, providing true peace of mind for years to come. Recent improvements include a completely remodeled kitchen and all three bathrooms, luxury vinyl plank flooring throughout, new interior doors, dual HVAC systems and ductwork, PEX plumbing, updated electrical panels, enhanced insulation, two water heaters including a tankless system, impact-rated garage door, gutters, remodeled laundry room, impact-resistant windows and sliding doors, and extensive LED lighting throughout. The roof was replaced in 2016. Bent Tree Village offers a secure gated setting surrounded by mature landscaping, natural preserves, and abundant wildlife, all within one of Sarasota's most desirable school districts. Residents enjoy convenient access to UTC shopping and dining, Nathan Benderson Park, Lakewood Ranch, downtown Sarasota, SRQ International Airport, and the world-renowned beaches of Siesta Key. This is more than a home—it is a private golf course retreat, an entertainer's dream, and a rare opportunity to own a renovated luxury property in one of Sarasota's most established and desirable communities.
Listing Agent: Tiffany Hamilton, Pa (941-268-3920)
5285 TWINFLOWER LN, SARASOTA, FL 34233
$614,9003 Days on yellowkey MLS ID: A4697830
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2231 Built: 2019Monthly Fee: $212 Tax: $5,997 (2025)Community: Reserve/HonoreSingle Family
Taxes:$5,997
Remarks: Virtually Staged. Welcome to 5285 Twinflower Lane, a beautifully maintained and thoughtfully upgraded home in the highly desirable Reserve at Honore community. Built in 2019, this 3-bedroom, 2-bath residence offers 2,231 square feet of modern living space designed for both everyday comfort and effortless entertaining. From the moment you enter, you'll appreciate the bright, open-concept floor plan, soaring 10 to 11-foot ceilings, and luxury vinyl flooring that flows throughout the main living areas. The spacious kitchen serves as the heart of the home, featuring elegant quartz countertops, abundant cabinetry, and ample workspace for meal preparation, gatherings, and entertaining guests. The generous living and dining areas are filled with natural light and seamlessly connect to the outdoor living space, creating an inviting indoor-outdoor lifestyle that Florida homeowners love. The primary suite provides a private retreat with ample space to relax, while two additional bedrooms offer flexibility for family, guests, a home office, or hobby room. What truly sets this home apart is its impressive list of upgrades focused on efficiency, comfort, and peace of mind. Solar panels help reduce energy costs, while a whole-home generator provides dependable backup power during storms and unexpected outages. Additional enhancements include a blue-light HVAC purification system designed to improve indoor air quality, a 6-foot PVC privacy fence surrounding the backyard, and an extended lanai that creates the perfect setting for outdoor dining, entertaining, or simply enjoying the Florida sunshine. The exterior offers attractive curb appeal, a spacious 2-car garage, and a private backyard with peaceful patio views. Major systems reflect the home's newer construction, including a 7-year-old roof and 7-year-old air conditioning system, allowing buyers to enjoy the benefits of modern building standards and reduced maintenance concerns. Located in Reserve at Honore, this home places you close to shopping, dining, parks, top-rated schools, medical facilities, and the many attractions that make Sarasota one of Florida's most sought-after places to live. Whether you're searching for a primary residence, seasonal retreat, or move-in-ready home with valuable upgrades already in place, 5285 Twinflower Lane delivers the ideal combination of style, functionality, energy efficiency, and location. Don't miss this opportunity to own a newer Sarasota home featuring solar power, whole-home generator protection, an extended lanai, privacy fencing, and modern finishes throughout. Schedule your private showing today and experience everything this exceptional property has to offer.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
8733 RAIN SONG RD, SARASOTA, FL 34238
$495,000191 Days on yellowkey MLS ID: A4675331
2 Days Off yellowkey (back on 4/29/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1540 Built: 2021Monthly Fee: $522 Tax: $4,946 (2025)Community: Sunrise PreserveVilla
Taxes:$4,946
Remarks: Outstanding villa with serene water views offering 2 bedrooms, 2 bathrooms, plus a den and desirable split-floor-plan design. The upgraded kitchen is the heart of the home, featuring white wood cabinetry, quartz countertops, stainless steel appliances, including a natural gas range, a walk-in pantry, and a large island with counter seating; perfect for casual dining or gathering with guests. The spacious primary bedroom features water views and an en-suite bathroom complete with dual vanities, a glass-enclosed walk-in shower with bench, and walk-in closet with custom built-ins. The guest bedroom has an adjacent bathroom featuring an upgraded shower. The enclosed den with glass-pane French doors serves beautifully as a home office or flex space, allowing ample natural light. The open living and dining areas flow effortlessly to the outdoors, where you can enjoy a large extended screened lanai along with sunset and water views. Additional highlights include wood-look tile flooring throughout the main living areas, an interior laundry room with cabinetry, and a two-car garage with epoxy flooring and plumbing in place for a sink. Located in Sunrise Preserve, a gated, amenity-rich natural gas community in Palmer Ranch, residents enjoy a 5,000-square-foot clubhouse, fitness center, zero-entry resort-style pool and spa, tennis, pickleball, bocce courts, and active social gathering spaces. The monthly fee includes roof replacement, exterior paint, exterior hazard insurance, grounds maintenance, and irrigation. Ideally situated approximately 20 minutes from Siesta Key and just minutes from shopping, dining, and the Legacy Trail, this home offers the perfect blend of comfort, convenience, and resort-style living.
Listing Agent: Fred Sassen (404-408-5956)
4005 CROCKERS LAKE BLVD #24, SARASOTA, FL 34238
$145,00042 Days on yellowkey MLS ID: A4693679
REDUCED by $4,900 (3.3%) on 06/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 572 Built: 1989 Tax: $1,596 (2025)Community: Vintage GrandCondo
Taxes:$1,596
Remarks: Furnished, Move-In Ready Condo – Vintage Grand, Sarasota Your private oasis awaits! This beautifully appointed condo offers comfort, style, and convenience: Bedrooms/Bathrooms: Featuring Brazilian Cherry wood bedroom floors and ceramic diagonal tile in the living & kitchen areas. Kitchen & Bath: Upgraded wood cabinets, granite counters, and stainless steel appliances. Extras: New ceiling fans, washer/dryer, and 2 covered parking spots. Views: Enjoy serene lake and fishing pier views plus spectacular sunrises. Pet-Friendly: Small pets welcome! Community Amenities: Clubhouse, 2 pools, fitness center, and car washing area. Conveniently located near Olympic Swimming at Potter Park YMCA, COSTCO, shopping, dining, and dozens of golf courses. Easy access to Siesta Key Beach (just a few miles away) and local attractions like the famous Siesta Key Drum Circle. Whether you love staying active outdoors, lounging at the beach, or enjoying community amenities, this condo is perfectly located to make the most of Sarasota living.
Listing is courtesy of: PROJECT MANAGEMENT REALTY (941-979-6324)
Listing Agent: Dmytro Ivanov (941-979-6924)
5507 CONTENTO DR, SARASOTA, FL 34242
$1,725,000125 Days on yellowkey MLS ID: A4683288
REDUCED by $50,000 (2.8%) on 06/22/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1788 Built: 1969 Tax: $15,484 (2025)Community: Siesta IslesSpa: NoSingle Family
Taxes:$15,484
Remarks: A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool and panoramic pool cage create a serene setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.****BASE ELEVATION 10 Ft***SELLER MOTIVATED***
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Livya Hament (941-735-1227)
5850 VANDERIPE RD, SARASOTA, FL 34241
$1,175,00024 Days on yellowkey MLS ID: A4695077
REDUCED by $20,000 (1.7%) on 06/22/2026
Bed: 4 Bath: 3.5 Gar: 5 Liv Area Sq Ft: 3805 Built: 1976Monthly Fee: $58 Tax: $5,074 (2025)Community: Myakka Valley RanchesSpa: NoSingle Family
Taxes:$5,074
Remarks: Welcome to 5850 Vanderipe Road, a spacious home set on 6.5 beautiful acres in the highly sought-after Myakka Valley Ranches community. Surrounded by gorgeous oak trees, peaceful views, and plenty of room for horses and animals, this property offers the privacy and space buyers are looking for with endless potential to make it their own. The home features 4 bedrooms, 3.5 bathrooms, 3,805 sq.ft. under air, an attached oversized 2-car garage, plus an additional detached 3-car garage and storage shed. Inside, you’ll find a generous floor plan with multiple living spaces, including a main family room with a wood-burning fireplace, an additional living room, separate dining room, and a large flex room on the north side of the home that could easily be used as a multi-generational suite, additional bedroom, office, game room, or guest retreat. The oversized primary suite offers excellent space and dual closets, while the home’s 3-zone air conditioning system provides added comfort throughout. Outdoors, enjoy tranquil Florida living from the covered and screened pool area, offering wonderful sun protection from the Florida heat while overlooking the tree-lined property, pond, dock, and peaceful sunset views. The private pond is ideal for fishing and adds to the serene country setting. Located in Unit 2 of Myakka Valley Ranches, this section has a voluntary HOA, and the community offers fiber optic internet, which is already wired to the home. Myakka Valley Ranches is known for its acreage homes, equestrian-friendly lifestyle, private roads, nature trails, and proximity to Myakka River State Park, top-rated schools, shopping, dining, and world-famous Siesta Key Beach. A rare opportunity to own a spacious home on a beautiful large-acreage property in one of Sarasota’s most desirable country communities.
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
9550 HIGH GATE DR #1515, SARASOTA, FL 34238
$314,00024 Days on yellowkey MLS ID: A4694992
REDUCED by $5,000 (1.6%) on 06/22/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1996 Tax: $3,574 (2025)Community: Stoneybrook Veranda Greens 1Condo
Taxes:$3,574
Remarks: Palmer Ranch — one of Sarasota’s most vibrant and sought-after addresses. This residence is an exceptional opportunity for both primary homeowners and those seeking a luxurious vacation retreat. Step inside and experience true turnkey living — sold fully furnished, this condo offers a seamless transition whether you’re settling in full-time or arriving for a well-deserved escape. Every detail has been taken care of, so you can focus on enjoying the exceptional lifestyle this community has to offer. Stoney Brook at Palmer Ranch is more than a neighborhood — it’s a member-supported country club experience. Enjoy dining and cocktails at the on-site restaurant and full bar, socialize with a welcoming community of members, and tee off on the newly remodeled 18-hole Arthur Hills golf course, redesigned by the acclaimed Kipp Schulties. Whether you’re a seasoned golfer or simply appreciate resort-style living, this community delivers at every turn. Beyond the gates, the location is simply unmatched. Siesta Key Beach — ranked the number one beach in the country — is just minutes away, offering world-famous crystal quartz sand and stunning Gulf sunsets. Explore Sarasota’s vibrant downtown dining and arts scene, or indulge in premier shopping at University Town Center (UTC), all within easy reach. Opportunities to own in a community of this caliber, at this price point, are rare. Schedule your private showing today and discover the Stoney Brook lifestyle for yourself.
Listing Agent: Stephanie Soffer (908-256-1029)
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