Location: Sarasota
Do Not Show Listings
4660 OCEAN BLVD #Q2, SARASOTA, FL 34242
$624,90047 Days on yellowkey MLS ID: A4692194
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $6,131 (2025)Community: Sea VillageSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,131
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Stunning Sunset Views ~ Sea Village on Siesta Key. Wake up to breathtaking water views and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features sliding doors that open to the patio, ample closet space, and an ensuite bath with separate vanity. The well-appointed kitchen has upgraded appliances and a pass-through to the living area, and the second bedroom is perfect for guests and family. With 1,200 ft² of living space, this second-floor residence has a brand-new A/C (2025) and offers an in-unit washer/dryer, as well as a free community laundry room and storage. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small, pet-friendly community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Amenities include not one, but TWO heated waterfront pools, a newly constructed fishing pier, and designated covered parking. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (including the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. A complete beautification project of the community is slated to be completed in June, to include all new landscaping and brand new carports. PLEASE NOTE: Some of the aerial photos in this listing were taken previously.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Robin Leonardi (941-685-6270)
3501 N VILLAGE CT #220, SARASOTA, FL 34231
$288,31068 Days on yellowkey MLS ID: A4688282
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1686 Built: 1978Monthly Fee: $367 Tax: $1,929 (2025)Community: Village In The PinesSpa: NoCondo
Taxes:$1,929
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Virtually Staged. Great location near Siesta Beach, Gulf Gate, shopping and restaurants! Come see this spacious corner lot Condominium/ 1/2 Duplex, located in Village In The Pines NORTH- a private hidden community of 2 cul-de-sac streets w/ community pool and a total of 42 extra large duplex/condominiums, all with actual attached garages, which is a very rare commodity. This 2250 sq ft villa is a 2 bd/2ba split floor plan featuring all tile, except carpeted spare bdrm and neutral paint throughout. The spacious entry features an expensive, beautiful solid brass Waterford crystal ceiling light and a large double 5 shelf closet. Remodeled kitchen w/ tray ceiling, beautiful solid wood Glendale oak cabinets w/ 12 extra large drawers, 12 double cabinets and 1 single + neutral light Silestone counter tops & 2018 all stainless hardware & appliances, stainless sink & faucet, digital 3 rack solid surface oven & stove combo w/pull out storage drawer, digital micro +fan combo. Kitchen sliders open onto a fenced pavered patio that could be extended to the length of the unit. The dining room features an expensive Hinkley solid brass chandelier w/ 2 matching side wall decor only sconces, french doors open to a 2026 remodeled outdoor atrium w/ shell drained floor, a perfect place for private sunbathing or plants or table. Living room has 2 vertical windows and steps down to the connecting Florida room w/ large picture windows & a solid metal stained glass look light and fan combo. Master bedroom features terracotta ceramic tile, stainless steel fan, 2 vertical windows, room for king bed & large furniture, PROFESSIONALLY DESIGNED WALK IN CLOSET w/ 18 shelves 8 lrg drawers, single & double hung; next to walk in is a large 5 shelf closet + en-suite bathroom w/ safety bars & handles, tiled step in shower & bench, 3 light fixtures, extra long solid wood vanity w/ marble top & lots of drawers. Other side of unit has large spare bedroom w/ 2 long vertical windows, cross wall closet & light beige carpet. Spare bath has sliding door shower/tub combo, lrg solid wood vanity w/ drawers, upscale chrome fixtures & window. Hall has 5 shelf linen closet & brass Waterford crystal ceiling light, same light in laundry room w/ washer, dryer & full wall closet + A/C handler. The door opens into 2 car garage w/ 2 lrg peg boards, lrg work bench, laundry sink tub, 28 gal water heater, moisture barrier reinforced ceiling, digital coded opener & 2 car driveway. This home highlights additional upgrades of new inside solid wood doors throughout with Baldwin brass handles & hinges, upgraded security system, 2023 new roof under warranty and 2020 repiped and replumbed entire interior. Gated community heated pool is 5 driveways east on same side of street, includes Cabana w/ bath, shower + changing facilities. Community is 55+, pet free & low fees. Located right behind Beneva Village shopping center w/ over 40 different retail, fast food, hardware, restaurants, grocery, gym, banks, etc. Bus stop just outside front gate connects to Sarasota Westfield Mall to go anywhere. Ready to move right in & enjoy the Florida lifestyle you've been waiting for. Won't last!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Yvonne Blackburn (941-350-6398)
8735 OLDE HICKORY AVE #8303, SARASOTA, FL 34238
$235,000159 Days on yellowkey MLS ID: A4676820
REDUCED by $20,000 (7.8%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1238 Built: 1996 Tax: $3,008 (2025)Community: Stoneybrook Terrace 1Spa: YesCondo
Taxes:$3,008
Elementary School: None
High School: None
Middle School: None
Remarks: IMMACULATE AND MOVE-IN READY! Welcome to the Terraces in sought after Stoneybrook Golf and Country Club! This alcove of condos is on a dead-end cul-de-sac and are the closest condos to the Club and all its top-notch amenities you can walk to! This 2 bedroom 2 bath condo is offered TURN-KEY furnished and boasts a beautiful view of the 8th hole and the landscaped nature preserve. There are no builds behind the condo for extra privacy. The 3rd floor with ELEVATOR enjoys vaulted ceilings for a spacious feel. The lanai is glassed-in to add more under air room to enjoy or open the glass sliding doors with hurricane rated film, for an amazing cross breeze all year round! The kitchen is styled in a coastal blue with tiled back splash, extended quartz counters and additional cabinets for ease of entertaining and living. Primary bedroom has 3 closets, a walk in closet and 2 extra for more storage. The Terraces have their own heated pool, grilling area and tennis/pickleball courts, your personally assigned carport parking spot and a large storage unit with plenty of room for your golf and beach gear. Stoneybrook Golf and Country Club just completed their new 18 hole golf course designed by Arthur Hills and Kipp Schulties and is said to be one of the best on the West Coast! Other top-notch amenities include Lighted Har-Tru tennis/pickle ball courts, pro-shop, well-equipped fitness center, bocce court, putting greens, driving range, fitness studio, sharing library, additional heated pool/spa, full service restaurant/bar, meeting rooms, catering facility, outdoor dining patio, walking/biking trails, fishing, planned activities like yoga, mahjong, line dancing, and so much more! Stoneybrook Golf and Country Club is a prime location close to the Legacy Trail, beaches, Costco, Lowes, restaurants and all Sarasota and Venice has to enjoy! WELCOME HOME to RESORT-STYLE LIVING at its BEST!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Julie Froeschle (941-228-6405)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$895,000226 Days on yellowkey MLS ID: A4670726
REDUCED by $55,000 (5.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$10,813
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to waterfront living at Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the designer kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new California Closet custom buildouts. A full size, in-residence washer and dryer make this home as practical as it is luxurious and a versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Enjoy Resort-style amenities and maintenance free living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service and a professional on-site manager provide ease of living just steps from the beautiful waterfront. This residence offers a fabulous lifestyle just moments from Marina Jack, boutique shopping and world -class dining, Opera and Theatre, Whole Foods, St. Armands Circle and Lido Beach. Enjoy the best of the Gulf Coast and peace of mind at Regency House. The building maintains healthy reserves and has completed the Milestone Inspection and Structural Integrity Reserve. Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
6103 CLUBSIDE DR #6103, SARASOTA, FL 34243
$380,000273 Days on yellowkey MLS ID: A4664991
REDUCED by $5,000 (1.3%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1775 Built: 1985 Tax: $3,067 (2024)Community: Clubside At Palm-Aire I & IiSpa: YesCondo
Taxes:$3,067
Elementary School: Robert E Willis Elementary
High School: Braden River High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Welcome to this updated residence in Clubside at Palm-Aire. Offering three bedrooms, two baths and spans 1,751 square feet under air. An under-air Florida room overlooking the golf course extends the great room living space, creating a versatile area for relaxation or entertaining. This home has been fully updated to include impact-rated hurricane windows and doors, and the beautiful guest bath with modern finishes is delightful. The owner’s suite includes an en-suite bath with dual sinks, a glass-tiled walk-in shower and a spacious walk-in closet with custom closet and an adjacent room overlooking the golf course, can be used as an office, or serve as a peaceful retreat. The oversized one-car garage features custom cabinetry and an upgraded speckled epoxy floor. Clubside at Palm-Aire is an active community with a pool. Though the community is set along the Palm-Aire Country Club golf course, membership is optional. The location is just minutes from University Town Center, Sarasota-Bradenton International Airport, downtown Sarasota and Lido Key Beach. Owner put nearly $200K in improvements and upgrades in this home. List provided upon request.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Holly Switow (941-735-3186)
5956 CLUBSIDE DR #7651, SARASOTA, FL 34243
$334,900295 Days on yellowkey MLS ID: A4663249
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1503 Built: 1985 Tax: $4,070 (2024)Community: Clubside At Palm-Aire I & IiCondo
Taxes:$4,070
Middle School: Buffalo Creek Middle
Remarks: Brand new HVAC system just installed! This 2-bedroom/2-bath villa lives like a single-family home with its oversized garage. The great room floor plan with vaulted ceilings is light and bright. New dining area light fixture, ceiling fan, new sectional sofa, rugs and flat screen TV have been added for the buyer. The kitchen has an eat-in space, granite counters, pantry closet and loads of storage with a breakfast bar open to the great room. The primary bedroom with walk-in closet and ensuite bath is located in the rear and the guest bedroom and bath are located in the front of the villa for maximum privacy. Both bedrooms have elegant luxury vinyl flooring. The updated primary bath has dual sinks and a glass enclosed shower. The year-round air-conditioned Florida room can be used for a den, office or 3rd bedroom. Impact glass windows were installed in the primary bedroom and kitchen for peace-of-mind. The garage has room for a car and a golf cart and has a new hot water heater and plenty of storage. The newly renovated community pool with spa is just a few steps away. Clubside is conveniently located close to UTC Mall with its shopping and restaurants and downtown Sarasota with its cultural venues. This small community features low monthly maintenance fees that include cable TV/internet, lawn maintenance, reserves for roof and exterior paint, trash and insurance. Benderson Park is nearby, and beaches are about 8 miles West. Enjoy the Florida lifestyle with an optional golf, tennis or social membership at Palm-Aire Country Club.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Barb Standish (941-504-9458)
5552 BENTGRASS DR #7-116, SARASOTA, FL 34235
$250,0006 Days on yellowkey MLS ID: A4695756
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $2,892 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$2,892
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: GORGEOUS AND PRICED TO SELL! Impressive upgrades, stylish, and great location! Step into the largest three-bedroom, two-bath floor plan in Las Palmas, where thoughtful design meets exceptional updates. This unique residence offers peaceful water views, lush mature landscaping, and a layout that truly stands out. From the moment you enter, you'll be captivated by the second story soaring ceilings, enhanced by an impressive catwalk feature that allows natural light to flood the space. The beautifully updated kitchen, modern laminate flooring, and meticulous upkeep make this home move-in ready. Newer AC system, a newer hot water heater, upgrades kitchen floors, and modern updates throughout. Las Palmas is a highly sought-after gated community offering an unparalleled lifestyle. Enjoy direct access to Benderson Park through a private gate, making morning walks, bike rides, or trips to UTC effortless. No need to worry about parking for special events ... simply stroll or cycle to Sarasota's premier shopping and dining destination. Residents also have access to resort-style amenities, including two heated swimming pools, tennis courts, two clubhouses with a TV room, two fitness centers , a car wash station, a dog park, and even extra storage for RVs and large trucks. This home is a rare find and beautifully maintained, thoughtfully updated, and priced to sell. Don't miss your chance to own one of the best values in Sarasota. This condo is not only exciting to view but it's also priced below well below it's value, and incredibly well taken care of by it's current owners. Schedule your showing today!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
1100 IMPERIAL DR #108, SARASOTA, FL 34236
$569,00033 Days on yellowkey MLS ID: A4692243
REDUCED by $30,000 (5.0%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $7,769 (2025)Community: Bays Bluff Atps Sec 1Spa: YesCondo
Taxes:$7,769
Elementary School: Gocio Elementary
Remarks: MOTIVATED SELLER! DON'T MISS THIS OPPORTUNITY! This 1st floor end-unit directly faces Sarasota Bay and offers the ability to walk right out to the bayfront. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Nicely updated, this unit is move-in ready with some furniture included. Hurricane-impact windows provide added peace of mind. The screened lanai is a wonderful place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. Are you a dog lover? Imagine being able to take your dog out directly from your unit and walk with them along the bayfront. * * * The waterfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with water views and a prime location.
Listing Agent: Marilyn Kneafsey (941-373-0999)
22 SANDY COVE RD #APT 203, SARASOTA, FL 34242
$629,00055 Days on yellowkey MLS ID: A4691011
REDUCED by $10,000 (1.6%) on 06/04/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 532 Built: 1969 Tax: $4,204 (2025)Community: Sandy CoveCondo
Taxes:$4,204
Remarks: $10,000 Price Reduction! Introducing a charming one-bedroom, one-bathroom condo in the heart of Siesta Key, where Old Florida charm meets modern coastal living. This elevated second-floor unit offers a bright, inviting living space set within a secluded, tropical oasis designed by the renowned Frank Folsm Smith of the Sarasota School of Architecture. Enjoy peace of mind with no history of storm damage in this elevated location, and savor private access to a community beach and fishing pier just steps away. From the private beach, you can watch dolphins play in the Gulf as you unwind to sea breezes and tranquil sunsets. This distinctive enclave blends architectural pedigree with lush, mature landscaping and a resort-like atmosphere, providing a rare combination of privacy and coastal convenience. The property is perfectly positioned within easy reach of Siesta Key Village, where you’ll find a vibrant mix of restaurants, live music, and boutique shopping. Whether you’re seeking a full-time residence or a carefree vacation getaway, this condo offers a low-maintenance lifestyle without sacrificing character or location. Why you’ll love it: a compact, stylish retreat with direct beach access, private coastal views, and proximity to village amenities all in one package. It’s an excellent option for year-round living or a tropical getaway, combining unique architecture, serene grounds, and a distinctive Siesta Key experience. Schedule a private tour to experience this exceptional property firsthand.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
4463 CINNAMON DR #2502, SARASOTA, FL 34238
$310,000219 Days on yellowkey MLS ID: A4671484
REDUCED by $25,000 (7.5%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1638 Built: 2005Monthly Fee: $757 Tax: $4,131 (2024)Community: Arielle On Palmer RanchCondo
Taxes:$4,131
Middle School: Sarasota Middle
Remarks: Virtually Staged. BEST VALUE IN THE COMUNITY! ***Significant price reduction combined with brand-new stainless steel appliances and updated light fixtures*** ALL ON ONE FLOOR – NO STAIRS! GORGEOUS LAKE VIEW, END UNIT. This spacious 2-bedroom, 2-bath plus bonus room end unit with an attached 1-car garage offers the perfect blend of comfort and convenience — Step inside to discover a bright, open-concept living area featuring brand-new luxury vinyl flooring and a well-appointed kitchen overlooking the lake. Enjoy one of the best locations in the community, offering exceptional privacy and surrounded by lush tropical landscaping for a serene, resort-style ambiance. Slide open the doors to your private screened-enclosed lanai with peaceful lake view — the ideal retreat for your morning coffee or evening relaxation. Experience resort-style amenities just steps away, including a heated pool and spa, gas grills. The home has been freshly painted, and abundant natural light fills every room through windows on all sides, creating a bright and airy atmosphere. Additional updates include a newer A/C (2020). Perfectly located near The Legacy Trail, TPC Prestancia, Siesta Key’s award-winning beaches, and everyday conveniences such as Publix, Costco, the YMCA, playgrounds, and tennis courts, easy access to to I075. Zoned for top-rated schools, NO CDD, NO FLOOD ZONE!!!! Don’t hesitate — call today to schedule your private showing!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Melinda Vass (407-613-4911)
1350 5TH ST #402, SARASOTA, FL 34236
$695,00029 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
Elementary School: Alta Vista Elementary
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
6006 MIDNIGHT PASS RD #48, SARASOTA, FL 34242
$380,00045 Days on yellowkey MLS ID: A4691484
REDUCED by $19,900 (5.0%) on 06/07/2026
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 420 Built: 1960 Tax: $2,987 (2025)Community: Casa MarSpa: NoCondo
Taxes:$2,987
Remarks: PRICE IMPROVEMENT – NOW OFFERED AT $380,000! Private Beach Access and exceptional value on Siesta Key! Rare opportunity to own in highly desirable Casa Mar and create your own island retreat with outstanding value-add potential. With a recent price reduction of nearly $20,000, this studio unit presents one of the most compelling opportunities to own on Siesta Key. The unit already features updated lower kitchen cabinetry, quartz countertops, and a stainless-steel sink, providing an excellent foundation for customization. Ready for a new owner to install appliances and replace the A/C, the unit is priced accordingly and offers tremendous potential for investors, seasonal residents, or buyers seeking an affordable entry into one of Florida's most sought-after beach communities. Ideally situated within the community, this premium location places the pool directly behind the unit and provides convenient access to the private beach path leading to Siesta Key's world-famous powdery quartz sand beaches and stunning Gulf waters. Spend your days enjoying the sunshine, taking peaceful walks along the shoreline, and ending each evening with breathtaking Gulf Coast sunsets just steps from your door. Casa Mar permits weekly rentals, creating excellent income-producing potential and flexibility for owners. The condominium association fee includes cable, internet, water, sewer, building insurance, exterior maintenance, and grounds care, making ownership simple and convenient. Whether you're searching for an investment property, vacation getaway, or future beachside escape, this is an opportunity to secure a piece of Siesta Key at an attractive price point. Private beach access, weekly rentals, and endless possibilities. ????????
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Susan Beaver, Llc (732-489-3727)
8901 VERANDA WAY #111, SARASOTA, FL 34238
$469,00050 Days on yellowkey MLS ID: A4691605
REDUCED by $30,000 (6.0%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1661 Built: 1994Monthly Fee: $605 Tax: $4,445 (2025)Community: Stoneybrook Verandas 1Condo
Taxes:$4,445
Remarks: Ground Floor Turnkey Abbey unit with amazing views of the 7th Green, sand trap and lake! Come and see to appreciate this lovely unit with an updated Kitchen with Granite Counters. Open floor plan and a true 3 bedroom condo. Glassed-in Lanai to expand the living space. Primary Bedroom has twin walk in closets, twin sinks and walk-in shower along with a lovely soaking tub. Guest quarters in the front of the home with its own walk-in closet and there is a privacy door from the 3rd bedroom towards the guest bath and laundry room. Front entry way lanai and single car garage. Tile or Laminate throughout the home. Lovely Community Pool and Pickleball/Tennis Court. Short distance to the clubhouse. Stoneybrook of Sarasota A premier member-owned country club, is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18 hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
6415 MIDNIGHT PASS RD #211, SARASOTA, FL 34242
$799,900181 Days on yellowkey MLS ID: A4675481
REDUCED by $50,000 (5.9%) on 06/13/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2358 Built: 1975 Tax: $7,544 (2025)Community: AnchorageSpa: NoCondo
Taxes:$7,544
Remarks: Huge opportunity to own a spacious 2,400 sq ft, 3 bedroom condo on Siesta Key with an aggressive, new price drop! Now being offered at $799,900 - an unbelievable $339.22 per square foot (vs recent SK sales average of $460 per square foot). This is a fabulous family investment with plenty of room to sleep 8 people (Note: a 4th bedroom could easily be added). This condo has brand new floor-to-ceiling high impact hurricane sliders that run the entire length of the condo and open to a full 95’ lanai for a nice open-air feeling. Allow your family to enjoy your new vacation home, then use the successful in-house rental program to make additional income for yourself. The best of both worlds! Gated-community amenities abound here: both private beach access and intracoastal access with use of free boat slips and kayak racks. One of the largest heated pools on the Key. Brand new pickleball and tennis courts. Tropical landscaping that includes areas for nice seating on the intracoastal, outdoor grilling and picnics, shuffleboard, cornhole, and basketball goal. Fitness center and party/event space. Wheel-chair accessible property. You can go from car to kitchen with no steps! This condo offers a very desirable split floorplan with the primary bedroom on one end and the other two bedrooms on the opposite end with 2 distinct heating/cooling systems. Also includes 2.5 baths with both a tub and shower option. Generous closets in each room, plus a large owner’s closet, beach closet and unique private, full storage closet in hallway next to condo. Whether you are searching for a spacious family getaway, a peaceful primary residence, and/or a high-performing rental, this rare offering delivers.
Listing Agent: Mina Johnson (941-404-9347)
3360 RAMBLEWOOD DR S #8, SARASOTA, FL 34237
$169,50030 Days on yellowkey MLS ID: A4693442
REDUCED by $5,400 (3.1%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1003 Built: 1974Monthly Fee: $605 Tax: $631 (2025)Community: Ramblewood AcresCondo
Taxes:$631
Elementary School: Tuttle Elementary
Remarks: Price Reduction + Seller Incentive! The seller is now offering 6 months of HOA fees paid upfront, adding even more value to this charming property. Welcome to this clean and inviting 2-bedroom, 2-bath detached villa that offers the privacy and feel of a single-family home with the convenience of maintenance-free villa living. Located in the desirable southeast corner of Ramblewood Acres, this home features a private garden area and peaceful backyard retreat—ideal for relaxing, entertaining, or creating your own tropical oasis. Move-in ready and comfortable as-is, this property also presents an excellent opportunity for buyers looking to customize and renovate to match today's design trends and personal style. Residents of Ramblewood Acres enjoy a wide range of community amenities, including: Three swimming pools, Tennis courts, Playground and a Clubhouse with fitness facilities Even more exciting, a new dog park and pickleball courts are planned for the community! Outstanding Sarasota Location! Conveniently located just minutes from Downtown Sarasota, St. Armands Circle, Lido Beach, and Sarasota Bradenton International Airport, this home offers the perfect blend of comfort, recreation, and convenience. Some photos have been virtually staged to help illustrate the home's possibilities and showcase its full potential.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Kimberly B. Wolf (941-302-0034)
5511 ROSEHILL RD #203, SARASOTA, FL 34233
$295,00069 Days on yellowkey MLS ID: A4688309
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1499 Built: 2002 Tax: $2,727 (2025)Community: Admirals WalkSpa: YesCondo
Taxes:$2,727
Remarks: This house comes with a REDUCED RATE as low as 4.875% (APR 5.769%) as of 06/12/2026 through List & Lock™. This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information. Welcome to your slice of paradise just minutes from the world-renowned Siesta Key Beach, consistently ranked the #1 beach in the U.S.! Admirals Walk is a community that emphasizes a lavish lifestyle. Owners have exclusive access to a resort-style pool and spa with tropical lake views, an inviting clubhouse with a fitness center, billiards, card room, catering kitchen, library, and a stunning gathering room with vaulted ceilings and fireplace. This beautifully maintained 3-bedroom, 2-bath condominium is the largest of all Admiral Walks condominiums, offering the perfect blend of comfort, style, and location. The thoughtfully designed layout with a vaulted ceiling offers an open and airy feel, enhanced by abundant natural light that fills the living spaces and creates a bright, inviting atmosphere throughout. Step inside to discover an updated kitchen designed to impress, featuring granite countertops, stainless steel appliances, a stylish tile backsplash, and a convenient breakfast bar—perfect for casual dining or entertaining guests. The open and inviting living spaces create a warm, welcoming atmosphere ideal for both everyday living and vacation-style relaxation. Enjoy peace of mind with major upgrades already completed, including a newer roof, updated siding, and hurricane impact windows—providing both value and added protection. A spacious upstairs loft provides the perfect bonus area ideal for a home office, media room, guest space, or playroom. This versatile flex space could easily be enclosed to create a fourth bedroom, offering added value and flexibility to suit your needs. Ideally situated, this home places you just moments from top-rated shopping, dining, medical facilities, and all the attractions that make the Sarasota area so desirable. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this condo delivers the Florida lifestyle you've been dreaming of. A maximum of two (2) pets per unit no more than 65 pounds each. The monthly HOA includes the building insurance, maintenance of the grounds and building exterior, pest control, sewer, water, trash pickup, and use of the recreation facilities.
Listing is courtesy of: WAGNER REALTY (941-761-3100)
Listing Agent: Amy Long (260-466-5959)
7170 WOOD CREEK DR #40, SARASOTA, FL 34231
$259,900295 Days on yellowkey MLS ID: A4661603
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1340 Built: 1984 Tax: $3,179 (2024)Community: Woodside Terrace Ph 2Condo
Taxes:$3,179
Remarks: $15K PRICE REDUCTION!! Needs Updating. Watch the sun go down from your west facing, glassed in Florida room; in Woodside Terrace. This quiet community is located on the South Side of Gulf Gate, just minutes from all the Restaurants and Stores in Gulf Gate. Discover the perfect blend of comfort, and convenience in this 2-bedroom, 2-bath condo with an attached 2-car garage, located in the highly sought-after 55+ maintenance-free community of Woodside Terrace in Gulf Gate. This Condo has an Open Floor Plan, with a screened in front porch to your front entrance, and an enclosed Florida Room off the Living room. A spacious two car garage with an attic for plenty of room for all your possessions. Both bedrooms have Plantation Shutters, and Walk in Closets with spacious baths for your comfort. This is a quiet neighborhood with a lovely pool area to enjoy a refreshing swim. All this is just a few minutes to Siesta Beach, Publix, shopping and restaurants. Convenient to everything. The washing Machine is a brand new GE with glass top loader that makes very little noise, in the enclosed Laundry room, off the Kitchen. Contact me today, to schedule a viewing, and make this residence your own!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: John Mcsweeney (248-917-7329)
3231 BENEVA RD #103, SARASOTA, FL 34232
$175,000145 Days on yellowkey MLS ID: A4678445
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $14,900 (7.8%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,164 (2025)Community: Village Brooke Sec 3Condo
Taxes:$2,164
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Welcome Home to this beautifully updated 2-bedroom, 2-bath first floor condo located in the highly desirable Village Brooke community. This move-in-ready residence has been thoughtfully renovated with brand new bathrooms, a stunning updated kitchen, and new appliances, offering a fresh, modern feel throughout. Enjoy the convenience of ground-floor living and unwind on your private screened-in back patio, perfect for relaxing or entertainment. Village Brooke is a well maintained, pride-of-ownership community featuring two community pools, tennis courts, and shuffleboard, all set among lush, beautifully cared-for grounds. Ideally situated, this condo offers central Sarasota living with easy access to shopping, dining, and everyday conveniences. I-75 is just minutes away, making commuting a breeze, and you’re perfectly positioned between Downtown Sarasota and UTC Mall, giving you the best of both worlds. Whether you’re looking for a primary residence or a seasonal retreat, this beautifully updated condo checks all the boxes! Don’t miss your chance to own a slice of comfort and convenience in Village Brooke!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Capek (941-497-6060)
101 WHISPERING SANDS DR #107, SARASOTA, FL 34242
$475,000196 Days on yellowkey MLS ID: A4674069
REDUCED by $20,000 (4.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $5,864 (2024)Community: Whispering SandsCondo
Taxes:$5,864
Remarks: One or more photo(s) has been virtually staged. Welcome to affordable GULF FRONT living! This is one of the best values in Whispering Sands. The seller is willing to offer a $60,000 SELLER CREDIT with an acceptable offer to offset any future improvements or assessments. This recently updated, 2 bed/2 bath, DOUBLE LANAI CORNER unit is nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of your own private beach! The freshly painted interior features NEW luxury vinyl plank flooring, NEW interior doors, and NEW overhead designer lighting and fans. Four sets of floor-to-ceiling sliders open from the living areas and bedrooms into TWO separate 24’ glassed and screened lanais – complete with epoxy flooring and NEW ceiling fans to capture the coastal breezes. After a full day at the beach, meal prep is easy in your partially open kitchen featuring NEW granite countertops, farmhouse style stainless sink, and NEW 2025 Whirlpool and GE stainless appliances. The spacious primary bedroom includes a nice walk-in closet and an ensuite bath, while the generous second bedroom comfortably accommodates up to two queen beds and boasts a full wall of closet space. Both updated bathrooms feature NEW cabinets, vanities, & fixtures, with glassed walk-in showers and recessed lighting. Brand NEW 2026 HVAC system and 2025 water heater. The unit also comes with its own assigned storage locker located just across the hall, ideal for storing all of your beach essentials. Conveniently located next door to the colorful shops and restaurants of Siesta Key Village, Whispering Sands is a premiere 55+ Gulf front property offering two heated pools, beachside Tiki Hut and gas grills, shuffleboard, canoe/kayak storage, and 800' of PRIVATE quartz sand beach. The clubhouse is currently undergoing complete remodeling. Upon completion in 2026, it will include a full catering kitchen, fitness rooms, large screen TV, and an elegant space for community wide or private social events. New landscaping plan for the building and throughout the entire 25-acre property is currently underway. Attractively priced below market, this unit represents a great investment. Don’t miss this opportunity to experience the ease of island living at Whispering Sands!
Listing Agent: Harriet Stopher (404-316-8944)
4606 TIPPECANOE TRL #119, SARASOTA, FL 34233
$160,000222 Days on yellowkey MLS ID: A4671371
1 Days Off yellowkey (back on 5/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1258 Built: 1973Monthly Fee: $437 Tax: $882 (2024)Community: Lake TippecanoeCondo
Taxes:$882
Elementary School: Ashton Elementary
Middle School: Riverview Middle
Remarks: Under contract-accepting backup offers. Brand New Price!! Welcome to Lake Tippecanoe — Sarasota’s Premier 55+ Community! This beautifully maintained 2-bedroom, 2-bath ground-floor condo offers 1,258 sq. ft. of comfortable, maintenance-free living in the heart of Sarasota. Step inside to an inviting open floor plan where the kitchen seamlessly flows into the great room—perfect for entertaining or relaxing. Natural light fills the spacious Florida room/dining area, overlooking a peaceful backyard setting. MOTIVATED SELLER Enjoy the convenience of indoor laundry and the ease of community living, with the association taking care of lawn maintenance, exterior upkeep (including the roof), pest control, cable, water, and trash pickup—so you can focus on enjoying the Florida lifestyle. Lake Tippecanoe is a well-established and friendly 55+ community featuring a clubhouse, social activities, and a serene lakefront setting. Ideally located near Sarasota’s world-famous beaches, top-rated golf courses, shopping, and dining, this condo offers the perfect blend of comfort, convenience, and community. Come experience the relaxed Sarasota lifestyle you’ve been dreaming of at Lake Tippecanoe!
Listing is courtesy of: JOHN HARDING REALTY (941-777-3007)
Listing Agent: Josh Mott (941-780-3063)
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