Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,813
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
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)
1650 PINYON PINE DR, SARASOTA, FL 34240
$824,9007 Days on yellowkey MLS ID: A4696661
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3222 Built: 2005Monthly Fee: $80 Tax: $4,387 (2025)Community: Villages At Pinetree SpruceSpa: NoSingle Family
Taxes:$4,387
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Welcome the Enclave- a suburban Sarasota neighborhood that blends tranquility with convenience. This special listing boasts over 3,200 square feet of living area, five bedrooms plus and office, three bathrooms, three car garage, heated pool and much more. The first thing you’ll notice about this home is its prime positioning within the neighborhood. Set in the back of the neighborhood, this property backs up to a community owned preserve area with sunny southerly exposure for a bright and sunny home and lots of warmth on the pool area. Approaching the home you will notice the fantastic curb appeal and walkway area to the front door. The three-car garage provides for abundant storage spaces as well. Where this home really shines is in the value department- it boasts a new flat tile roof (2024), and each window in the home is an impact rated storm window for peace of mind (2024). In addition to the structural upgrades the interior of this home has been meticulously cared for and upgraded over the years by current owner. You’ll notice either engineered wood or tile flooring throughout, updated kitchen and bathrooms, abundant craftsmen-style built-ins in many tasteful areas, 2 built-in electric fireplaces, crown molding, and detailed trim work. The primary bedroom features a tastefully updated bathroom with dual sinks, walk-in shower and soaking tub- as well as dual closets with built-ins and a fireplace. The kitchen has beautiful granite counters with an open concept feel, walk-in pantry and upgraded tile backsplash. Moving outdoors you will find an impressively large caged lanai with clear view screened cage, heated pool, fenced dog run area with turf, covered eating area and serene views that have been known have the occasional deer stroll by! The location of this neighborhood is incredible- located near Tatum Ridge Elementary school, Celery Fields Park and nature area, Rothenbach park and many new shopping, dining and retail areas, you really cannot miss with this fine home. Call to schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
3721 COLLINS ST #812, SARASOTA, FL 34232
$300,000211 Days on yellowkey MLS ID: A4672044
REDUCED by $19,900 (6.2%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1584 Built: 1972Monthly Fee: $460 Tax: $1,271 (2024)Community: Forest Pines 08Villa
Taxes:$1,271
Elementary School: Alta Vista Elementary
Tax Year: 2024
Middle School: Brookside Middle
Remarks: This Forest Pines condo can be your slice of Sarasota paradise in a highly sought-after 55+ community.! This beautifully updated Villa combines comfort, convenience, and that easy coastal lifestyle you’ve been dreaming about. The seller has just recently reduced the asking price again. It's located just minutes from Siesta Key Beach, downtown Sarasota, and the popular Der Dutchmen Restaurant, this location puts you right in the heart of it all. Love to golf or bike? You’ll be half a mile from the nearest golf course, and the Legacy Trail—perfect for long, scenic rides—starts only 1.5 miles away. Inside 3721 Collins St, you’ll find bright, welcoming spaces designed for relaxation. The home features newer upgrades including solid surface and granite countertops, modern kitchen cabinets, a walk-in shower in the primary suite, and luxury vinyl plank flooring in all main areas. This home has a living room and a family room where the original porch was properly permitted and enclosed for additional living space under air. Earth-toned colors and plantation shutters throughout add warmth and timeless charm. A new roof was installed in 2022. Forest Pines takes care of exterior maintenance so you can spend your days lounging by the community pool, meeting neighbors at the clubhouse, or enjoying a friendly game on the shuffleboard courts. Move-in ready, this condominium - villa style home invites you to settle in and start your next chapter in sunny Sarasota.
Listing is courtesy of: FLORIDA INTERNET REALTY LLC (941-961-4983)
Listing Agent: Steve Rider (941-504-5163)
2303 LOMA LINDA ST, SARASOTA, FL 34239
$1,899,000170 Days on yellowkey MLS ID: A4676235
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2708 Built: 2025 Tax: $4,955 (2025)Community: Loma Linda ParkSpa: NoSingle Family
Taxes:$4,955
Remarks: Fantastic $100,000 price reduction!!! In the well-established Loma Linda Park neighborhood in Sarasota, this new construction, Divald Homes custom-built two-story home offers a blend of modern design and traditional elements. The home is ideally near downtown Sarasota, Siesta Key and Sarasota Memorial Hospital, with no deed restrictions or HOA fees. The home features four bedrooms and three baths, including a spacious primary suite on the main floor. The open-concept floor plan featuring a 24-by-48-inch modern floor tile throughout, hurricane impact sliding doors and windows offers a light-filled welcoming space ideal for entertaining. The main floor includes a gourmet kitchen, dining area, living room, private den/bedroom 4, primary suite with an ensuite bath and a dedicated laundry room. The chef’s kitchen is a centerpiece, showcasing Bosch appliances, an oversized island with waterfall quartz countertop, and custom floor-to-ceiling full-overlay cabinetry in a beautiful honey-stained wood tone. The living room is highlighted by a striking tile accent wall with custom wood shelving and modern designed 42-inch linear electric fireplace. The living room opens seamlessly to the lanai, complete with an outdoor kitchen, including a gas grill, refrigerator and sink. You will also enjoy the pool with sundeck, oversized outdoor patio and a beautiful backyard with lush native plantings. A convenient pool bath offers direct access from the lanai and the private den. The dining area is elegant and inviting, featuring a statement iron chandelier and a wall of windows overlooking the backyard. Just off the kitchen, the main-floor primary suite serves as a private retreat with a luxurious en-suite bath featuring a marble stone accent wall, a large walk-in shower with seamless glass enclosure, a sculptural slipper tub, double vanity with quartz countertops, natural wood cabinetry, LED mirrors and a spacious walk-in closet with custom built-ins. The laundry room is conveniently near the oversized two-car garage with 12-foot ceilings, large windows for natural light and direct access to the side yard. Upstairs, an ornate wrought-iron and hardwood staircase leads to two additional bedrooms, a beautifully finished guest bath and a versatile flex room ideal for a game room, study or guest accommodations. This thoughtfully designed home offers refined finishes, flexible living spaces and an exceptional location, ideal for enjoying the Sarasota lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
4672 ALEXANDER POPE LN, SARASOTA, FL 34241
$849,000210 Days on yellowkey MLS ID: A4672673
REDUCED by $50,000 (5.6%) on 06/10/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3838 Built: 1978Monthly Fee: $29 Tax: $8,264 (2024)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$8,264
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: PRICE IMPROVEMENT! Welcome to this exceptional 5 bedroom, 3.5 bath home perfectly positioned at the end of a peaceful cul-de-sac on Bent Tree Golf Club. Designed for both upscale entertaining and comfortable everyday living, this residence offers a rare combination of privacy, elegance, and modern upgrades. Step inside to find formal living and dining rooms, crown molding throughout, and two charming wood-burning fireplaces that add warmth and character. The large designer kitchen features premium finishes, generous counter space, and seamless flow to the main living areas—ideal for gatherings of any size, a full wet bar elevates your hosting experience. The home features a NEW ROOF, NEW POOL CAGE and FULLY PAID SOLAR SYSTEM which provide unmatched efficiency and value for years to come. This smart home also includes a home gym, comprehensive security system, water softener/filtration, and thoughtful upgrades throughout. Outside, enjoy breathtaking sunset views from your private screened lanai and sparkling pool—your own serene retreat overlooking a manicured golf course. A rare opportunity to own a beautifully upgraded, move-in ready home in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Christian Higgins (772-532-8857)
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
Elementary School: Phillippi Shores Elementary
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)
2542 22ND ST, SARASOTA, FL 34234
$319,90013 Days on yellowkey MLS ID: A4695742
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1320 Built: 1986 Tax: $3,189 (2025)Community: Lorraine Park Rep Of PtSpa: NoSingle Family
Taxes:$3,189
Elementary School: Emma E. Booker Elementary
Remarks: Welcome home! Nestled in a quiet, established Sarasota neighborhood on a dead end street, this charming 3-bedroom, 1-bath single-family home offers comfort, convenience, and plenty of outdoor space This 3 bedroom 1 bathroom was originally rehabbed 2018 and remodeled 2026 move in ready. Garage door 2018, new sewer service 2018, new roof 2018, new fence 2026 Seller ordered new impact windows will be installed in 6 weeks ((Front Window is PHOTO Changed Not Installed Yet! )) No HOA here Conveniently located minutes away from downtown Sarasota and Lido Beach. You are minutes away from world-class Gulf beaches, local parks, premier shopping, and the Sarasota-Bradenton International Airport
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Michel Ruiz (941-914-2460)
3317 BOUGAINVILLEA ST, SARASOTA, FL 34239
$450,00028 Days on yellowkey MLS ID: A4694271
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1514 Built: 1962 Tax: $4,960 (2025)Community: South Gate ManorSpa: NoSingle Family
Taxes:$4,960
Elementary School: Wilkinson Elementary
Remarks: Virtually Staged. Southgate Charm + Space to Dream in One of Sarasota’s Most Established Neighborhoods. Situated on an oversized lot in the sought-after South Gate community, this 3-bedroom, 2-bath home offers the kind of outdoor potential that is increasingly hard to find in Sarasota. With beautiful curb appeal and a welcoming layout featuring a sunroom, spacious living areas, and dedicated dining space, this property is ready for everyday living now with room to create something extraordinary later. The expansive backyard provides ample space for a future resort-style pool, outdoor entertaining area, or private tropical retreat. Inside, the floor plan balances functionality and flexibility with multiple gathering spaces, generous bedroom sizes, pantry storage, and a sun-filled bonus room perfect for morning coffee, hobbies, or additional living space. The oversized lot offers privacy and possibilities whether you envision lush landscaping, an outdoor kitchen, or a custom backyard oasis. Residents love the central Sarasota location with convenient access to Siesta Key Beach, downtown Sarasota, shopping, dining, medical facilities, and everyday conveniences. This is an opportunity to own in a neighborhood known for mature trees, character, and proximity to the best of Sarasota living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Nick Salzwedel (208-305-2923)
4076 SOUTHWELL WAY, SARASOTA, FL 34241
$669,000124 Days on yellowkey MLS ID: A4682589
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2263 Built: 1979Monthly Fee: $27 Tax: $3,668 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,668
Remarks: This is a rare opportunity to purchase a well built original Bent Tree home with newer roof right on the fairway of Bent Tree golf course. This beautifully maintained split plan residence offers privacy, thoughtful upgrades, and premium positioning within the neighborhood. Bent Tree Community Homeowners Association dues are only $319 per year. Situated on a premium lot on hole #16, it boasts a west-facing rear exposure to enjoy sunsets throughout the seasons and beautiful afternoon light situated on an elevated lot that you can see clearly from the roadway. The property has never experienced flooding and features many different exotic trees, including an original Bent Tree bottle brush,a maple tree in front, sycamore, camphor, and bamboo. The exterior showcases an authentic clay brick driveway, brick paver front entry, and decorative porcelain tile accents with evening lighting. Twelve-volt LED driveway lighting and professional 120-volt LED landscape lighting enhance the property’s curb appeal. Inside, the home features porcelain tile flooring throughout—no carpet. Recent improvements include new bathroom mirrors and Kohler faucets, 72-inch energy-efficient DC indoor/outdoor ceiling fans (6 total), and replaced sliding glass doors (11/2021). Most windows were replaced in 05/2021 with Armortech windows all under Sarasota County permit. Additional metal security panels provide extra hurricane protection for select windows. The property includes a well-fed, three-zone sprinkler system for lawn irrigation and a hot water heater timer for additional efficiency. Outdoor living is enhanced by two private bathroom courtyards finished with real brick pavers and Hardy Board fencing. The pool area is supported by updated equipment and energy-efficient systems. This property combines extensive upgrades, quality materials, and a prime golf course setting—ready for its next owner to enjoy.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
6325 RIVO LAKES BLVD, SARASOTA, FL 34241
$850,0006 Days on yellowkey MLS ID: A4696525
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2418 Built: 2019Monthly Fee: $197 Tax: $8,716 (2025)Community: Rivo LakesSpa: YesSingle Family
Taxes:$8,716
Middle School: Riverview Middle
Remarks: Welcome to this stunning luxury pool home in Rivo Lakes, where style, comfort, and location come together seamlessly. This beautifully designed 4-bedroom, 3-bath residence with a spacious 3-car garage offers the perfect blend of elegance and everyday functionality. Step inside to discover an open and inviting floor plan enhanced by gorgeous wood-look tile flooring throughout, creating a cohesive and modern feel. The heart of the home flows effortlessly into your private outdoor oasis featuring a sparkling pool and spa, ideal for relaxing or entertaining year-round. Enjoy ultimate privacy in your backyard retreat, with no homes or roads behind you, creating a peaceful and secluded setting that’s hard to find. The primary suite is a true retreat, complete with two semi-custom walk-in closets which offer exceptional storage and organization. Each additional bedroom is generously sized, providing comfort and flexibility for family, guests, or a home office. Built for peace of mind, this home is equipped with hurricane impact windows, offering safety and energy efficiency. Perfectly located just 15–20 minutes from world-famous Siesta Key Beach and the vibrant UTC Mall and shopping district. You’ll enjoy convenient access to top-rated dining, shopping, and entertainment while savoring the tranquility of East Sarasota living. This is Florida luxury living at its finest. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tracy Anderson (214-621-6128)
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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
5125 WILLOW LEAF DR, SARASOTA, FL 34241
$1,190,000106 Days on yellowkey MLS ID: A4683770
1 Days Off yellowkey (back on 5/30/2026)
REDUCED by $50,000 (4.0%) on 04/21/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3837 Built: 1986Monthly Fee: $60 Tax: $8,339 (2025)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$8,339
Remarks: Under contract-accepting backup offers. An exceptional custom home by Arthur Rutenberg, set on nearly one acre behind the gates of Bent Tree Village, offers space, privacy, and thoughtful design in one of Sarasota’s most desirable communities. Step through the double wood doors into a welcoming foyer that opens to formal living and dining rooms, creating an immediate sense of openness. The layout flows naturally, making it just as comfortable for quiet evenings as it is for hosting guests. The kitchen is designed for someone who truly enjoys cooking. You’ll find generous counter space, extensive wood cabinetry with abundant storage, a breakfast bar, and a full suite of updated appliances, including a wine refrigerator. An informal dining area sits just off the kitchen, overlooking the screened lanai, pool, and spa, perfect for everyday meals with a view. The family room is spacious and inviting, anchored by an oversized wood-burning fireplace and complemented by a wet bar, an ideal setup for gatherings or relaxed weekends at home. The primary suite provides a private retreat with an ensuite bath featuring dual sinks, a water closet, a freestanding tub, and a step-in shower. Four additional bedrooms allow for flexibility. The fifth bedroom, with its own private entrance, can easily serve as a home office, game room, or guest suite. Outside, the screened pool and spa area is the true centerpiece. With nearly an acre of surrounding grounds, there’s ample room for entertaining, recreation, or simply enjoying the privacy and greenery. Located in a private gated community with convenient access to shopping, dining, golf, and the cultural amenities Sarasota is known for, this home offers the best of both comfort and location. And in walking distance to Lakeview Elementary School. Less then 5 miles to two private schools, the Classical Academy or Out of Door Academy. It’s a property that must be experienced in person to fully appreciate.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
3612 S LOCKWOOD RIDGE RD, SARASOTA, FL 34239
$689,0005 Days on yellowkey MLS ID: A4696876
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2895 Built: 1962Monthly Fee: $17 Tax: $3,014 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,014
Remarks: Beautiful 4BR/3Bath Pool Home in the highly desirable Southgate neighborhood close to everything great that Sarasota has to offer. Sitting on a perfect rectangular 10,500 Sq’ lot the home boast 2895 Sq’ of indoor livingspace, offering plenty of room for multi-generational living or converting the primary suite (with 2 doors to the exterior) into a Mother-In-Law apartment or ADU (AuxiliaryDwelling Unit) as a possible income generator. When you enter the home, you are greeted by a massive living room and tastefully updated ceramic tile on the diagonal that carries throughout the home. The open plan main living areas are complemented with spacious split bedrooms for privacy. The light and bright kitchen has 2 windows and recessed LED lighting and ample stone counters that a cook or baker will appreciate, plus upscale Samsung black stainless steel appliances, and a breakfast bar to the bonus room that has 2 large pantry closets and a built in desk with shelves. French doors lead out to the paver brick; lanai, patio and sunny pool area, on a spacious fully fenced backyard. The home is on county water and sewer and has 9.5 year old roof, 2 zones of HVAC; one is 2021 14 SEER Trane 2 ton for the primary BR side of the home, and the other is a 13 year old 15 SEER 3.5 ton Comfortmaker that is serviced regularly for the rest of the home. Large overhanging roof provides shade for passive cooling and coverage for outdoor storage. Book your private showing and scoopup this great opportunity NOW!
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
2915 WEBBER ST, SARASOTA, FL 34239
$399,9005 Days on yellowkey MLS ID: A4696773
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1290 Built: 1958 Tax: $2,275 (2025)Community: South GateSingle Family
Taxes:$2,275
Remarks: This beautiful property has granite countertops, shaker cabinets, a newer kitchen and bedroom has been totally remodeled about 6 years ago. It has brand new flooring. The air conditioning is about 7 years ago. There is nice rare brick pavers and patio with a large fenced in yard.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Curtis Putrino (941-302-8776)
2344 TEMPLE ST, SARASOTA, FL 34237
$575,0005 Days on yellowkey MLS ID: A4696470
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1000 Built: 1954 Tax: $3,291 (2025)Community: Loma Linda ParkSingle Family
Taxes:$3,291
Remarks: Beautifully maintained 3-bedroom, 2-bath Sarasota home in a highly desirable location just minutes from downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Midtown Plaza, Arlington Park, and the Legacy Trail. In addition to the square footage reflected in the public tax record, the home also offers an enclosed Florida room, creating a more spacious and flexible layout. Inside, you’ll find a cozy living room fireplace, a recently updated bathroom, and a versatile casita-style/mother-in-law-style suite ideal for guests, extended stays, a private office, studio, or additional everyday use. The roof was replaced in 2024, offering added peace of mind. Step outside to a beautifully landscaped backyard designed for relaxing and entertaining. The covered patio features recessed lighting, creating a warm and inviting outdoor living area, while the side yard includes a storage shed for added convenience. Location is a major highlight — approximately 5.5 miles to Lido Key Beach and approximately 6 miles to Siesta Key Beach, placing you close to two of Sarasota’s most beloved coastal destinations. Arlington Park & Aquatic Center is also nearby, offering pickleball and tennis courts, basketball courts, playgrounds, walking paths, dog-friendly areas, swimming pools, and community events. An exceptional opportunity to enjoy the Sarasota lifestyle with flexible indoor space, beautiful outdoor areas, and easy access to beaches, downtown, shopping, dining, and recreation.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
1900 BENJAMIN FRANKLIN DR #V11, SARASOTA, FL 34236
$799,0009 Days on yellowkey MLS ID: A4696174
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1967 Tax: $5,712 (2025)Community: Lido HarbourVilla
Taxes:$5,712
Remarks: Beachside living awaits in this beautifully renovated, turnkey-furnished villa just steps from the sugar-white sands of Lido Beach. This two-bedroom, two-bath residence offers a relaxed island lifestyle in an unbeatable location. The thoughtfully redesigned interior features an open floor plan centered around a spacious great room. The kitchen is beautifully appointed with contemporary cabinetry, quartz countertops, stylish backsplash, and premium KitchenAid appliances, including an induction cooktop and beverage refrigerator. Stylish finishes throughout include large-format porcelain tile flooring, crown molding, recessed LED lighting with dimmer switches, and custom remote-controlled window treatments. The primary suite features a walk-in closet and ensuite bath, while both bathrooms offer floor-to-ceiling porcelain tiled walk-in showers with frameless glass enclosures, built-in niches, and LED lighted mirrors. Additional upgrades include updated plumbing and water lines, underground sewer drains, an updated electrical panel and wiring, and a newer A/C system. A large laundry room with built-in cabinetry, counterspace, Maytag washer and dryer, and direct access to the attached carport adds convenience and functionality. Located on the quiet southern end of Lido Key, this ground-level villa offers the privacy of a single-family home with the ease of maintenance-free living. Enjoy direct beach access and a heated Gulf-front pool with clubhouse just moments from your door. Ideally located near South Lido Park, St. Armands Circle, and downtown Sarasota, you'll enjoy easy access to dining, shopping, nature trails, kayaking, cultural attractions, and breathtaking Gulf sunsets. Move right in and start enjoying the best of Sarasota's beach lifestyle.
Listing Agent: Judy Nimz (941-374-0196)
SARASOTA, FL 34242
$2,895,0005 Days on yellowkey MLS ID: A4694972
Bed: 5 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2966 Built: 2021 Tax: $24,633 (2025)Community: Point Of Rocks TerraceSpa: YesApartment
Taxes:$24,633
Remarks: There Is Only One. Crescent Beach House was purpose-built for a different kind of ownership experience. One where beach days, family gatherings, and investment performance can coexist under the same roof. Positioned in one of Siesta Key's most enduring vacation corridors, this is the type of property people return to year after year, and increasingly, seek to own. Sited at the mouth of the Point of Rocks’ beach access located at the end of the street, Crescent Beach House is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, and expansive indoor-outdoor living spaces designed to accommodate large groups with ease. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment performance. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.
Listing Agent: Rudy Dudon (941-234-3991)
7732 DONALD ROSS RD W, SARASOTA, FL 34240
$2,100,00046 Days on yellowkey MLS ID: A4692026
REDUCED by $150,000 (6.7%) on 06/12/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3686 Built: 1993Monthly Fee: $369 Tax: $15,084 (2025)Community: Laurel Oak Estates Sec 05Spa: NoSingle Family
Taxes:$15,084
Remarks: Don’t miss this unique opportunity to own an "outstanding" 4-bedroom, 3.5-bath residence located within the gates of Laurel Oak. This home is ideally positioned on a ½ acre plus premium lake lot with exceptional "natural" privacy, serene water and preserve views from your picture framed lanai. Every home has a story, and this one began in 2020 when it was taken down to the studs and thoughtfully reimagined through a custom renovation—blending timeless design with modern functionality, and delivering a move-in ready experience with lasting peace of mind. The architectural details include crown molding, tray and volume ceilings that highlight the sense of openness and elegance throughout the living spaces. The kitchen has been meticulously designed with expansive counter space and custom cabinetry, creating a natural balance between everyday comfort and functionality. It’s a space that supports daily living with ease while also accommodating those moments that call for gathering and celebration, it is open, practical, and tailored to the flow of everyday life. The transition from the interior living spaces to the exterior spaces creates a true indoor-outdoor lifestyle: inviting, open, and designed for everyday living. Multiple access points from room to room including the Primary & Secondary en-suites extend the living space outward, connecting naturally to the expansive under-cover lanai and pool area showcasing postcard-worthy views with peaceful sightlines. It’s a layout that offers flexibility. Schedule your private showing today to experience this rare Laurel Oak Estates property. Residents have the option to join Laurel Oak Country Club, offering two 18-hole championship golf courses, 12 Har-Tru tennis courts, six pickleball courts, and an active social calendar. Ownership includes moving to the top of the waitlist and (next spot) priority placement on the country club waiting list. Beyond the gates, the location places you near shopping, dining, entertainment, medical facilities, major roadways, and Sarasota’s renowned beaches.
Listing is courtesy of: THE REAL ESTATE STORE (941-685-4224)
Listing Agent: William Kelly (941-685-4224)
3174 PEACHTREE ST, SARASOTA, FL 34231
$468,00040 Days on yellowkey MLS ID: A4692949
0 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 1988 Tax: $4,143 (2025)Community: Flora-Villa SubSingle Family
Taxes:$4,143
Remarks: Under contract-accepting backup offers. An actual peach! This lovely sunshine-y home on Peachtree Street is ready for new memories to be made. Located right in the heart of Sarasota, the neighborhood of South Gate Ridge is 10 minutes from everything. This lofty, light filled house is one block from the locally adored Bee Ridge Park, where neighbors gather to play in local softball games; enjoy an evening walk with the puppy; push their kiddos on the swing; or tend to their vegetables in the robust community garden. Tucked back on this spacious lot, this home feels private and peaceful. Once inside, the open and airy floor plan is punctuated by an open loft that is framed by a beautiful wood bannister, adding warmth and dimension to the entire space. A LARGE Primary Suite with West facing windows, wide closets, and a newly remodeled double vanity bathroom, sits on the main level. The already sizable living room, anchored around a stone fireplace, feels even more voluminous with vaulted ceilings and large windows. A BRAND NEW kitchen has been recently completed featuring soft close cabinets and drawers with built in organizers. Coastal blue tiles add a vibrant pop of color that will be on trend for years to come. Upstairs, two large bedrooms share the cozy loft space as well as the freshly RENOVATED second bathroom. Large, New Impact Sliders open up the entire back of the home to the large private backyard with an awesome deck and room for a pool. A true two car garage has its own loft space for extra storage and the brand new washer and dryer conveys with the sale. NEW ROOF in 2023!! Fresh paint inside AND out. All this home needs is you ;) This peach of a property could not be cuter and is completely move-in ready!
Listing Agent: Kelly Drost (941-822-6926)
3231 BENEVA RD #103, SARASOTA, FL 34232
$175,000145 Days on yellowkey MLS ID: A4678445
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
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)
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