Location: Sarasota
Do Not Show Listings
2550 WILD CHERRY PATH, SARASOTA, FL 34240
$749,00077 Days on yellowkey MLS ID: A4689137
REDUCED by $20,000 (2.6%) on 06/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2334 Built: 2023Monthly Fee: $370 Tax: $8,605 (2025)Community: Windward At Lakewood RanchSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,605
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: The best one-story value in Windward under $1M - on a coveted corner lot with room to add a pool— Welcome to 2550 Wild Cherry Path, a 3 bedroom, 3 bath + den Triumph model with 2,334 square feet of thoughtfully designed living space in one of Lakewood Ranch’s most sought-after and amenity-rich gated communities. From the moment you arrive, the tile roof, paver driveway, and mature landscaping create a warm, inviting first impression. Inside, the open layout is bright and functional, featuring 9-10 ft tray ceilings, wood-look tile flooring, and a seamless flow between the great room, kitchen, and dining area. The kitchen is well-appointed with gas appliances, a large island, generous cabinetry, and a walk-in pantry. The primary suite is spacious and private, with room for a sitting area, two large walk-in closets, and a well-designed bath with dual vanities and a walk-in shower. Two additional bedrooms and bathrooms provide flexibility for guests or family. The screened and covered lanai is built for Florida living, complete with an outdoor kitchen and additional remote electric screen for comfort and protection. Windward offers a true resort lifestyle with two pools, fitness center, pickleball, dog parks, playground, and a full-time lifestyle director. Just minutes to Waterside, top-rated schools, and everything Sarasota has to offer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Daniel Treiman (917-657-7495)
4925 REMINGTON DR, SARASOTA, FL 34234
$599,00077 Days on yellowkey MLS ID: A4685614
REDUCED by $30,000 (4.8%) on 06/19/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1605 Built: 1958 Tax: $5,532 (2025)Community: Sapphire HeightsApartment
Taxes:$5,532
Elementary School: None
High School: None
Middle School: None
Remarks: AGGRESSIVELY PRICED BELOW THE APPRAISAL VALUE!! Excellent investment opportunity or perfect personal retreat in beautiful Sarasota! This single family home well-maintained property at 4925 Remington Dr is currently operating as a successful short-term rental/Airbnb, offering immediate income potential for investors or flexibility for part-time use. The home features a bright and comfortable layout with inviting living spaces, making it ideal for both guests and full-time residents. The property offers a relaxed Florida lifestyle with outdoor areas perfect for entertaining or enjoying the warm Sarasota weather. Conveniently located near world-class beaches, shopping, dining, and entertainment, this property attracts vacationers year-round. Its desirable location and established rental use make it a rare opportunity for buyers seeking income-producing real estate in Sarasota. Whether you’re looking for a turnkey investment, seasonal getaway, or full-time residence, this property offers versatility, location, and excellent potential.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mariele Hoffman (941-225-0800)
10192 MILKY WAY CIR, SARASOTA, FL 34241
$1,279,99848 Days on yellowkey MLS ID: A4692094
REDUCED by $20,001 (1.5%) on 06/17/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3847 Built: 2023Monthly Fee: $220 Tax: $13,654 (2025)Community: Skye Ranch - CassiaSpa: YesSingle Family
Taxes:$13,654
Remarks: PRICE REDUCED! Enjoy the Florida life under glowing sunset skies and serene lake views in this luxury 5 bedroom plus office, 4.5 bath, 3-car garage, HEATED SALTWATER POOL home with 3,847 square feet of interior living space and a stunning outdoor pool area that your friends and family will envy. * High-end touches include wood-look luxury laminate flooring, picture-frame and crown molding, designer lighting, and a spacious great room with a coffered ceiling. The gourmet kitchen features a large island with quartz counters, 5 burner gas cooktop with a pot filler and vented hood, French door refrigerator, double ovens (including one with an easy-open French door), a scullery/butler's pantry with wine fridge, and a walk-in pantry. The main-floor primary suite offers a custom dream closet that brilliantly connects to the laundry room and a spa-like bathroom with enormous walk-in shower and dual vanities. There is a beautiful powder room for guests, and the floorplan is both open while still having zones for privacy, including an office with French doors, a formal dining room/library, and a breakfast nook. * Upstairs, you'll enjoy a LARGE LOFT that makes for a perfect playroom, workout space, gaming lounge, or man cave. It's surrounded by four additional bedrooms (including two en suites) to create flexible space for guests and family, work, and play, with no carpet in common areas and brand-new carpet in upstairs bedrooms for comfort. * Outside, the heated saltwater pool and pavered patio are straight out of a magazine, with a dramatic 360-degree cascading spa, sunshelf, a water feature, bubblers, and umbrella holder. The shaded area features a full outdoor kitchen with a Napoleon grill, vented hood, and gorgeous backsplash, and it is enhanced by pocketing sliders for seamless indoor-outdoor living. * THIS HOME FEATURES A THREE CAR GARAGE, AND A LARGE DRIVEWAY TO ACCOMMODATE YOUR FRIENDS AND FAMILY! ** The Skye Ranch community is gated and has one of the nicest amenity centers (The HUB) in the area, featuring a resort style pool, a lap pool, fitness center, climbing wall, numerous social spaces (including a kids' lounge), an air-conditioned gymnasium, and a coffee bar. This home and neighborhood are just a quick bike or golf cart ride to the brand new districted K-8 school, Skye Ranch School; and Sarasota Suncoast Academy, The Classical Academy, and Out of Door Academy Lower Campus are also just minutes away. This community is wonderful for all ages and the house is completely move-in ready, so schedule your showing before this one gets away!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Alison Stottlemyer (941-504-7260)
$599,000132 Days on yellowkey MLS ID: A4682036
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1605 Built: 1958 Tax: $5,532 (2025)Community: Sapphire HeightsSingle Family
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: AGGRESSIVELY PRICED BELOW APPRAISAL VALUE!!!!! Welcome to 9425 Remington Drive — where privacy, freedom, and prime Sarasota living converge in one exceptional offering. Within walking distance of a stunning Sapphire Shore Park, where you can relish in breathtaking sunsets. Located in one of Sarasota’s most desirable West of Trail enclaves, just moments from the water, this property represents a rare opportunity in a location where land value and long-term appreciation consistently outperform broader market trends. In this coveted pocket, lifestyle, proximity, and scarcity drive demand — making opportunities like this increasingly limited for those seeking to secure a premier address in a timeless coastal setting.This refined 3-bedroom, 3.5-bath residence spans 1,605 square feet of thoughtfully designed space, delivering both sophistication and comfort — all without HOA fees or deed restrictions, a rarity that elevates both lifestyle and investment value. Each bedroom serves as a private retreat, complete with its own en-suite bath, creating an ideal layout for guests, multigenerational living, or a seamless work-from-home setup. A beautifully positioned powder room enhances convenience for entertaining. The open-concept design flows effortlessly, filled with natural light and understated elegance. The living spaces are designed for connection yet maintain a sense of calm and separation, offering both intimacy and versatility. Outdoors, the true luxury reveals itself — absolute freedom. Park your boat or RV, design your outdoor sanctuary, or tailor the property to your vision without restriction or approval. Located just minutes from downtown Sarasota, SRQ Airport, St. Armands Circle, and the Gulf Coast’s renowned beaches, this address delivers the ultimate balance of accessibility and coastal sophistication. This is more than a home — it’s an opportunity to live unrestricted in one of Sarasota’s most desirable and convenient locations.
604 AVENIDA DE MAYO, SARASOTA, FL 34242
$1,250,000218 Days on yellowkey MLS ID: A4671973
1 Days Off yellowkey (back on 6/19/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2173 Built: 1951 Tax: $12,202 (2023)Community: Siesta BeachApartment
Taxes:$12,202
Tax Year: 2023
Remarks: Back on the market! Beautiful triplex that went through a total renovation 2024. A re-roof project was completed in 2022 and is under a transferable warranty. Property can be rented as 3 separate units - Studio, One Bedroom, Three Bedroom. Property could easily be converted to a duplex (2 BR / 1 BA + 3 BR / 2 BA) in the event the owner prefers to live in one unit and rent the other. Just a few blocks from Siesta Village and an easy stroll to the beach, this is a great location to enjoy what Siesta Key has to offer! Total living Space - 2173 SF Main Unit - 3 BR / 2 BA - Approx - 1400 SF Second Unit - 1 BR / 1 BA - Approx. 600 SF Third Unit - Studio / 1 BR 1 BA - Approx - 200 SF Total living Space - 2173 SF Main Unit - 3 BR / 2 BA - Approx - 1400 SF Second Unit - 1 BR / 1 BA - Approx. 600 SF Third Unit - Studio / 1 BR 1 BA - Approx - 200 SF
Listing Agent: Dan Desoto, Jr (941-567-8006)
6479 POSITANO CT, SARASOTA, FL 34243
$425,00015 Days on yellowkey MLS ID: A4696150
2 Days Off yellowkey (back on 6/11/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1495 Built: 2016Monthly Fee: $359 Tax: $3,398 (2025)Community: Villa AmalfiVilla
Taxes:$3,398
Remarks: Under contract-accepting backup offers. Welcome to effortless Florida living in the highly sought-after gated community of Villa Amalfi. This beautifully appointed 2-bedroom, 2-bathroom villa offers the perfect blend of elegance, comfort, and maintenance-free living. Built by Neal Communities and completed in 2016, this popular Tidewater model has been thoughtfully enhanced with numerous upgrades throughout. From the moment you enter, you'll appreciate the plantation shutters, crown molding in the foyer and den, elegant chandeliers, tray ceilings, designer fixtures, and rich hardwood flooring that create a warm and sophisticated atmosphere. The stunning kitchen is the heart of the home, featuring brand-new stainless steel appliances, beautiful shaker-style cabinetry, quartz countertops, an attractive tile backsplash, and a large center island perfect for entertaining or casual dining. Quartz countertops have also been added to the guest bathroom, providing a cohesive and updated look. The spacious primary suite and guest bedroom offer comfort and privacy, both featuring plush carpeting, while ceiling fans in the guest bedroom and screened lanai enhance year-round comfort. The washer and dryer are also included, and the home is being offered fully furnished, allowing for a truly turnkey, move-in-ready experience from day one. One of the most desirable features of this villa is its unique positioning within the community. Thoughtfully offset from neighboring homes, it provides an added level of privacy rarely found in villa living. Relax on the screened lanai while enjoying peaceful views of the lush green space, or take advantage of the community pool and spa just moments away. Ideally located near UTC, world-class shopping, exceptional dining, theaters, golf, and some of Florida's most beautiful Gulf Coast beaches, this home offers the perfect combination of convenience and resort-style living. Whether you're searching for a full-time residence, seasonal retreat, or low-maintenance lifestyle, this exceptional Villa Amalfi home is ready to impress. Simply bring your suitcase and start enjoying the Florida lifestyle.
Listing Agent: Charles Buky (941-228-6086)
5201 STEVENS DR, SARASOTA, FL 34234
$615,000137 Days on yellowkey MLS ID: A4681358
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2016 Built: 1958 Tax: $2,494 (2025)Community: Indian Beach EstatesSpa: NoSingle Family
Taxes:$2,494
Remarks: ENJOY THE BEST OF FLORIDA LIVING in this beautifully maintained mid-century modern home. Featuring 4 bedrooms, 2 1/2 bathrooms, an extended 1 car garage and over 2000 square feet of thoughtfully designed living space. This open floor plan offers a desirable split floor plan with two en-suite bedrooms, an updated kitchen, and large family room perfect for everyday living or entertaining. For additional peace of mind there is a NEW ROOF and IMPACT WINDOWS. Step outside on your lanai where you can create your outdoor oasis or enjoy the views of the oversized backyard. Located in Sapphire Shores, this home is minutes to University Town Center, SRQ airport, Ringling Museum, Downtown Sarasota, St. Armand’s Circle, Lido Beach and offers two bay front parks providing access for water activities and views. A perfect blend of comfort, space and location – this home truly delivers a lifestyle like no other.
Listing Agent: Angela Adams (941-809-9760)
2911 PAFKO DR, SARASOTA, FL 34232
$347,77771 Days on yellowkey MLS ID: A4688619
REDUCED by $30,000 (7.9%) on 05/19/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1526 Built: 1961 Tax: $3,560 (2025)Community: Sarasota SpringSingle Family
Taxes:$3,560
Remarks: POSIBLE OWNER FINANCING ON THIS 3 BEDROOM 2 BATH HOME WITH OFFICE THAT WAS RECENTLY UPDATED WITH UPGRADES FOR EASY MAINTENANCE FREE LIVING. A LARGE FENCED IN BACKYARD FOR PRIVACY & BARBECUES. PERFECT LOCATION IN CENTRAL SARASOTA CLOSE TO DOWNTOWN AND BEACHES. CHECK IT OUT YOU WILL BE GLAD YOU DID! NEW ROOF 2021 NEW ELECTRIC 2021 NEW AC 2025.
Listing Agent: Mark Flannagan (941-320-6616)
2227 CIRCLEWOOD DR #52, SARASOTA, FL 34231
$289,90019 Days on yellowkey MLS ID: A4696035
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1276 Built: 1974 Tax: $1,597 (2025)Community: Woodside VillageSpa: YesVilla
Taxes:$1,597
Remarks: Recently extensively remodeled villa just minutes from Siesta Key, surrounded by mature Old Florida landscaping in a private enclave of villa-style condos, close to Gulf Gate and US41. This inviting 2-bedroom, 2-bath condominium unit in Sarasota’s desirable Gulf Gate area, blending classic Florida charm with modern comfort. The spacious layout includes a bright Florida room, rear screened porch, and a covered carport. Recent updates feature a new modern kitchen w/ stainless steel appliances, new textured/painted ceilings and walls, newer HVAC system, newer electric wiring throughout the unit, newer electric panel, and newer water heater, plus newly paved neighborhood roads. The community offers a tennis/pickleball court and a large screened-in heated swimming pool. Not in a flood zone requiring insurance, this home is available for immediate occupancy, perfect for seasonal or year-round living. Just a 5-minute drive to world-famous Siesta Key Beach and close to shopping, dining, and entertainment, it’s ideal as a permanent home, vacation retreat, or investment property.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sean Hickey (941-587-4244)
208 SOUTHWINDS DR, SARASOTA, FL 34231
$64,90063 Days on yellowkey MLS ID: A4690882
4 Days Off yellowkey (back on 6/19/2026)
REDUCED by $10,000 (13.4%) on 05/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 459 Built: 1966Monthly Fee: $195 Tax: $1,160 (2025)Community: South Winds Mhp Co-OpMobile Home
Taxes:$1,160
Remarks: Under contract-accepting backup offers. Welcome to an incredible opportunity in the highly desirable Southwind's 55+ co-op community, ideally located in the heart of Sarasota just minutes from the world-renowned Siesta Key Beach. Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers exceptional value in an unbeatable location. This one-bedroom, one-bath residence features a spacious and functional layout with abundant natural light throughout. The living area flows nicely, creating a comfortable and inviting space to relax or entertain. One of the standout features is the oversized lanai; perfect for enjoying the Florida lifestyle year-round and easily serving as additional living space. The home also offers a private driveway, a dedicated laundry area located in the shed, and ample storage space. While the unit could benefit from some updating, it is priced accordingly, presenting a fantastic opportunity to customize and make it your own. With a little vision, this property has the potential to truly shine; making it especially appealing for investors or buyers looking to add value. Located in an X flood zone, this property has had no flood or water damage from recent storms, offering added peace of mind. Southwind is a vibrant and friendly community known for its active lifestyle and impressive amenities, including a heated pool, shuffleboard courts, horseshoe pits, library, and recreation hall. The community also offers guest parking along with designated areas for RV and boat storage. With low monthly fees of just $195, which include water, sewer, cable, and lawn care, it’s one of the best values in Sarasota. Conveniently located just 10 minutes to Siesta Key, 20 minutes to downtown Sarasota and UTC Mall, and close to shopping, dining, and everything South Sarasota has to offer. Affordable opportunities like this in such a prime location are rare. Priced to sell and offered as-is with the right to inspect; don’t miss your chance to make this your own slice of paradise.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
3690 PINECREST ST #114, SARASOTA, FL 34232
$160,00084 Days on yellowkey MLS ID: A4687983
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 857 Built: 1972 Tax: $1,610 (2026)Community: Village Plaza Sec 1Condo
Taxes:$1,610
Tax Year: 2026
Remarks: Adorable Sarasota winter home or investment property. This updated, first floor and pet friendly condo with maintenance free living allows you to enjoy all that Sarasota has to offer. Major updates include kitchen and bathroom, AC, thermostat, air scrubber, appliances, water heater, storm door, lighting, tub fixtures and interior paint. Beautiful kitchen with granite counters and stainless steel appliances, ceramic tile throughout, extra large bedroom with walk-in closet, living room with adjoining office area and a garden view, designated covered carport, storage and laundry room only a few steps from the front door. Exciting 55 plus community with a full calendar of events and activities. This community offers a heated pool, fitness center, sauna, pickleball court, shuffleboard, library, billiards room, yoga, bbq grilling area, bingo, cards, socials and more! Just around the corner from Publix, Walgreens, Walmart Market, Home Goods and dining. Short distance to Siesta Key Beach and The Legacy Trail. Condo fee includes cable, internet, pest control, grounds maintenance. No waiting period to rent. No flooding or damage from hurricanes. Flood Zone X.
Listing is courtesy of: WIEGAND REALTY (941-232-0946)
Listing Agent: Jeaneen Wiegand (941-232-0946)
7926 CYPRESS LAKE DR, SARASOTA, FL 34243
$485,00095 Days on yellowkey MLS ID: A4684756
REDUCED by $14,000 (2.8%) on 05/05/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1561 Built: 1981Monthly Fee: $9 Tax: $3,276 (2024)Community: Desoto Lakes Country Club Colony 5Single Family
Taxes:$3,276
Tax Year: 2024
Remarks: Experience luxury living in this fully updated home in the highly desirable Palm Aire community of Conservatory Estates. This beautifully designed Sarasota home offers a flexible split-bedroom floor plan with 2 bedrooms, 2 en-suite baths, and a spacious den/study that can easily convert to a third bedroom. The private primary suite features an oversized walk-in closet, while expansive light-filled living and dining spaces maximize comfort and functionality with exceptional space efficiency. The chef’s kitchen showcases custom cabinetry, granite countertops, and new 2025 upgraded appliances, including a Bosch dishwasher, LG French-door refrigerator, ZLINE 600-CFM range hood, and GE induction cooktop with convection oven. Premium upgrades continue throughout the home with a state-of-the-art energy-efficient HVAC system, custom ductwork, hurricane-rated garage and entry doors, Bahama shutters, hurricane screens, and a new 2023 metal roof with updated fascia, soffits, gutters, and downspouts. Step outside to a designer-landscaped backyard oasis featuring custom irrigation, lush green space, and a fully fenced private garden retreat visible from nearly every room. Located just minutes from UTC shopping and dining, Conservatory Park, golf courses, and Sarasota’s world-famous Gulf Coast beaches, this Palm Aire home combines elegant design, modern upgrades, energy efficiency, storm protection, and an unbeatable Sarasota location.
Listing is courtesy of: WAGNER REALTY (941-383-5577)
Listing Agent: Gregory Koss (941-383-5577)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$895,000232 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
High School: Sarasota High
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)
6416 SAMOA DR, SARASOTA, FL 34241
$465,00080 Days on yellowkey MLS ID: A4688850
REDUCED by $10,000 (2.1%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 1978 Tax: $4,288 (2025)Community: Lake SarasotaSingle Family
Taxes:$4,288
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: BACK ON MARKET - Buyer did not qualify! Now is your chance! Welcome to this beautifully updated Lake Sarasota home that truly lives large! This thoughtfully upgraded 3-bedroom, 2-bath + den (easily a 4th bedroom) residence offers an expansive SPLIT FLOOR PLAN designed for both comfort and privacy. Step inside to find no popcorn ceilings, NEW FANS throughout, and abundant natural light. The spacious living and dining areas flow seamlessly to the oversized screened lanai, creating the perfect indoor-outdoor lifestyle. The REMODELED KITCHEN is a standout feature, boasting wood cabinetry with soft-close drawers, sleek quartz countertops, and a new dishwasher—ideal for both everyday living and entertaining. The generous primary suite offers a private retreat with sliding glass doors to the lanai and pool area, while guest bedrooms are thoughtfully positioned for privacy. A versatile den provides the perfect space for a home office, gym, or additional bedroom. Enjoy year-round relaxation in your PRIVATE, SOLAR HEATED, SALTWATER POOL, complete with a brand-new salt cell. The fully fenced backyard features NEW VINYL FENCING, offering both privacy and peace of mind. Major upgrades provide added value and confidence, including: 2022 A/C system, NEW HURRICANE GRADE WINDOWS AND SLIDERS, RELINED CAST IRON PLUMBING, NEW SALT CELL and 2022 pool pump. Located in the desirable Lake Sarasota community with NO HOA or CDD fees, this home offers quick access to I-75, making commuting a breeze and putting you just minutes from downtown Sarasota, beaches, dining, and Lakewood Ranch. This move-in ready home checks every box—style, function, and major system upgrades—all in one incredible package.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Miranda Oswald (941-232-9982)
4514 TRAILS DR, SARASOTA, FL 34232
$630,000167 Days on yellowkey MLS ID: A4676981
1 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2148 Built: 1987Monthly Fee: $177 Tax: $3,485 (2025)Community: TimberlakesSingle Family
Taxes:$3,485
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Wake up to shimmering lake views, tranquil mornings, and effortless Sarasota living. Perfectly positioned in The Lakes, this residence offers a rare blend of serenity, convenience, and low-maintenance comfort—ideal for those who value lifestyle as much as location. Vaulted ceilings and expansive windows create a light-filled interior that feels open and welcoming, while the ever-changing lake backdrop brings a calming connection to nature throughout the day. Whether enjoying a quiet coffee on the lakeside deck, hosting sunset gatherings, or unwinding after a long day, this home is designed to elevate everyday living. Life here extends well beyond your front door. Residents of The Lakes enjoy access to two community pools, clubhouse, recreation center with exercise equipment, tennis courts, playground, basketball half-court, and walking paths—creating a true sense of community while keeping maintenance minimal and weekends free. Peace of mind comes standard with a newer roof (2020) and newer A/C system (2024), allowing you to focus on enjoying the Florida lifestyle rather than future projects. Centrally located just minutes from downtown Sarasota, beaches, shopping, dining, and major routes, this home offers effortless access to everything that makes Sarasota so desirable. Come experience lakefront living that feels relaxed, refined, and refreshingly easy—this is a home best discovered and appreciated in person.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Gerard Healy (941-961-2240)
3229 BENEVA RD #203, SARASOTA, FL 34232
$190,00030 Days on yellowkey MLS ID: A4694705
REDUCED by $5,000 (2.6%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,064 (2025)Community: Village Brooke Sec 3Condo
Taxes:$2,064
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Experience the perfect blend of modern style, privacy, and Sarasota convenience in this beautifully renovated second-floor condo at Village Brooke Condominium. Ideally positioned with no upstairs neighbors, this move-in-ready residence offers exceptional privacy and peaceful living just 6 miles from the world-famous Siesta Key Beach. Completely renovated from top to bottom, this beautiful condo features new flooring, fully updated bathrooms, modern recessed lighting, and a designer kitchen showcasing brand-new cabinetry, quartz countertops, and new stainless steel appliances. Every detail has been thoughtfully upgraded to create a fresh, contemporary feel rarely found in Village Brooke. Enjoy true maintenance-free living with the condo association covering exterior maintenance, grounds maintenance, private roads, cable TV, water, and sewer. Residents also enjoy resort-style amenities including two community pools, tennis courts, and shuffleboard courts — all within a beautifully maintained, centrally located Sarasota community close to shopping, dining, downtown Sarasota, and Florida’s Gulf Coast beaches. Whether you’re searching for a full-time residence or winter retreat, this fully updated condo delivers style, convenience, and value in one of Sarasota’s most desirable locations.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kathy Vandorne (941-275-3934)
7212 SUTTON LN, SARASOTA, FL 34240
$649,99041 Days on yellowkey MLS ID: TB8507320
REDUCED by $25,000 (3.7%) on 06/11/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2344 Built: 2025Monthly Fee: $284 Tax: $3,395 (2025)Community: Emerald Landing At WatersideTownhouse
Taxes:$3,395
Remarks: Discover the Coastline floor plan by David Weekley Homes in the highly sought-after Emerald Landing community. Perfectly positioned on a desirable End-Unit next to open green space, this home offers added privacy, extra natural light, and a more spacious feel rarely found in typical homesites. Inside, the thoughtfully designed open-concept layout seamlessly connects the kitchen, dining, and family room—creating the perfect space for entertaining guests or enjoying everyday living on the first level. The gourmet kitchen features a large center island overlooking the main living area, ample counter space, and an inviting layout that makes it the heart of the home. Expansive windows fill the home with natural light, while the corner location provides peaceful views and a sense of openness thanks to Lake view. The private owner's suite is designed for relaxation with a spacious bedroom, well-appointed bathroom, and generous walk-in closet. Additional bedrooms provide flexible space for family, guests, or a home office. Built with the quality craftsmanship and energy-efficient features that David Weekley Homes is known for, this home offers comfort, style, and long-term value. Located in Emerald Landing, residents enjoy a welcoming neighborhood atmosphere with convenient within walking to Waterside for access to shopping, dining, entertainment, and major roadways. Emerald Landing offers a Resort Style pool with lap lanes, Cabanas, Entertainment lawn, Pickelball Courts, Fire Pit, Dog Park, Boat Dock, and a Water Taxi, and Walking & jogging paths overlooking picturesque Lake view within 1 block to the ammentity center. Don't miss the opportunity to own this beautiful End Unit in Emerald Landing—a rare combination of location!
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
4839 GIVENS CT, SARASOTA, FL 34242
$2,550,000113 Days on yellowkey MLS ID: A4683309
REDUCED by $200,000 (7.3%) on 06/01/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3524 Built: 1994 Tax: $25,564 (2025)Community: Siesta HammockSingle Family
Taxes:$25,564
Remarks: Under contract-accepting backup offers. PRICE REDUCTION**Rare Siesta Key Estate Compound | 4 Lots | Guest House + Studio | Minutes to Beach & Village** A truly exceptional offering on Siesta Key—this private multi-residence estate spans four combined lots, creating a rare sense of space, flexibility, and opportunity just moments from the world-renowned Siesta Beach and vibrant Siesta Key Village. The main residence features 3 bedrooms and 3.5 baths, thoughtfully designed for comfortable coastal living and effortless entertaining. Complementing the main home, a detached guest house and separate studio apartment provide additional private accommodations—ideal for extended family, visitors, or flexible use as a home office, creative space, or potential income-producing opportunity. Set within a quiet residential enclave, the expansive property offers a level of privacy seldom found on the island. Mature landscaping and generous grounds create a true “compound” feel—perfect for multi-generational living, seasonal retreats, or those seeking room to expand and customize. Whether envisioned as a private coastal retreat, a legacy family property, or a redevelopment opportunity, the possibilities here are unmatched. The oversized parcel offers potential for future expansion or reconfiguration, making it a compelling option for end-users and investors alike. Located less than a mile from Siesta Key’s powdery soft sand beaches and the dining, shopping, and entertainment of the Village, this property delivers the best of island living—space, privacy, and proximity. **Opportunities like this are exceptionally rare on Siesta Key.**
Listing Agent: Caroline Amory (941-524-0463)
4981 PEBBLE BEACH AVE, SARASOTA, FL 34234
$110,000187 Days on yellowkey MLS ID: A4675730
REDUCED by $5,000 (4.3%) on 06/17/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1960Monthly Fee: $140 Tax: $2,789 (2025)Community: Tri-Par EstatesMobile Home
Taxes:$2,789
Remarks: Welcome to your slice of Florida paradise in a peaceful yet vibrant 55+ community just minutes from downtown Sarasota. This charming 2-bedroom, 1-bath mobile home offers exceptional value with thoughtfully designed additions that nearly double the original square footage—creating flexible living space perfect for relaxing, entertaining, or hosting visiting family and friends. Inside, you’ll appreciate the newer vinyl flooring throughout and the peace of mind that comes with a new roof. The expanded layout provides room to spread out while still feeling cozy and inviting, making this home ideal for full-time living or a comfortable winter retreat. Step outside your door and enjoy an active, resort-style lifestyle. The community features a fitness center, heated pool and spa, pickleball and tennis courts, shuffleboard, mini golf, and a welcoming clubhouse with social activities year-round. Whether you’re looking to stay active, meet new friends, or simply unwind in the Florida sunshine, this community has it all. Conveniently located close to downtown Sarasota, shopping, dining, beaches, and cultural attractions, this home offers the perfect balance of fun, relaxation, and location. Come see why so many choose this community as their happy place—especially during the winter months.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (941-706-2142)
Listing Agent: Dakotah Grant (941-228-0758)
4146 HEARTHSTONE DR, SARASOTA, FL 34238
$570,00042 Days on yellowkey MLS ID: A4692600
1 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2304 Built: 1993Monthly Fee: $177 Tax: $5,759 (2025)Community: Huntington PointeSingle Family
Taxes:$5,759
Elementary School: Pine View School
High School: Pine View School
Middle School: Pine View School
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 4146 Hearthstone Drive, an impeccably maintained residence tucked behind the gates of Huntington Pointe in the highly sought-after community of Palmer Ranch. Offering 3 bedrooms, 2.5 baths, and a private pool, this home captures the essence of refined Sarasota living with a layout designed for both everyday comfort and effortless entertaining. From the moment you enter, soaring vaulted ceilings and abundant natural light create an inviting sense of space. Hardwood and tile flooring flow throughout the main living areas, while the open-concept design seamlessly connects the kitchen, family room, and outdoor living spaces. Thoughtfully appointed with granite countertops, a center island, matching backsplash, and stainless steel appliances, the kitchen serves as both a functional workspace and a natural gathering place. Beyond the sliding doors, the screened lanai and sparkling pool offer a private outdoor retreat ideal for morning coffee, evening dinners, or hosting guests year-round under the covered patio. The spacious primary suite provides a peaceful escape, complete with dual walk-in closets and a well-appointed bath featuring dual vanities, a soaking tub, and walk-in shower. Additional highlights include a tile roof, dedicated laundry room, and built-in desk nook for added convenience. Perfectly positioned just minutes from Siesta Key Beach, Legacy Trail, premier dining, shopping, and top-rated schools, this move-in-ready home offers the ideal blend of privacy, location, and lifestyle.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Alex Girich (941-303-3935)
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