Location: Sarasota
Do Not Show Listings
5257 MYRTLE WAY #29, SARASOTA, FL 34235
$290,00081 Days on yellowkey MLS ID: A4687062
REDUCED by $8,500 (2.8%) on 06/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1239 Built: 1981 Tax: $2,584 (2025)Community: MeadowsSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,584
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to 5257 Myrtle wood unit 29, a beautifully updated 2-bedroom, 2 bath condo with high ceilings and an open flowing floor plan in a serene setting. This unit includes a covered carport and relaxing private screened walk out porch, overlooking a tranquil pond. Spacious bedrooms, modern finishes, and peaceful views. Enjoy essentially a turnkey property with low maintenance and a focus on natural beauty and relaxing in a desirable private location. Enjoy amenities like a pool, 14 miles of scenic walking trails and still maintain a central location to the UTC area, world class shopping, entertainment and dining. This rare property is 6-8 miles (15-20 minutes) from Famous Lido Beach or Bird Key Park. Making this condo your perfect Florida retreat.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Cg Wolynski (860-671-0026)
2259 PALAZZA DR #78, SARASOTA, FL 34238
$149,900137 Days on yellowkey MLS ID: TB8470014
0 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1974Monthly Fee: $190 Tax: $1,523 (2025)Community: Venetian EstatesMobile Home
Taxes:$1,523
Remarks: New Price! This beautifully updated two-bedroom, two-bathroom home, located in the heart of the Venetian Park Estates Mobile Home Community, is move-in ready. The charming décor and open floor plan are perfect for entertaining or relaxing at home. The home is fully furnished, providing everything needed for easy Florida living. Both spacious bedrooms feature private, updated bathrooms. Venetian Park Estates is an active, over-55 community, offering amenities such as a heated pool, relaxing spa, and shuffleboard. The clubhouse features many activities, including Bingo, Trivia, Game Night, Cards and Coffee Socials.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Katie Strand (941-928-1023)
6308 MIDNIGHT PASS RD #6, SARASOTA, FL 34242
$995,000347 Days on yellowkey MLS ID: A4657483
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1965Monthly Fee: $1,005 Tax: $5,582 (2025)Community: Crescent ArmsSpa: NoVilla
Taxes:$5,582
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
10797 ECLIPSE ST, SARASOTA, FL 34241
$388,23494 Days on yellowkey MLS ID: A4686008
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1558 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Taxes:$0
Elementary School: Pine View School
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: Corner Lot | Close to Trails | Understairs Storage | Popular Plan | Pond View. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Marigold at 10797 Eclipse Street in The Towns at Skye Ranch! This thoughtfully designed townhome features an open great room that flows into the dining area and kitchen, creating a bright and inviting space for everyday living. Upstairs, find a spacious primary suite with a walk-in closet along with two comfortably sized secondary bedrooms. A convenient upstairs laundry adds ease to your routine, while a private patio offers a relaxing outdoor escape. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: washer, dryer, refrigerator, whole house blinds. Photos are for representative purposes only. MLS#A4686008
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
10701 ECLIPSE ST, SARASOTA, FL 34241
$322,629254 Days on yellowkey MLS ID: A4667314
1 Days Off yellowkey (back on 5/31/2026)
REDUCED by $17,000 (5.0%) on 05/27/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1373 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Remarks: Under Construction. What's Special: Close to Trails | Close to Amenities | 2nd Floor Laundry Room. New Construction – May Completion! Built by America’s Most Trusted Homebuilder. Welcome to the Jasmine at 10701 Eclipse Street in Towns at Skye Ranch. This thoughtfully designed new townhome features a bright, open layout with a spacious great room and an airy kitchen that’s perfect for everyday living. The kitchen island features quartz countertops and offers an ideal spot for casual meals or gathering with friends, while a large rear patio extends your living space outdoors. A one-car garage and convenient half bath complete the first floor. Upstairs, you’ll find two secondary bedrooms sharing a full bath and a private primary suite with an oversized walk-in closet and double vanity. The laundry room is also located upstairs for added ease. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: Refrigerator, washer and dryer, extended tile flooring on main level, and whole house blinds. Photos are for representative purposes only. MLS#A4667314
3280 SOUTHFIELD LN #804, SARASOTA, FL 34239
$219,900620 Days on yellowkey MLS ID: TB8309229
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 1969 Tax: $2,672 (2023)Community: South Gate Village Green 08Villa
Taxes:$2,672
Tax Year: 2023
Remarks: *UPDATED HOME IN SOUGHT OUT SOUTHGATE VILLAGE GREEN* Recently reduced and move-in ready, this charming villa offers an exceptional opportunity in one of the area's most sought-after 55+ communities. The home features a brand-new kitchen equipped with all modern appliances, fresh new carpeting in halwway and bedrooms, and stylish laminate flooring throughout living areas. A Bright and airy open floor plan complemented by freshly painted interiors and partially updated bathrooms. Residents enjoy convenient access to nearby shopping, parks, and scenic walkways in a relaxing and peaceful ambiance.. Pets welcome (under 20 lbs., subject to approval).
Listing is courtesy of: Y GROUP REALTY (800-386-2830)
Listing Agent: Nancy Yialouris (727-252-3631)
4004 PENSHURST PARK, SARASOTA, FL 34235
$749,0009 Days on yellowkey MLS ID: A4695985
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2606 Built: 1989Monthly Fee: $932 Tax: $4,822 (2025)Community: Penshurst Park - The Highlands - The MeadowsVilla
Taxes:$4,822
Remarks: Warm contemporary design, impact-window peace of mind, tranquil golf course views and a phenomenal location come together in Penshurst Park, The Meadows’ premier maintenance-free enclave. A canopied street, paver driveway and charming courtyard welcome you home. Inside, this beautifully updated residence feels light and open, with high ceilings, abundant natural light, specialty LED lighting, tall windows and walls of sliders that frame deep golf course views and a daily parade of birds. The chef’s kitchen impresses with Greystone Cambria quartz countertops, KitchenAid and Bosch appliances, including a multi-mode wall oven and induction cooktop and soft-close cabinetry. Relax in the serene and spacious primary retreat, offering a custom-fitted walk-in closet and a spa-like bath with dual sinks, a soaking tub and a generous Roman shower. All just 300 feet from the heated community pool, near nature trails and all the fun The Meadows has to offer. The Meadows is a sought-after 1,600-acre park-like community just 15 minutes from downtown. Residents enjoy 14 miles of scenic trails and access to a fitness center, a junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center and University Town Center’s shopping, dining and entertainment. A fabulous Florida lifestyle awaits! The residence features 2021 PGT hurricane windows and doors, a 2015 16 SEER air conditioner with an air purifier, a 2005 tile roof, which is the HOA’s responsibility, a whole-house surge protector and is above flood plain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
7944 BERGAMO AVE, SARASOTA, FL 34238
$370,000121 Days on yellowkey MLS ID: A4681762
REDUCED by $19,000 (4.9%) on 04/04/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1672 Built: 2004Monthly Fee: $471 Tax: $4,394 (2025)Community: VillagewalkSpa: NoTownhouse
Taxes:$4,394
Elementary School: Ashton Elementary
Remarks: A GREAT Price! Super Clean and move in ready! Great Location! Fantastic roomy Floor Plan. Enjoy Beautiful Sun Rises as you sip your morning coffee from your large lanai (screen recently replaced) & floor painted with waterview and retractable awning. Large side yard. Beautifully maintained home with engineered hard wood flooring in most of the home. Tile in wet areas has been recently cleaned and sealed. Large living area with built in wall unit for TV and your favorite Treasures. Newer appliances in kitchen and laundry, new large stainless sink in kitchen. Laundry and 1/2 bath conveniently located on the first floor. Hot Water heater replaced in 2021. Freshly painted throughout. Village Walk is a wonderful unique community, built hurricane safe with poured concrete walls and foundations. Every home in Village Walk is considered to be a Single Family Home, roofs are tied down to the structures, per the Florida Building Codes and considered to be above average. Inspectors, roofers and Insurance agents that are familiar with Village Walk will share this information with you. Village Walk is in Flood Zone X, an area that is determined to be outside the 1% and 0.2% chance of flooding. FEMA updated, 8/2/24. Flood Zone provided by Sarasota County Tax reports. Evacuation zone D, flood insurance is not mandatory, but flood insurance is available. Village Walk power lines are underground with a Sarasota Fire Department just down Honore. Seldom losing power. Amenities include 24 hour guarded gate, geo-thermal heated and cooled lap & lagoon pools, six Har-Tru Tennis courts, Pickle ball, Bocce' ball and Basketball courts, State of the Art fitness Center, Miles of walking and bike paths, over 500 acres of lakes and preserves. There are over 50 activity groups who meet daily, weekly, or monthly. Plus there is a full service Cafe with full service Bar, Gas Station, Barber shop/Hair Salon, and Gift Shop. A special NOTE is that Village Walk did not lose power during the hurricanes and there was No flooding. What a Fantastic Place to Call HOME!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
1255 N GULFSTREAM AVE #507, SARASOTA, FL 34236
$1,300,00019 Days on yellowkey MLS ID: A4693623
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1672 Built: 1982 Tax: $5,148 (2025)Community: Bay PlazaCondo
Taxes:$5,148
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Experience spectacular Sarasota waterfront living at 1255 N Gulfstream Ave in this 2BR, 2BA res. w/ den & 2 balconies, offering 1,872 total SF, where panoramic bay views & Gulf vistas beyond Big Pass are the undeniable centerpiece. This refined Bay Plaza condo places you at the heart of the city. Floor-to-clg glass doors in the great rm open directly to a covered balcony, perfect for entertaining & enjoying sunset skies & the vibrant energy of the marina & city skyline. The main primary suite is a standout feature, boasting its own private balcony and dramatic ceiling-to-floor glass doors that offer a secluded view of the mesmerizing bay waters and Gulf horizons beyond Big Pass. This space is thoughtfully designed to maximize natural light and showcase the stunning surroundings. Additionally, a secondary bedroom suite provides sweeping views and a beautifully updated bath, offering flexibility and privacy for guests or multi-generational living. Inside, elegant tile floors extend throughout, creating a cohesive visual flow. Substantial enhancements have been implemented, hidden fire sprinkler heads, upgraded electrical & plumbing, new ductwork, soundproof underlayment. Artful millwork draws the eye to impressive high clgs, while contemporary lighting such as LED downlights & designer fixtures, built-in media storage, & floating cabinetry & buffet w/ under-cabinet LED lighting combine style & practicality. The seller invested over $100K in Harmoni cabinetry—a luxury brand renowned for quality & design. Designer shades offer privacy & light control. The state-of-the-art kitchen features a raised clg w/ ambient lighting, quartz counters, contrasting upper & lower cabinets & SS appls., highlighted by a black SS range hood. Plus a serv. entry, a lndry space, & 2nd office area. Accessibility was a key focus in the renovation. The Owner’s suite, main living area, & kitchen are all wheelchair accessible, w/ 2'8" doorways for ease of movement, a fully accessible main closet, & an adapted primary bath. Please note: while most areas are designed for accessibility, some spaces may have limitations based on individual needs. Retreat to a spa-like primary bath w/ elegant natural stone, a floating, European-inspired vanity, complemented by a sep matching vanity w/ a 2nd sink in the wet rm. The zero-entry marble shower features dual shower heads, w/ a recessed rainfall fixt. delivering a spa-inspired experience, complemented by a built-in seat for ultimate relaxation. Both baths feature elevated clgs, and are equipped w/ a premium Schluter shower syst. A dedicated office features a built-in desk w/ Corian, a window seat & etched glass doors for privacy and natural light —an ideal space for flexible living & working. As a resident of Bay Plaza, you will enjoy premium amenities: garaged pkg for 2 cars, 24/7 valet pkg, EV charging, concierge services. & recently installed hurricane-rated sliding glass doors & windows. Unwind at the heated pool, soak in the spa, or stay active in the state-of-the-art fitness rm w/ a sauna & steam rm. Perfectly positioned in the heart of downtown Sarasota, Bay Plaza places you w/in easy reach of trendy restaurants, boutiques, & Sarasota’s vibrant cultural scene, from Whole Foods to the theatre & opera. Take in spectacular 4th of July fireworks at Marina Jack’s from your own balcony, & enjoy quick access to St. Armands Circle, Longboat Key, & the city’s stunning beaches. A detailed list of upgrades is available upon request.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000260 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Taxes:$4,662
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for a strong six figure range income annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. 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)
4323 PINE MEADOW TER, SARASOTA, FL 34233
$515,00034 Days on yellowkey MLS ID: A4692509
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 1978Monthly Fee: $25 Tax: $5,227 (2025)Community: Pine MeadowSpa: NoSingle Family
Taxes:$5,227
Remarks: Under contract-accepting backup offers. You found it! A newly renovated pool home directly bordering the Legacy Trail and just a short drive to Siesta Key Beach! This home is in the highly sought-after community of Pine Meadow. Positioned on an oversized, private corner lot with an extended driveway, this property also offers direct and private access to the Legacy Trail through a custom door built into the fully fenced backyard. Extensive and thoughtful interior updates include a renovated kitchen with granite countertops, matching stainless steel appliances, and luxury tile flooring that flows seamlessly throughout the home. The split-bedroom floor plan complements the master bedroom, which offers an abundance of natural light and quaint charm. Accented by a modern farmhouse sliding door, this room features a large walk-in closet and an updated en-suite bathroom with a walk-in shower and floor-to-ceiling tile. Both additional bedrooms also feature large walk-in closets. The home was FULLY RENOVATED in 2019, receiving a new roof, fully updated electrical system, new hot water heater, custom 10x16 storage shed, new garage epoxy flooring, and a new garage door. The pool was also resurfaced and upgraded with a new pool cage and pump equipment. Embrace the private, tranquil backyard setting complemented by a variety of mature trees and lush landscaping. Enjoy the pool and lanai from the shaded, covered section, or soak up the warm Florida sun while relaxing poolside. This home is in a highly desirable Sarasota location, just 5.5 miles from Siesta Key Beach. It is assigned to all A-rated schools, offers direct access to the Legacy Trail, and provides quick access to I-75 and Sarasota Memorial Hospital.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Smith, Iv (407-460-1564)
4638 WILLOW WOOD CIR #34, SARASOTA, FL 34241
$300,00048 Days on yellowkey MLS ID: A4691512
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2124 Built: 1982Monthly Fee: $56 Tax: $2,688 (2025)Community: Hammocks IiiVilla
Taxes:$2,688
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Rarely do homes become available on Willow Wood Circle - and even more rare is finding one with a water view. Offered for the first time, this one-owner residence has been cherished since it was built and now presents a solid foundation with the opportunity to make it your own. Located within the gated community of Bent Tree, Hammocks III is a well-established subdivision offering maintenance-free living with no age restrictions. This 3 bedroom, 2.5 bath home offers 2,124 square feet of living space with an inviting layout, including a first-floor primary suite, high vaulted ceilings, and a Florida room that fills the home with natural light. A private front courtyard creates a setting for outdoor dining or a quiet morning coffee, while the home’s location offers a peaceful, wooded sense of privacy throughout. Water views become the backdrop to everyday living, with frequent visits from birds and deer adding to the natural charm. Situated on a quiet dead-end street with no thru-traffic, homesites like this are among the most desirable in Hammocks III. Additional highlights include a two-car garage, mature landscaping, and beautifully tree-lined streets that define the character of the community. Notably, the property is not located in a flood zone and has not experienced hurricane damage, offering an added layer of confidence for future owners. Ideally located just minutes from shopping and daily conveniences - including Publix, Walmart, Home Depot, and UTC Mall - with easy access to I-75 and a short drive to Sarasota’s renowned beaches, dining, and entertainment. Opportunities to secure a homesite like this in Bent Tree are few and far between. Schedule a showing today and explore why residents love living here.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Daniel Carrozzo (941-400-8462)
3656 OAK GROVE DR, SARASOTA, FL 34243
$849,90049 Days on yellowkey MLS ID: A4691432
REDUCED by $25,000 (2.9%) on 05/26/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4054 Built: 1981 Tax: $5,343 (2025)Community: Oak Grove ParkSpa: NoSingle Family
Taxes:$5,343
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Welcome to this non mandatory hoa neighborhood, beautiful 4 bedroom 3 full bath pool home featuring a 1 bedroom 1 bath mother in law suite with private access making it a total of 5 bedrooms 4 full baths. The mother in law suite has established itself as a successful vacation rental presenting an outstanding investment opportunity. Enjoy a Sarasota address while paying Manatee County taxes all while being conveniently located to everything this area has to offer. Situated on over an acre of land, this versatile property is perfect for those who need room to live, work and play... Bring your rv's, trailers, work vehicles or car collection... There is ample parking and no deed restrictions to limit your lifestyle. Even horses are welcome - with space to build a barn or custom collector garage. This home has a butler's pantry with stylish barn doors that add charm and functionality. Step outside to a private oasis - a large peanut shaped saltwater pool (8' deep) screened lanai (rescreened in 2025). The main house with generous room sizes has living area, kitchen, dining room and family room, master bedroom and 2nd bedroom on 1st level while upstairs there are 2 bedrooms with dual closets and a jack and jill bathroom to share. New metal roof (2019) 3 zone a/c system, 2 water heaters, 2 sets of stainless stell appliances, well irrigation system, hurricane shutters and VOLUNTARY HOA!! This is a unique opportunity to own a flexible, income producing property with space to expand in a prime Sarasota location.
Listing is courtesy of: AFFORDABLE REAL ESTATE (941-751-3000)
Listing Agent: Susan Harrison-Phipps (941-685-8349)
4867 HUNTLEIGH DR, SARASOTA, FL 34233
$499,000100 Days on yellowkey MLS ID: A4685110
REDUCED by $26,000 (5.0%) on 06/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1937 Built: 1980Monthly Fee: $29 Tax: $3,040 (2025)Community: Beneva PinesSpa: NoSingle Family
Taxes:$3,040
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. In the desired community of Beneva Pines in the heart of Sarasota, just five miles to the south bridge to the quartz sugar sand beaches of Siesta Key and Capt Curt's Restaurant and Tiki Bar! This smartly designed split plan home features an open plan, vaulted ceilings, and beautiful screened pool and lanai. The kitchen is the heart of this home and is surrounded by multiple gathering and dining areas. Impact sliders open off the Florida room to the pool. Most windows have been updated to impact rated as well. All four bedrooms are generous size and feature walk-in closets. The primary bedroom features an en-suite bath and two walk-in closets. Freshly painted inside, this home is ready for you to make it your own. Roof in 2022.
Listing Agent: Holly Switow (941-735-3186)
3776 82ND AVENUE CIR E #103, SARASOTA, FL 34243
$279,500188 Days on yellowkey MLS ID: A4674281
REDUCED by $500 (0.2%) on 06/04/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1661 Built: 2009Monthly Fee: $231 Tax: $4,982 (2024)Community: San Michele At University CommonsTownhouse
Taxes:$4,982
Tax Year: 2024
Middle School: Sara Scott Harllee Middle
Remarks: Under contract-accepting backup offers. Under Contract seeking back up offers. Freshly Cleaned HVA System and Ducts. HVAC maintenance performed. Best location for this type community in the Counties! Walk to dining. Walk to Publix. Walk to Pharmacy. Walk to shopping. Quick to UTC. Quick to Downtown and the Beaches! Clean as a Whistle and Move In Ready! A great floor plan with attached garage where you enjoy a heated resort-style pool, grilling area, tennis and pickle ball courts and walking trails conveniently located in San Michele. This community is centrally located quick to the Beaches and University Town Center. Offering a townhome with generous 1,660 square feet of well-designed living space, your next home awaits in this thoughtfully laid out residence and community! The residence features three bedrooms, two full and one half bathrooms and a one car attached garage for your convenience. This functional floorplan provides ample room for comfortable daily life. Beautiful Plantation Shutters adorn the large windows to easily allow ample natural lighting. The sunset facing primary bedroom offers a serene retreat, with a spacious layout and massive ensuite bathroom and walk in closet. Two additional bedrooms provide flexible usage, whether as a home office, guest room, or personal retreat. The bathrooms are tastefully appointed, ensuring modern convenience and privacy. The open concept design seamlessly integrates the living, dining, and cooking areas, creating a harmonious flow throughout the home. Abundant natural light and high-quality finishes contribute to the inviting ambiance. The kitchen offers a breakfast bar and an extra large walk in pantry/storage area. The laundry is inside and pockets off the kitchen area. The private one car attached garage allows you to enter the home directly for both security and convenience. This townhome presents an ideal living situation for those seeking a well-appointed, comfortable, and adaptable residence close to the beaches yet secure from weather events. A single bay garage is located at the rear of the building and attached to enter the residence. There are additional spaces for driveway parking as well. The lake facing front door has a covered porch large enough to enjoy patio seating while relaxing to watch the Sunset outdoors or just observe the natural habitat along the shoreline of the lake. You'll appreciate ground maintenance free living at this picturesque community with playground, community pool and tennis available for your enjoyment.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Tonna Gruber (941-232-8950)
4442 HOLLYBROOK WAY, SARASOTA, FL 34233
$663,00027 Days on yellowkey MLS ID: A4694025
REDUCED by $22,000 (3.2%) on 06/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2310 Built: 1994Monthly Fee: $80 Tax: $4,542 (2025)Community: GreenfieldSpa: NoSingle Family
Taxes:$4,542
Remarks: Beautifully updated and move-in ready 4-bedroom, 2-bath home in the highly desirable community of Greenfield, centrally located within top-rated school districts including Ashton Elementary School, Sarasota Middle School, and Sarasota High School. Greenfield offers low HOA fees and a peaceful setting with plenty of convenient shopping and dining amenities nearby and within short proximity to the white sand beaches of Sarasota. This meticulously maintained home is tucked along a quiet section of the neighborhood on an oversized quarter-acre lot. From the moment you arrive, you’ll appreciate the freshly painted exterior accented by timeless brick details and inviting curb appeal. Inside, the easy-living split floor plan offers 2,310 square feet under air with generous living spaces designed for both comfort and entertaining. This home is loaded with quality upgrades and recent improvements, including impact windows and sliders throughout (2025), luxury vinyl plank flooring, newer HVAC (2022), a fully updated kitchen (2022), recessed LED lighting, new ceiling fans (2026), and an impact-rated garage door (2020). The stunning gourmet kitchen features quartz countertops, stylish white shaker soft-close all-wood cabinetry with rollout drawers, stainless steel appliances, a large single-basin stainless sink, pantry storage, and both countertop seating and a dining area overlooking the pool. Just off the kitchen, the cozy living room centers around a charming wood-burning brick fireplace, creating the perfect gathering space for family and friends. The three guest bedrooms share a bathroom with convenient pool access, while the spacious primary suite offers privacy and comfort. Step outside to the generously sized screened lanai, an ideal outdoor retreat with ample shaded space for dining, relaxing, and grilling. The sparkling pool was resurfaced with a pebble finish in 2022 and features a newer Pentair pool pump, plus an outdoor shower for added convenience.The beautifully landscaped backyard is truly special, showcasing native Florida plants and flowering gardens designed for low-maintenance living. Enjoy Sunshine Mimosa ground cover, Mulberry trees, Elderberry, and a magnificent mature oak tree that provides natural shade and character. Additional exterior features include full irrigation and a new side fence installed in 2026. Every detail of this home reflects thoughtful design, exceptional upkeep, and high-quality craftsmanship, creating a stylish and worry-free property ready to be enjoyed for years to come.
Listing Agent: Heather Gehan (941-893-0213)
5301 SADDLE OAK TRL, SARASOTA, FL 34241
$1,999,000121 Days on yellowkey MLS ID: A4680226
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3978 Built: 2003Monthly Fee: $114 Tax: $10,477 (2025)Community: Saddle Oak EstatesSingle Family
Taxes:$10,477
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Set on 6.34 private acres within the gated equestrian community of Saddle Oak Estates, this fully renovated estate has been reimagined for modern luxury living while preserving the rare sense of space and tranquility that defines the neighborhood. A long, impressive paver driveway introduces the nearly 4,000-square-foot residence, where estate privacy meets refined design just minutes from Sarasota’s everyday conveniences. Inside, wood-look tile flows seamlessly throughout the entire home, anchoring an open-concept layout designed for effortless indoor-outdoor living. The living room makes a striking first impression with a custom stone accent wall, fireplace, and built-ins that create a warm focal point for gathering. At the heart of the home, the chef’s kitchen is both elegant and functional, featuring a beautiful cabinetry with lighted upper cabinets, large island, gas range, stainless farmhouse sink, dine-in area, and a butler’s pantry that adds exceptional storage and prep space. A sunlit oversized dining room with custom cabinetry and high tray ceilings was designed for large family celebrations and entertaining. Walls of glass open directly to the pool terrace, blurring the line between inside and out. This impressive space is equally suited to function as a great room or media lounge, with the formal dining room positioned at the front of the home — currently styled as an inviting sitting area. A half bath is conveniently positioned here, and the second primary suite is located on this wing, creating the ideal setup for a private guest retreat or multigenerational living. The home offers two spacious primary suites, each with updated spa-inspired baths that feel like personal retreats. One suite includes a flexible den — perfect as a home office, gym, nursery or even a 5th bedroom. Two additional bedrooms and a full bath provide comfortable accommodations for family or guests. Thoughtful storage is built into every corner, including a cabinet-lined hallway leading to the oversized laundry room complete with granite counters, cabinetry, and utility sink. Plantation shutters, crown molding, and designer lighting elevate the interiors, adding warmth and sophistication throughout. Step outside to a true backyard oasis. The expansive paver patio surrounds a sparkling pool and flows into a large covered area with a wood-accent ceiling designed for lounging and outdoor dining. A pergola grilling area invites relaxed evenings entertaining under the stars, while a fenced dog run offers space for pets to roam. With flexible living spaces that adapt to your needs, expansive acreage, and the serenity of Saddle Oak Estates, this property delivers the rare combination of estate privacy and modern luxury, just minutes from Sarasota’s dining, shopping, and beaches.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Toma Milbank Pllc (941-720-5174)
6961 SCRUB JAY DR, SARASOTA, FL 34241
$1,075,000150 Days on yellowkey MLS ID: A4677370
REDUCED by $25,000 (2.3%) on 05/28/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4177 Built: 2006Monthly Fee: $142 Tax: $9,513 (2024)Community: Red Hawk ReserveSpa: YesSingle Family
Taxes:$9,513
Middle School: Riverview Middle
Remarks: Welcome to 6961 Scrub Jay Drive, a beautifully maintained Sarasota pool home where the major updates have already been completed, allowing you to move in and immediately enjoy the Florida lifestyle. Freshly painted inside and out, this home offers a bright, clean feel from the moment you arrive. The kitchen is equipped with brand-new appliances, while a new hot water heater and new pool pump provide added peace of mind for years to come. Step outside to your private backyard retreat featuring a sparkling pool surrounded by attractive pavers, creating the perfect setting for entertaining, relaxing, or enjoying sunny Florida afternoons. A convenient pool bath adds functionality and makes hosting family and friends effortless, while the spacious pool deck provides plenty of room to create the outdoor kitchen of your dreams. Whether you envision a simple grilling station or a fully equipped outdoor entertaining space, the layout offers the flexibility to bring your vision to life. Adding even more value, the homeowner is willing to offer a concession toward updates, giving buyers the opportunity to personalize the home to their tastes while enjoying the confidence that many of the major mechanical and maintenance items have already been addressed. With the costly improvements already completed, 6961 Scrub Jay Drive offers the ideal blend of comfort, convenience, and outdoor living in one of Sarasota's most desirable locations. Simply unpack, settle in, and start enjoying everything this exceptional home has to offer.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Matthew Hickey (941-539-6773)
5347 MANG PL, SARASOTA, FL 34238
$475,00058 Days on yellowkey MLS ID: A4689588
REDUCED by $24,500 (4.9%) on 06/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2249 Built: 2012Monthly Fee: $236 Tax: $4,065 (2025)Community: Palmer Oaks EstatesSpa: NoSingle Family
Taxes:$4,065
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained home in the highly sought-after, gated community of Palmer Oaks! Built in 2012, this spacious 4-bedroom, 2.5-bathroom residence offers 2,249 square feet of thoughtfully designed living space perfect for both everyday living and entertaining. Step inside to find a bright, open floor plan featuring tile flooring throughout the main level and fresh interior paint that gives the home a clean, modern feel. The kitchen seamlessly flows into the living and dining areas, creating an inviting space ideal for gatherings. Upstairs, you’ll find all four bedrooms along with a convenient laundry closet, providing both privacy and functionality. Enjoy peaceful mornings and relaxing evenings overlooking a beautiful fountain water view right from your backyard. The exterior has also been freshly painted, adding to the home’s curb appeal. Additional highlights include a newer HVAC system and maintenance-free living, allowing you to spend more time enjoying the community pool & incredible location. Location truly sets this home apart! With quick and easy access to I-75, commuting is a breeze. You’re just a short walk to Publix, Walmart, Chick-fil-A, Jimmy John’s, Applebee’s, Gecko’s, Ace Hardware, and numerous other shopping and dining options. Plus, world-renowned Siesta Key Beach, UTC Mall, Downtown Sarasota, and St. Armands Circle are all just a short drive away. This is the perfect opportunity to enjoy comfort, convenience, and the Florida lifestyle all in one place!
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Kevin Bruinsma (616-308-7965)
4243 MIRIANA WAY, SARASOTA, FL 34233
$529,90099 Days on yellowkey MLS ID: A4685208
1 Days Off yellowkey (back on 6/8/2026)
REDUCED by $10,000 (1.9%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2149 Built: 2003Monthly Fee: $312 Tax: $4,049 (2025)Community: Villa RosaSingle Family
Taxes:$4,049
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom plus den home, located in the gated community of Villa Rosa — a hidden gem of maintenance-free single-family homes in the heart of Sarasota. Sitting high and dry in the desirable Flood Zone X (no flood insurance required), this residence is perfectly positioned on a serene lake with views of a lovely magnolia tree and fountain. The oversized screened patio—featuring all new screens and stainless steel screws (2025)—is ideal for relaxing, dining al fresco, or soaking up the sun with a great book. Enjoy complete peace of mind with a NEW tile roof (2022), NEW air conditioning system (December 2024), hurricane shutters throughout, and a hurricane-impact garage door. Additional upgrades include whole-house gutters with new gutter guards (2025), a brick paver driveway and walkway in classic herringbone design, landscape curbing, plantation shutters, custom Hunter Douglas blinds, and professionally installed surround sound for your AV equipment and entertainment needs. Step inside this one-owner, meticulously cared-for home with an open and thoughtfully designed floor plan—offering the open living concept you desire while maintaining the privacy everyone appreciates. A versatile den at the front of the home features French doors with custom blinds, wood flooring, and a charming bay window, making it an ideal home office, reading room, or bonus space. The two guest bedrooms and guest bath featuring a TOTO comfort height toilet are tucked away in their own private hallway and provide comfort for family or visitors. The primary suite is situated in its own wing, showcasing peaceful pond views, one walk-in closet plus a second spacious closet, and an ensuite bath with dual sink vanities, a large soaking tub, shower with grab bars, a private water closet, and an upgraded TOTO comfort-height toilet. At the heart of the home, the great room, with trey ceiling, kitchen with island and bar seating, and the eat-in dining area all open to the screened lanai overlooking the water—offering tranquil views from every angle. The kitchen boasts Silestone countertops, an abundance of cabinetry, a generous pantry, and a pocket door separating the kitchen and formal dining room. High ceilings, crown molding, extra closets, and abundant natural light flow throughout. The laundry room with pocket door and extra large closet includes a newer LG washer and dryer (2022) and the two-car garage is upgraded with high ceilings, built-in cabinetry, and an epoxy-surfaced floor. Living is easy within the gates of Villa Rosa, where lawn maintenance and cable TV are included and residents enjoy access to a heated community pool, spa, fitness and club room. You’ll love connecting with neighbors through the many community events. From your front door, take a leisurely stroll to Urfer Family Park’s scenic walking trails. This peaceful yet central location puts you close to shopping, hospitals, doctors’ offices, and only 8 miles from world-renowned Siesta Key Beach. Indulge in Sarasota’s vibrant arts and dining scene with the nearby ballet, opera, restaurants, and Saint Armands just minutes away. Perfect as a year-round residence or a seasonal retreat, this Villa Rosa home offers the best of Sarasota living—comfort, convenience, and community. Furnishings available on a separate contract
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Laura Way (941-321-6449)
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