Location: Sarasota
Do Not Show Listings
3515 LA PALOMA AVE, SARASOTA, FL 34242
$1,800,00068 Days on yellowkey MLS ID: A4689037
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2233 Built: 1985 Tax: $15,834 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,834
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Positioned on the highly desirable north end of Siesta Key within the city limits, 3515 La Paloma Ave is a fully reimagined coastal retreat blending luxury living with exceptional flexibility and income potential. Just moments from Siesta Key Village, the beach, and the North Bridge, this elevated property offers the ideal balance of privacy, accessibility, and island lifestyle. This rare 5-bedroom coastal property offers nearly 3,000 total square feet of thoughtfully designed living space, beautifully renovated with designer finishes, open-concept living, and a bright modern coastal aesthetic throughout. The resort-style backyard showcases a screened pool, tropical landscaping, multiple entertaining areas, and seamless indoor-outdoor living. A detached mother-in-law suite with private entrance includes an additional bedroom, full bathroom, walk-in closet, and dry bar, creating exceptional flexibility for guests, multigenerational living, or income-producing opportunities. Offered turnkey furnished and move-in ready, this is a unique opportunity to own a high-producing coastal retreat in one of Siesta Key’s most sought-after locations.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
3502 BAHIA VISTA ST, SARASOTA, FL 34239
$1,199,000635 Days on yellowkey MLS ID: A4623849
REDUCED by $96,000 (7.4%) on 05/22/2026
Bed: 7 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 3432 Built: 1945 Tax: $10,120 (2023)Community: HomecroftApartment
Taxes:$10,120
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: 3 homes located in the HEART of PINECRAFT, A 4 bedroom, 3 1/2 bath MAIN HOME, a detached 2 BEDROOM, 2 BATH home and a 1 bedroom, 1 bath home...Use for INVESTMENT or a FAMILY COMPOUND... A renovation like no other by one of the best contractors in town. Both the MECHANICS and COSMETICS of these properties are astounding, with thought and consideration evident in every room. All the DRAINPIPES have been replaced with PVC, and the PRESSURE LINES are new and supported by TANKLESS HOT WATER HEATERS. The ELECTRICAL SYSTEM has been completely updated, including the panel, wiring, and fixtures. The NEW KITCHEN has stainless steel appliances and granite countertops, with an enormous number of cabinets and counter space. In the MAIN HOUSE, the primary bedroom is complemented by a spacious bathroom and walk-in closet, which includes an ADDITIONAL WASHER/DRYER for that end of the house. The OFFICE, located off the primary bedroom, has its own outside entrance. All the bathrooms are NEW, as are the IMPACT WINDOWS. The main house features a NEW METAL ROOF. The OUTSIDE KITCHEN is made of composite materials not prone to decay. Additionally, the property includes a DETACHED 2-bedroom, 2-bath home that has been completely renovated to the high standards of the owner/contractor, from the drainpipes to the new roof and has a 20 x 08 covered porch... There is also a DETACHED 1-bedroom, 1-bath apartment with a long-term tenant in place. The property boasts a HUGE GARAGE/WORKSHOP and a 2-car carport. Everything is connected by a spacious paver brick driveway and patio sitting area, surrounded by lush landscaping that brings the final touches to this TRULY REMARKABLE INVESTMENT or FAMILY COMPOUND
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Viola Cashmore (941-356-0727)
$1,199,000712 Days on yellowkey MLS ID: A4615828
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3432 Built: 1945 Tax: $10,120 (2023)Community: HomecroftSingle Family
Remarks: 3 homes located in the HEART of PINECRAFT, A 4 bedroom, 3 1/2 bath MAIN HOME, a detached 2 BEDROOM, 2 BATH home and a 1 bedroom, 1 bath home. . Use for INVESTMENT or a FAMILY COMPOUND... A renovation like no other by one of the best contractors in town. Both the MECHANICS and COSMETICS of these properties are astounding, with thought and consideration evident in every room. All the DRAINPIPES have been replaced with PVC, and the PRESSURE LINES are new and supported by TANKLESS HOT WATER HEATERS. The ELECTRICAL SYSTEM has been completely updated, including the panel, wiring, and fixtures. The NEW KITCHEN has stainless steel appliances and granite countertops, with an enormous number of cabinets and counter space. In the MAIN HOUSE, the primary bedroom is complemented by a spacious bathroom and walk-in closet, which includes an ADDITIONAL WASHER/DRYER for that end of the house. The OFFICE, located off the primary bedroom, has its own outside entrance. All the bathrooms are NEW, as are the IMPACT WINDOWS. The main house features a NEW METAL ROOF. The OUTSIDE KITCHEN is made of composite materials not prone to decay. Additionally, the property includes a DETACHED 2-bedroom, 2-bath home that has been completely renovated to the high standards of the owner/contractor, from the drainpipes to the new roof and has a 20 x 08 covered porch... There is also a DETACHED 1-bedroom, 1-bath apartment with a long-term tenant in place. The property boasts a HUGE GARAGE/WORKSHOP and a 2-car carport. Everything is connected by a spacious paver brick driveway and patio sitting area, surrounded by lush landscaping that brings the final touches to this TRULY REMARKABLE INVESTMENT or FAMILY COMPOUND.
11641 GARESSIO LN, SARASOTA, FL 34238
$399,900242 Days on yellowkey MLS ID: A4668267
REDUCED by $10,100 (2.5%) on 05/31/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2008Monthly Fee: $418 Tax: $2,778 (2024)Community: Isles Of SarasotaSpa: NoVilla
Taxes:$2,778
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2024
Middle School: Laurel Nokomis Middle
Remarks: This is the One!!! Welcome to your dream retreat in the heart of Palmer Ranch, Sarasota! This beautifully maintained 2-bedroom, 2-bath villa offers a serene pond view and comes turnkey furnished, ready for you to move right in. Step inside to discover soaring high ceilings, elegant plantation shutters, and rich wood flooring in the bedrooms that add warmth and charm. The open-concept living area is complemented by a brand-new GE refrigerator and microwave, offering modern convenience in a well-appointed kitchen. AC was replaced in 2021. Enjoy peace of mind with hurricane shutters, and appreciate the ease of a spacious 2-car garage. The community offers resort-style amenities, perfect for both seasonal and full-time living. Located just minutes from the world-famous Siesta Key Beach, Isles of Sarasota is known for its lush landscaping, walking trails, and proximity to shopping, dining, and recreation. Don’t miss this opportunity to own a piece of paradise in one of Sarasota’s most sought-after communities!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Courtney Locklear (941-779-7727)
9924 CRYSTAL ISLE CIR, SARASOTA, FL 34241
$559,00075 Days on yellowkey MLS ID: A4688051
REDUCED by $6,000 (1.1%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2188 Built: 2024Monthly Fee: $307 Tax: $6,768 (2025)Community: Grand Park Ph 2 RepSingle Family
Taxes:$6,768
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: 18K Price enhancement. Let's Go! Practically new with a beautiful view! Make your way to Grand Park by Neal Communities, a masterfully designed amenity rich community, and soak in the charm the moment your enter. Meander through expansive green areas, pass state of the art amenities, and find your way home. This lovely home perches on a long view waterfront that is private and boasts western exposure for colorful evening skies. Nearly 2,200 sf is comprised 3 bedrooms upstairs, a loft, a flex room and a rare opportunity for the 3 car tandem garage. Fantastic curb appeal welcomes you home. The first floor is all about the living space. Open concept with enormous great room that connects to an open dining room and kitchen that is light and bright all with views to the blue outback. Kitchen has modern quartz, extended island with counter top seating, stainless steel appliances, gas stove, and slider access to the covered patio. Also you'll find a flex room with French doors that can be used for anything, walk in pantry, breeze room, and wood look planking flows throughout the home. Take to the upstairs where your loft is centered amongst the bedrooms. Large ensuite with dual vanities and walk in shower. Dedicated laundry centrally located for added convenience. Find something for everyone in Grand Park. Incredible location, minutes from the interstate and a dream list of things to do from swimming to basketball, pickle ball, tennis, dog parks, soccer fields, workout center, playgrounds, clubhouse, greens spaces connected by trails, tons of activities and all of this is within walking distance to your front door. A rated Sky Ranch K-8 school with top notch STEAM program just minutes away. Come visit today by scheduling a private showing.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Joseph Patoray, Llc (941-448-8971)
1300 BENJAMIN FRANKLIN DR #301, SARASOTA, FL 34236
$2,400,00011 Days on yellowkey MLS ID: A4695838
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2019 Built: 2005 Tax: $18,628 (2026)Community: The Beach ResidencesSpa: YesCondo
Taxes:$18,628
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2026
Middle School: Booker Middle
Remarks: Virtually Staged. Live where others wish to vacation... Steps from the quartz-white sandy shores of Lido Key sits The Beach Residences Sarasota. This luxury Gulf-front and sun-kissed haven is where opulence is complimented by exclusivity. Managed by the famed Ritz-Carlton, this contemporary high-rise is where legendary service meets an incomparable array of upscale amenities and resort-style leisure. Nestled on the coveted Sarasota Bay barrier island of Lido Key, this expansive residence features a thoughtful 2-bedroom 2.5-bath layout that blends an open-concept plan with a split-bedroom design for optimal privacy. A welcoming foyer frames the turquoise Gulf waters and lush emerald green tropical landscaping as you step inside. Perched on the 3rd floor, soaring 10-foot ceilings and floor-to-ceiling walls of glass flood the residence with natural light. The great room and dining area flow seamlessly to a private terrace that spans the full width of the residence. With views from a generous 400+ square-foot outdoor space, you can enjoy alfresco dining and cool Gulf breezes. This residence is ideal for entertaining, with a layout tailored for gatherings or intimate evenings with friends and family. The chef’s kitchen overlooks an inviting living area and features granite countertops, a substantial breakfast bar, solid-wood cabinetry, gas cooktop, built-in appliances, and a Sub-Zero refrigerator. Both bedrooms open directly to an expansive terrace for stunning westerly views and award-winning daily sunsets. The gracious primary suite serves as a serene retreat, featuring a spa-inspired bath and jetted tub, large walk-in shower, dual vanities, and a spacious walk-in closet. Additional conveniences include a laundry room with sink, deeded garage parking space, separate air-conditioned storage room, and 2 guest suites available for visitors. The Beach Residences are renowned for exceptional service and offer premier private-event spaces, including a social room with bar, boardroom, billiards or ping-pong room. Enjoy self-care in the private fitness center or indulge in fresh popcorn in the theatre or cappuccino at the coffee bar. Treat yourself with the massage room, yoga room, sauna, and beautiful outdoor pool and spa. Play with your furry friends in a private dog-run in this pet-friendly building with no weight limit! Grill a fresh catch near the fire pit where massive grilling stations complement the resort-style ambiance. Residents enjoy: a 24-hour manned entry gate house, full-time concierge, 24-hour front desk security, onsite Ritz-Carlton Manager, a shuttle bus to St. Armands Circle or to the Ritz-Carlton Hotel in the city. Also, minutes away lie Sarasota’s pillow-soft beaches, while St. Armands Circle offers upscale dining, shopping, and entertainment. The downtown arts and cultural scene is within easy reach, providing countless recreational options. As the sole single-level residence of its configuration currently available in The Beach Residences, this true 2-bedroom unit with 2 full baths plus a powder room represents a rare and exceptional opportunity. Schedule a private tour to see how this grand lifestyle can become your reality. Membership is available to the Ritz-Carlton Members Club immediately upon closing.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
9463 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$1,990,0009 Days on yellowkey MLS ID: A4696188
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4898 Built: 2024Monthly Fee: $253 Tax: $20,241 (2025)Community: Skye Ranch Nbrhd ThreeSpa: YesSingle Family
Taxes:$20,241
Remarks: Experience the perfect blend of luxury, comfort, and modern design in this nearly new estate home in Cassia at Skye Ranch. Offering approximately 4,898 square feet of thoughtfully designed living space, this exceptional residence features four bedrooms, multiple gathering areas, and an impressive array of custom upgrades that elevate everyday living. At the heart of the home is a spectacular gourmet kitchen designed to impress. Outfitted with an upgraded GE Monogram Luxury Pro appliance package, Bosch counter-depth refrigerator, upgraded Kohler porcelain sink, motion-sense faucet, custom pantry storage, pass-through bar with wine refrigerator, and premium finishes throughout, this space effortlessly combines style and functionality. The kitchen opens seamlessly to the expansive living and dining areas, enhanced by soaring ceilings, crown molding, tray ceilings, built-in ceiling speakers, and abundant natural light. The primary suite serves as a private retreat, featuring a spa-inspired bath with a freestanding soaking tub, custom walk-in closets, and luxurious finishes. Additional bedrooms offer generous accommodations for family and guests, while custom closets throughout the home provide exceptional organization. One of the home's most impressive features is the custom upstairs addition, creating a private guest or multigenerational living space complete with a spacious great room, kitchenette with sink, dishwasher and beverage refrigerator, private bedroom with en-suite bath, and additional half bath. Florida living reaches its finest outdoors. The resort-style saltwater pool showcases an oversized spa, sun shelf, heater, and chiller, creating year-round enjoyment. An outdoor kitchen with beverage refrigerator, expansive covered lanai, and bonus room overlooking the pool provide the ideal setting for entertaining. The private backyard enjoys the serenity of a wooded conservation backdrop, enhanced by extensive landscaping, expanded irrigation, and fenced pool equipment areas. Additional upgrades include whole-house surge protection, generator transfer switch, built-in garage storage and Monkey Bar organization system, extended driveway, upgraded gutters, custom storage solutions, and built-in speaker systems in the main living areas, lanai, and upstairs great room. Residents of Cassia at Skye Ranch enjoy an extraordinary lifestyle with world-class amenities including tennis and pickleball courts, bocce ball, a year-round heated Olympic-style pool, indoor basketball court, fitness center, spa facilities, and a water playground. Conveniently located near Sarasota's renowned beaches, dining, shopping, cultural attractions, and top-rated schools, this exceptional home offers the luxury lifestyle you've been waiting for. Your legacy begins here.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Hedge, Jr (941-587-6660)
7181 RYEDALE CT, SARASOTA, FL 34241
$1,149,00027 Days on yellowkey MLS ID: O6403354
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2904 Built: 2019Monthly Fee: $199 Tax: $9,102 (2025)Community: Waverly SubSingle Family
Taxes:$9,102
Remarks: Nestled within Sarasota’s exclusive Waverley community of just 100 homes and remarkably low HOA fees, this one-of-a-kind corner-lot residence features one of the best yards in the community and lives like a private luxury retreat. This expansive 4-bedroom, 3-bath home offers an oversized 3-car garage, a stunning office space, and an enormous kitchen island perfect for entertaining. Elegant quartz countertops flow throughout, complementing the home’s thoughtfully curated design filled with natural light and architectural charm. The fully automated irrigation system can be controlled directly from your phone for added convenience. Step outside to a beautiful private pool surrounded by lush landscaping and a covered, screened lanai that transforms the backyard into your own private sanctuary. Whether entertaining guests or enjoying quiet family moments, this outdoor space is truly exceptional. Located within the gated, Medallion-built community of Waverley, known for its Mediterranean and Caribbean-inspired architecture, residents enjoy low HOA dues, no CDD fees, and close proximity to Sarasota’s top-rated schools, shopping, dining, and world-renowned beaches. This thoughtfully upgraded home beautifully blends upscale finishes, functional living, and serene natural surroundings.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)
Listing Agent: John Silva (407-420-7908)
2059 ROSE ST, SARASOTA, FL 34239
$525,00046 Days on yellowkey MLS ID: TB8503863
REDUCED by $15,000 (2.8%) on 06/11/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1933 Built: 1951 Tax: $1,888 (2025)Community: Akin AcresSingle Family
Taxes:$1,888
Remarks: Virtually Staged. MOTIVATED SELLER. PRICE ADJUSTMENT OF $10,000. Great value in the Flower Streets, south of downtown. This home sits on an oversized lot and features four bedrooms, two full bathrooms, open living dining areas with beautiful hardwood floors, an indoor laundry room and an enormous primary bedroom suite. The lot is deep and so there is an expansive back yard with fruit trees and plumeria. The current owners also added a carport for a Class A motorhome, complete with a hookup. This is a unique property offering lots of value in a great location.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Rick Waid (941-735-4207)
10753 ECLIPSE ST, SARASOTA, FL 34241
$321,529252 Days on yellowkey MLS ID: A4667553
REDUCED by $20,000 (5.9%) 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
Taxes:$0
Elementary School: Pine View School
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | 2nd Floor Laundry Room. New Construction – Ready Now! Built by Taylor Morrison, America’s Most Trusted Homebuilder. Welcome to the Jasmine at 10753 Eclipse Street in The Towns at Skye Ranch! Step inside from the front porch to a bright great room and open kitchen with a large island—perfect for everyday meals or entertaining. The first level also includes a half bath, one-car garage, and a spacious back patio for outdoor living. Upstairs, two secondary bedrooms share a full bath, while the primary suite offers a walk-in closet and double vanity. A laundry area completes the second floor for added convenience. Skye Ranch in Sarasota is a premier community at Clark and Lorraine Roads, where natural beauty shines with grand oaks, lush palms, pristine lakes, and forested wetlands—a place to explore, experience, and enjoy life. Additional Highlights Include: upgraded flooring, quartz countertops, and window blinds throughout the whole house. Photos are for representative purposes only. MLS#A4667553
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
6254 RIVO LAKES BLVD, SARASOTA, FL 34241
$1,299,00031 Days on yellowkey MLS ID: A4693735
0 Days Off yellowkey (back on 6/11/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4040 Built: 2020Monthly Fee: $197 Tax: $11,066 (2025)Community: Rivo LakesSpa: YesSingle Family
Taxes:$11,066
Remarks: Under contract-accepting backup offers. This meticulously upgraded home blends modern coastal elegance with resort-style indoor and outdoor living. From the moment you enter, the home makes a statement with soaring ceilings, designer finishes, and expansive open-concept living spaces filled with natural light. The stunning great room features a custom-built electric fireplace with illuminated built-in shelving, creating a sophisticated focal point for entertaining or relaxing evenings at home. Rich custom woodwork accents in the tray ceilings of the primary suite, living room, and dining area add warmth, texture, and craftsmanship rarely found in newer construction homes. The chef’s kitchen is both beautiful and functional, showcasing an oversized quartz island, premium cabinetry, gas cooktop, under-cabinet lighting, wine refrigeration, custom coffee bar, and an effortless flow into the dining and living areas. The spacious primary retreat offers serene lake views, a spa-inspired bath with dual vanities, freestanding soaking tub, oversized walk-in shower with rain shower head, and an expansive custom walk-in closet thoughtfully designed for both luxury and organization. Additional living spaces include a dedicated office, ideal for working remotely in style, and an oversized bonus/game room that offers endless flexibility for a media room, fitness space, playroom, or guest retreat. Designed for elevated living and effortless entertaining, the home also features an integrated speaker system throughout the office, primary suite, living room, kitchen, bonus room, and outdoor pool deck area, creating a seamless indoor-outdoor audio experience. A security system, whole-home water softener, and whole-home Generac generator provide exceptional comfort, convenience, and peace of mind year-round. Step outside into a private resort-style sanctuary where luxury Florida living truly comes to life. The expansive panoramic screened lanai frames breathtaking lake views while creating an atmosphere of total privacy and tranquility. The heated pool and spa feature elegant modern lines, sun shelf lounging areas, and expansive paver decking designed for both relaxation and entertaining. The custom outdoor grilling area transforms the outdoor living space into a true extension of the home, ideal for sunset dinners, weekend gatherings, or a place to enjoy a morning cup of coffee. As dusk settles, the programmable exterior lighting and illuminated pool environment create a breathtaking ambiance worthy of a luxury resort. This home delivers the perfect balance of sophistication, comfort, and Florida luxury living. Schedule your showing today!!
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Kevin Burbank (941-920-2762)
2149 WASON RD, SARASOTA, FL 34231
$577,000123 Days on yellowkey MLS ID: A4682139
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $20,000 (3.4%) on 05/19/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1766 Built: 1956 Tax: $2,157 (2025)Community: River ForestSingle Family
Taxes:$2,157
Remarks: Under contract-accepting backup offers. Classic Florida charm meets thoughtful modern updates at this prime Sarasota location! This beautifully maintained 3-bedroom, 3-bathroom home offers character, space, and an exceptional lifestyle just minutes from world-renowned Siesta Key Beach and vibrant Downtown Sarasota. Inside, you’ll find timeless original built-ins that add warmth and charm, paired with an open concept layout designed for comfortable living. The home features an UPDATED KITCHEN AND BATHROOMS with modern finishes, updated flooring throughout, and abundant natural light that enhances the inviting atmosphere. The spacious primary suite includes a great walk-in closet, providing generous storage and everyday convenience. A great bonus is one of the additional bedrooms is an ensuite! Major improvements provide peace of mind, including a 2024 METAL ROOF, NEWER WINDOWS AND DOORS, and an UPDATED SEWER LINE — offering both durability and long-term value. Step outside to exceptional outdoor living in a large, fully fenced backyard designed for both relaxation and recreation. Enjoy beautiful paver areas perfect for entertaining, a private putting green for golf enthusiasts, and a storage shed for added convenience. There is ample space to park your boat or RV, and a private well irrigation system helps maintain a lush landscape efficiently while keeping water costs down. Located near iconic Phillippi Creek, residents enjoy access to a community dock for boating, kayaking, and fishing. The optional annual HOA of $150 provides outstanding value, including landscape maintenance, pond and park upkeep, dock maintenance for boaters, a community savings fund, and social gatherings such as an annual Easter egg hunt — blending convenience with neighborhood connection. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property delivers location, lifestyle, and lasting quality in one of Sarasota’s most desirable areas. NO FLOOD ZONE, NO CDD FEE.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Jillian Sacco (941-445-3144)
3439 TALLYWOOD LN #7139, SARASOTA, FL 34237
$182,500110 Days on yellowkey MLS ID: A4683744
REDUCED by $7,500 (3.9%) on 05/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1668 Built: 1983 Tax: $1,289 (2025)Community: Tallywood Ph 1 & 2Spa: NoVilla
Taxes:$1,289
Remarks: Reduced! 1668 sq. ft. living area PLUS a carport with storage closet priced below $120 per sq. ft. A charming end-unit villa with real wood floors in the living and dining area. The versatile third bedroom (or bonus room) upstairs, offers a tranquil greenbelt view and HUGE walk-in closet. Spacious open plan with split bedrooms downstairs, a dining room off the living room and a breakfast nook in the roomy kitchen. The furniture is negotiable too! Tucked deep in Tallywood, a charming, wooded and peaceful village located a few minutes from shopping, a few miles from downtown and a couple more to the beaches. Beautiful wood floors run through the living room and dining room. Lovely vistas of trees and sprawling lawns from several rooms. Set at the end of a quiet cul-de-sac with a carport and storage closet, plus guest parking spaces just a few steps from the front door. Tallywood is a 55+ community with loads of amenities and activities set on 25 acres of lushly treed and green space. Enjoy the spacious screened-in and heated pool. The grand clubhouse offers a fitness center, kitchen, covered lanai and a gas grill. Compare to another Tallywood 1668 sq. ft. villa that sold in January for $298,000!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Kim Gilliland (941-809-5151)
3842 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$479,90067 Days on yellowkey MLS ID: A4689406
2 Days Off yellowkey (back on 5/18/2026)
REDUCED by $20,000 (4.0%) on 05/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1984Monthly Fee: $471 Tax: $4,160 (2025)Community: Glen Oaks Manor Homes Phase 2Spa: NoVilla
Taxes:$4,160
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT | Serene end-unit courtyard pool home with expansive, open views of majestic oak trees and sky, offering a tranquil, zen-like retreat immersed in nature. Welcome to one of Sarasota’s most charming hidden gems in Glen Oaks Manor. Nestled among beautiful mature oak trees that frame the property with shade, privacy, and timeless character, this beautifully renovated end-unit villa offers the perfect blend of comfort, lifestyle, and location. Designed for effortless Florida living, this residence features an open-concept layout filled with natural light, contemporary tile flooring, and inviting living spaces ideal for both relaxing and entertaining. The updated kitchen showcases sleek granite countertops, stainless steel appliances, and seamless flow into the main living areas. Step outside and discover your own private courtyard pool surrounded by peaceful greenery — a spectacular outdoor space to enjoy Sarasota’s year-round sunshine, entertain guests, or simply unwind in complete tranquility. The spacious split-bedroom floor plan offers privacy and functionality, while the oversized two-car garage provides additional storage and convenience. Located in the highly desirable Glen Oaks Manor community, residents enjoy scenic walking trails, ponds, lush landscaping, and a serene park-like atmosphere. Just minutes from Downtown Sarasota, UTC shopping and dining, Benderson Park, golf, beaches, supermarkets, and everyday conveniences, this property delivers the ideal Sarasota lifestyle in an exceptional location. Whether you are searching for a full-time residence, seasonal retreat, or investment opportunity, this private pool villa offers a rare combination of charm, space, nature, and location. Schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Blair Schrock (970-666-1240)
6724 APPROACH RD #3, SARASOTA, FL 34238
$309,90049 Days on yellowkey MLS ID: A4691568
REDUCED by $15,000 (4.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1673 Built: 1990Monthly Fee: $475 Tax: $2,100 (2025)Community: Westwoods At Sunrise 2Condo
Taxes:$2,100
Elementary School: Ashton Elementary
Remarks: Virtually Staged. Tucked away at the end of a quiet, tree-lined drive lies Westwoods II—a hidden Sarasota enclave of just 42 residences where life moves at a more peaceful pace. As you arrive, you immediately sense the privacy and charm that make this community so special, and within it, a rarely available 2-bedroom, 2-bath villa-style condo invites you to imagine your next chapter. Step inside and feel the openness of the vaulted ceilings as natural light pours in from skylights above, illuminating a thoughtfully designed 1,673 sq. ft. floor plan. The layout flows effortlessly, with a step-down great room that creates a warm, inviting focal point for gathering, relaxing, or entertaining. Just beyond, a screened-in patio opens to a secluded, lush backyard, offering the perfect backdrop for morning coffee or quiet evenings. At the heart of the home, the kitchen blends style and function with sleek black granite countertops, a stone backsplash, tile flooring, and a cozy dine-in space that connects seamlessly to the dining area. French doors lead you into the living space, where every corner feels both spacious and welcoming. The primary suite is a true retreat—generously sized, featuring a walk-in closet and a large window overlooking a tranquil, garden-like setting. The ensuite bath offers spa-like comfort with dual vanities, a jetted soaking tub, and a separate shower. A cleverly designed pocket door creates a private guest wing, transforming the second bedroom and bath into its own secluded suite—ideal for visitors or multi-generational living. Beyond the walls of the home, Westwoods II offers a lifestyle of ease and convenience with maintenance-free living, a community pool, private roads, exterior care, exterior pest control, cable, and low condo fees—allowing you to spend less time on upkeep and more time enjoying everything Sarasota has to offer. Perfectly positioned just minutes from Palmer Ranch, I-75, and Clark Road, you’re never far from beaches, dining, shopping, and the vibrant Suncoast lifestyle. This isn’t just a home- it is a place to unwind, entertain, and truly enjoy where you live. Experience the charm of Westwoods II and make it your own.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Jenna Oser (941-525-8865)
320 RINGLING POINT DR, SARASOTA, FL 34234
$2,995,00010 Days on yellowkey MLS ID: A4696053
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 5106 Built: 1989Monthly Fee: $125 Tax: $10,396 (2025)Community: Sapphire ShoresSingle Family
Taxes:$10,396
Remarks: Nestled within the exclusive, 11-home Ringling Point enclave of Sarasota's coveted Sapphire Shores neighborhood, this exceptional waterfront residence offers the perfect blend of privacy, elegance, and coastal lifestyle. Featuring approximately 5,100 square feet of living space, this home boasts five bedrooms, four and half baths, soaring volume ceilings, and an open-concept floor plan designed for both comfortable living and effortless entertaining. This gem has been recently renovated providing a warm and inviting coastal vibe featuring an all-new gourmet kitchen, luxury bathrooms, and stunning hardwood flooring throughout. Expansive windows capture a plethora of natural light and breathtaking views of Sarasota Bay. The home sits high and dry above the flood plain and was never affected by any water intrusion from previous storms. Outdoor living takes center stage with a spacious deck overlooking a private resort-style pool surrounded by lush tropical landscaping. A fully fenced backyard creates a secluded retreat that leads out to your private boat dock complete with a lift in the protected Sapphire Shores Cove offering convenient access to Sarasota Bay for the boating enthusiasts. Additional highlights include abundant storage space, an oversized two-car garage, mature landscaping, and a premium location just minutes from downtown Sarasota, world-renowned Gulf beaches, cultural attractions, and Sarasota-Bradenton International Airport. A rare opportunity to enjoy waterfront living in one of Sarasota's most desirable neighborhoods.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Frank Pachinger (941-993-4778)
5927 DRIFTWOOD AVE, SARASOTA, FL 34231
$575,00025 Days on yellowkey MLS ID: A4694069
REDUCED by $15,000 (2.5%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1412 Built: 1969 Tax: $3,188 (2025)Community: FlorenceSpa: NoSingle Family
Taxes:$3,188
Remarks: Welcome to 5927 Driftwood Ave., Sarasota, FL 34231—a classic Florida ranch home nestled in a desirable “West of Trail” community, just one block from the Intracoastal Waterway. Set on over a quarter of an acre, this Sarasota property offers a rare combination of timeless charm and modern updates in a location central to Siesta Key’s world-famous beaches, Phillippi Estate Park, and all the shopping, dining, and entertainment Sarasota is known for. The curb appeal stands out with a covered front porch and a welcoming Florida feel. Inside, the great room features open living and dining spaces with tile floors, a chandelier with ceiling medallion, and a crown-molding accent wall. Sliding doors connect the living area to a bright home office, offering an ideal setting for relaxation or entertaining. The kitchen is designed for both style and function, featuring custom white cabinetry with generous storage, gold hardware and fixtures, gold-veined white countertops, and a dedicated coffee station. A gas range is exciting for anyone who loves to cook, and the laundry is conveniently located just off the kitchen. Enjoy an apron sink, custom floor-to-ceiling pantry, stainless steel appliances, and a peninsula bar with drop lighting. There is also direct entry to the attached two-car garage with attic storage. Out back, your private backyard oasis awaits—surrounded by palm trees and privacy fencing. The heated open-air pool and covered lounge area—equipped with double ceiling fans—create a true Sarasota retreat for dining, relaxing, or entertaining. The pool bath features artisan blue scalloped tile, a walk-in shower with dual rainfall heads, a vessel sink atop a white shaker vanity with gold fixtures, and a sculptured mirror, all in an airy, light-filled palette. Both bedrooms offer wood-tone flooring, ceiling fans, and customized closet storage. The primary suite includes a walk-in closet and a recently updated en suite bathroom with a glass-enclosed, walk-in shower and marble-topped vanity. The second bedroom features mirrored closet doors and built-in organizer shelving. Additional storage is available in the hallway closet and attic. Practical features include partially updated windows and a propane tank. With no HOA restrictions at 5927 Driftwood Ave., you’ll enjoy the flexibility to bring your boat, RV, or other recreational vehicles—offering convenience for a variety of interests. Updates have already been started, allowing for your own finishing touches over time. Built in 1969, this home reflects the enduring craftsmanship of its era while providing endless opportunities for personalization. The unbeatable location, spacious lot, and flexible amenities make this Sarasota home a fantastic choice for those seeking a full-time residence or investment in a rapidly appreciating neighborhood. Experience the best of Sarasota living at 5927 Driftwood Ave.—just blocks from the Intracoastal Waterway, minutes to Siesta Key, and close to everything that makes Sarasota, Florida, such a desirable place to call home.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
5740 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,399,000134 Days on yellowkey MLS ID: A4680695
REDUCED by $71,000 (4.8%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1466 Built: 1986 Tax: $9,646 (2024)Community: Gulf & Bay Club Ph 6Condo
Taxes:$9,646
Remarks: This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. Luxurious yet inviting, this beautifully updated 2-bedroom, 2-bath condominium is the perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Cindy Furtado (808-937-2376)
476 MEADOW LARK DR, SARASOTA, FL 34236
$4,199,00065 Days on yellowkey MLS ID: A4689563
REDUCED by $296,000 (6.6%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3336 Built: 1985Monthly Fee: $110 Tax: $41,567 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$41,567
Remarks: A Key West-inspired waterfront retreat in prestigious Bird Key, this residence blends timeless coastal design with extensive updates and exceptional indoor-outdoor living. Set along 101 feet of canal frontage with direct access to Sarasota Bay, the property offers a rare opportunity to enjoy a boating lifestyle in one of the area’s most sought-after neighborhoods. Manicured landscaping and inviting front porches introduce the home’s architectural charm, while inside, nearly 3,400 square feet of living space unfolds across two levels (furnishings may be purchased separately). Beautiful hardwood flooring connects the open layout, where vaulted ceilings, skylights, and impact-rated PGT windows and doors fill the interiors with natural light. The double glass and solid wood entry opens to a bright, contemporary living space that flows effortlessly into the formal dining area. At the heart of the home, the eat-in chef’s kitchen is thoughtfully designed with shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, and a breakfast bar peninsula. A dedicated cafe-style dining area is complemented by a wet bar featuring dual wine cooler/beverage refrigerator, and floating shelving. Impact sliding glass doors open to the covered outdoor entertaining area and pool deck beyond. This inviting space overlooks the family room. Upstairs, the oversized primary suite offers a private retreat with terrace access, a spacious en-suite bathroom, and a walk-in closet. A second en-suite bedroom also enjoys its own terrace, while two additional guest bedrooms share a third bath, providing flexibility for family and visitors. Outdoor living is designed for both relaxation and entertaining. The heated swimming pool is surrounded by a brick paver deck, with an additional open deck ideal for lounging. Just beyond, the extended dock and newly reinforced seawall (2025) create a seamless connection to the water, offering direct access to the waterway that flows out to Sarasota Bay, for boating and waterfront enjoyment. A long list of improvements enhances the home’s value and peace of mind, including a 2023 metal roof, impact PGT windows and doors, updated mechanical systems, and recent exterior upgrades such as new soffit, fascia, and gutters (2026). Bird Key is known for its central location between downtown Sarasota and St. Armands Circle, offering residents convenient access to waterfront dining, boutique shopping, and cultural venues. Just minutes away, Lido Beach and Longboat Key provide some of the region’s most celebrated Gulf-front shorelines, while nearby marinas and yacht clubs complement the boating lifestyle that defines this exceptional community.
Listing Agent: Roger Pettingell (941-387-1840)
4469 CINNAMON DR #2505, SARASOTA, FL 34238
$334,00045 Days on yellowkey MLS ID: A4692115
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1638 Built: 2005 Tax: $4,629 (2025)Community: Arielle On Palmer Ranch Sec 1Condo
Taxes:$4,629
Elementary School: Gulf Gate Elementary
Remarks: Turnkey Furnished Waterfront Condo in Palmer Ranch, updated 2-bedroom + den, turnkey furnished (just bring your suitcase) residence in the highly desirable gated community of Arielle on Palmer Ranch. No stairs, all living on one level for easy, everyday comfort. Set among lush, mature landscaping, this light-filled unit offers peaceful water views from nearly every room, creating a relaxing, coastal feel throughout. The thoughtful split floor plan provides privacy for both owners and guests, while the open living space is ideal for entertaining or simply unwinding. The kitchen has been tastefully updated with wood cabinetry, soft-close doors and drawers, dovetail construction, granite countertops, a farmhouse sink, and brand-new appliances—blending style and function perfectly. New A/C (2022), New washer & dryer (2023), two spacious walk-in closets in the primary suite, Ample storage throughout. Step out onto your private screened lanai and take in the serene lake views—perfect for morning coffee or evening sunsets. Located just minutes from shopping, dining, the Legacy Trail, and Siesta Key Beach, this home offers the ideal combination of convenience and lifestyle. This one is ready to go.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Janice Melzer Langa (941-404-0802)
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