Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Living Area Square Feet: 2000 to 2499
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Sarasota - 339 properties found
4938 COMMONWEALTH DR, SARASOTA, FL 34242
$2,900,00063 Days on yellowkey MLS ID: A4683758
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2169 Built: 1984 Tax: $12,150 (2025)Community: Siesta BeachSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,150
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Experience the pinnacle of waterfront luxury on Siesta Key’s prestigious Grand Canal. This meticulously reimagined residence at 4938 Commonwealth Drive offers a rare blend of modern sophistication, structural integrity, and complete peace of mind. Extensively transformed both structurally and aesthetically, the home welcomes you into an expansive open-concept design filled with natural light. The newly expanded kitchen serves as the heart of the home, offering abundant cabinetry and storage, a double oven, generous pantry storage, striking custom beam detail, an open breakfast bar, and direct access to the wraparound decking—creating seamless indoor-outdoor living and effortless entertaining. A stylish powder room has also been thoughtfully added. New hurricane-impact windows and sliding glass doors frame the interiors, while designer flooring flows beautifully throughout both levels. Major system upgrades elevate the home’s value and efficiency, including a brand-new roof and a comprehensive solar power system with battery storage. A fresh, contemporary interior palette enhances the clean architectural lines and airy coastal feel. The lower level adds over 1,300 square feet of legal non-conforming living space with its own private entry, garage access, and elevator connection to the main living areas, leading directly to the pool deck. Redesigned for modern functionality, this space features a spacious family entertainment area, custom bar, and an additional guest suite with a walk-in closet and full bath—ideal for extended family, guests, or a private retreat. Outdoor living is equally impressive. The private backyard sanctuary showcases a heated pool and spa with a new heater and filtration system, sleek updated decking, professional landscaping, and premium artificial turf for effortless maintenance. For the boating enthusiast, the deep-water dock and boat lift provide direct access to the Intracoastal Waterway and open waters of Sarasota Bay, delivering the ultimate waterfront lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Maurice Menager (941-238-8119)
7809 ALLEN ROBERTSON PL, SARASOTA, FL 34240
$995,00017 Days on yellowkey MLS ID: A4690162
2 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2432 Built: 1995Monthly Fee: $742 Tax: $5,049 (2025)Community: Laurel Oak Estates Sec 07Spa: NoSingle Family
Taxes:$5,049
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Tucked along a quiet cul-de-sac in the Lakeside section of Laurel Oak Estates, this residence is defined by its peaceful setting highlighted by beautiful lake and golf course views that unfold beyond the backyard. From the moment you step inside, the home draws your attention outward—framing the pool, lush landscaping, water, and fairway in a way that feels both open and inviting. Offering more than 2,400 square feet of living space, the three-bedroom layout is designed for comfortable everyday living with an easy flow between spaces. High ceilings, crown molding, and a thoughtful floorplan create a sense of volume, while the main living areas connect seamlessly for both casual living and entertaining. The kitchen serves as a natural gathering point, featuring solid wood cabinetry, built-in elements, a center island, and a casual dining area that opens to the great room. Large windows and sliding glass doors bring in natural light and maintain a constant connection to the outdoor setting. The primary suite offers a private retreat with an en-suite bath, dual vanities, and a walk-in closet. Two additional bedrooms, one bedroom is currently utilized as a flexible office or den, provide space for guests or work-from-home needs. A series of thoughtful updates—including a newer A/C system, hot water tank, plantation shutters, and refreshed interior finishes—enhance the home’s overall appeal. Outdoor living is where this property truly stands out. The screened lanai opens to a beautifully landscaped setting with a heated pool, layered lighting, and a striking outdoor fireplace that creates a natural gathering space in the evenings. Beyond, the lake and golf course provide a wide, tranquil backdrop. Located within the guard-gated community of Laurel Oak Estates Lakeside, residents enjoy a maintenance-free lifestyle for added peace of mind and optional membership to Laurel Oak Country Club, offering two championship golf courses, tennis, dining, and an active social calendar. Conveniently positioned near I-75, the home is just a short drive from Waterside Place, UTC’s shopping and dining district, downtown Sarasota’s cultural amenities, and the Gulf beaches—bringing together privacy, accessibility, and the best of Sarasota living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
5775 TIMBER LAKE DR, SARASOTA, FL 34243
$525,00099 Days on yellowkey MLS ID: A4679749
1 Days Off yellowkey (back on 5/2/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2054 Built: 1984Monthly Fee: $35 Tax: $4,494 (2025)Community: Palm-Aire At Sarasota Unit 6Single Family
Taxes:$4,494
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. When you walk into the home, you’re immediately greeted with abundant natural light and open floor plan highlighted by vaulted ceilings, creating a bright and spacious atmosphere. This beautifully updated 3-bedroom, 3-bathroom pool home features a desirable split-bedroom layout, offering privacy and functionality for everyday living. Real bamboo wood flooring flows throughout the main living areas and both master suites, adding warmth and elegance. The primary master suite is a true retreat, featuring his-and-hers sinks, a large walk-in shower, and an oversized walk-in closet. The second master suite also includes a private bathroom and generous closet space, perfect for guests or multi-generational living. The living and dining areas are separate, creating a functional layout ideal for gathering with friends and enjoying family dinners. The kitchen features plenty of cabinets, generous island space, and solid countertops, making it both practical and inviting. A new refrigerator was installed in 2024. The third bedroom is located off the kitchen, providing additional privacy, and features tile flooring along with a walk-in closet — perfect for a home office, guest room, or family bedroom. The indoor laundry room leads into the two-car garage with additional golf cart/workshop space. Step outside to an oversized corner lot with a huge fully fenced backyard, ideal for privacy, pets, and entertaining. The pool area has been beautifully upgraded, including pool resurfacing (2023), new pool deck pavers, lanai and sidewalk pavers, plus a new pool heater and pool lighting. Electrical to the pool has been updated with a new grounded breaker box for safety. Major improvements include a new AC system (2020), attic reinsulation (2022), impact-rated doors and windows (2023), fresh exterior paint (2023), new lanai and front porch ceilings, and a full sprinkler system upgrade with new ground lines and heads (2024). This home is centrally located just 5 minutes from University Mall, shopping, dining, and entertainment — and only 15 minutes from Sarasota’s world-famous beaches — this home delivers the perfect Florida lifestyle. Over $100,000 in upgrades completed in recent years. Don't miss the chance to own this truly unique home. Schedule your private showing today!
Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)
Listing Agent: Sasha Volosevych (971-703-0307)
5333 CHARLIE BROWN LN, SARASOTA, FL 34233
$550,00018 Days on yellowkey MLS ID: A4689910
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2041 Built: 2016Monthly Fee: $261 Tax: $5,635 (2025)Community: Luna BaySingle Family
Taxes:$5,635
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Cul-de-sac charm, coastal vibes, and low maintenance living – this one feels like home! Perfectly positioned in the heart of Sarasota, this thoughtfully refreshed 3 bedroom, two and a half bath, plus office residence offers versatility for comfortable modern living. Delivering a light-filled, open concept layout - the kitchen takes center stage with extended quartz countertops, a stunning oversized island, a sleek glass-tile backsplash and built-in beverage bar – perfect for gathering and entertaining. The den, complete with French doors, provides a private retreat suited for a fourth bedroom, an office, or playroom. The bedrooms have been outfitted with custom closets, and the bathrooms have been elevated with a light, refined aesthetic. Enjoy time outdoors on your private screened-in lanai overlooking a fully fenced backyard – ideal for relaxing, outdoor activities and a place for your furry family members to roam and play. Located in THE top-rated school district of Ashton Elementary, Sarasota Middle and Riverview High and just a short drive from world-renowned Siesta Key Beach, Downtown Sarasota, I-75, Legacy Trail and Urfer Family Park- this home offers an elevated blend of convenience and lifestyle!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kristen Redding (941-350-0612)
4823 CARRINGTON CIR, SARASOTA, FL 34243
$749,00035 Days on yellowkey MLS ID: A4687377
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2307 Built: 2001Monthly Fee: $96 Tax: $5,554 (2025)Community: Treymore At The Villages Of Palm-AireSpa: NoSingle Family
Taxes:$5,554
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Exceptional pool home in the gated community of Treymore at the Villages of Palm Aire. Arthur Rutenberg-built residence offering 3 bedrooms plus DEN, 3-car garage, and a bright, open layout designed for comfortable Florida living. Impeccably maintained and perfectly positioned on a private, fenced homesite. Recent updates include ROOF replaced (2022), tankless water heater (2021), A/C (2016), and a heated saltwater pool with newer salt cell (2025). Light and airy interior with rich designer colors, high ceilings, crown molding, and hardwood and tile flooring throughout. The light-filled great room seamlessly connects to the kitchen and formal dining room, with triple sliding glass doors opening to the expansive lanai for effortless indoor-outdoor living. The well-appointed kitchen features abundant cabinetry, built-in desk, and Frigidaire Gallery stainless steel appliances, including a gas range. A charming breakfast nook with bay window seating and sliding doors, overlooks the outdoor living area. A split bedroom layout provides privacy, while the spacious primary suite features dual walk-in closets, private lanai access, and an ensuite bath with split vanities, large shower, and soaking tub. A den tucked at the front of the home is ideal for a private office or study. Fabulous laundry off the kitchen with more storage! Outdoor living is truly exceptional, featuring an expansive screened lanai, covered entertaining area, and a heated saltwater pool, perfect for relaxing or hosting guests, all set within a tropically landscaped fenced backyard. The 3- car garage has storage shelving. Residents of Treymore enjoy low HOA fees, no CDD fees, and the security of a gated neighborhood. Ideally located near the University Parkway corridor, just minutes to UTC shopping and dining, SRQ Airport, downtown Sarasota and Bradenton, and within a short drive to world-renowned Gulf Coast beaches. Optional membership to Palm Aire Golf & Country Club offers access to golf, tennis, pickleball, fitness, and an active social lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Judy Nimz (941-374-0196)
8142 STIRLING FALLS CIR, SARASOTA, FL 34243
$549,90054 Days on yellowkey MLS ID: A4685641
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2229 Built: 2002Monthly Fee: $410 Tax: $7,302 (2025)Community: Lakeridge Falls Ph 1ASingle Family
Taxes:$7,302
Remarks: Fabulous Lanai with a "secret garden" and looking out to a pond, on the Largest single family floor plan in Lakeridge falls! This 3 bedroom plus bonus den has plenty of space to entertain friends and family. New kitchen cabinets have been installed, to create an updated contemporary feel. This home is light and bright with additional solar tubes in the kitchen and den. Crown molding, under cabinet lights a screened front porch and a UV filter on the AC unit are just some of the additional things that make this home special. Lakeridge Falls is a 55+gated, landscape maintained community with a clubhouse and pool that were renovated as well. Walk the neighborhood, or walk to Publix, Panera's and more, the location is perfect - A short ride to Downtown Sarasota, Lakewood Ranch Main Street, Lakewood Ranch Waterside, UTC Mall and everything around including the beautiful beaches we all love - Close to everything - But away from it all- and a perfect place to call home
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Leslie Rothschild (941-266-5308)
742 SHORECREST DR, SARASOTA, FL 34232
$595,00059 Days on yellowkey MLS ID: A4684004
REDUCED by $29,900 (4.8%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2295 Built: 2002Monthly Fee: $55 Tax: $6,781 (2025)Community: The Oaks At Woodland Park Ph 1Single Family
Taxes:$6,781
Elementary School: Fruitville Elementary
Remarks: Gorgeous lakeside residence in The Oaks at Woodland Park, tucked away on a winding road under a canopy of majestic oaks. The setting is incredibly peaceful with constant bird activity around the lake. With its recent price reduction, peaceful water views, this property stands out as a rare opportunity for buyers seeking lifestyle and location in one complete package. The updated kitchen, master bathroom and the guest bathroom have gorgeous quartz countertops throughout with new cabinetry. The kitchen has a beautiful breakfast bar that looks out to the lake. The master bathroom has a large frameless shower with a French style tub and dual closets. A new HVAC system was installed in 2024 and the roof was replaced in 2021. Beautiful landscaping enhancements have been made in the front yard. The lanai overlooks the water and creates the perfect place to relax, dine, or enjoy Sarasota’s year-round sunshine. The sense of serenity in the home is unmatched, even though you’re just minutes from downtown Sarasota, world class beaches, and easy I-75 access.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Marcia Van Ginhoven (704-497-0664)
8084 SLIPWAY DR, SARASOTA, FL 34240
$1,165,0006 Days on yellowkey MLS ID: A4690649
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2411 Built: 2023Monthly Fee: $418 Tax: $11,375 (2025)Community: Lakehouse Cove At Waterside Ph 5Single Family
Taxes:$11,375
High School: Booker High
Remarks: A truly RARE OPPORTUNITY to own one of only four homes of this kind in Lakehouse Cove! Thoughtfully designed and CUSTOM BUILT for maximum use of space, comfort and everyday functionality, this exceptional 4-BEDROOM, 2.5 BATH, 3 CAR GARAGE offers over 2400 square feet of living space on an OVER-SIZED LOT that backs to a gorgeous, permanent preserve/conservation area for privacy, beauty and serene natural views. Designed with both elegance and livability in mind, this home features extensive upgrades, including HURRICANE IMPACT WINDOWS, upgraded tile flooring throughout, tray ceilings, detail custom trim work and ceiling beams, built-in closet systems, a beautiful custom fireplace in the great room and a WHOLE-H0USE WATER FILTRATION SYSTEM. The gourmet kitchen is equally impressive, offering upgraded quartz countertops, a gas cooktop, built-in wall ovens with convection microwave and refined touches that make the space as functional as it is beautiful. A spacious primary suite overlooks serene preserve views, and offers a large walk in closet with custom built-ins and a spa-like primary bath. This flexible floor plan includes a LARGE 4TH BEDROOM or bonus room, creating versatility for guests, home office or media room. Every detail was thoughtfully considered to create a home that is spacious, elegant, comfortable and highly efficient. Professionally decorated throughout, all furnishings are negotiable with a turn-key furnished option, making this a rare and effortless move-in opportunity in one of Lakewood Ranch's most desirable waterfront communities. Residents of Lakehouse Cove enjoy a 7-acre waterfront amenity site that includes six pickleball courts, club house, state of the art fitness center, resort style pool, boat house and kayak launch, event lawn, two dog parks and more. Just a short stroll is the extended community of Waterside Place with vibrant restaurants, shopping and a weekly farmer's market and street festival.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
5439 CARTAGENA DR, SARASOTA, FL 34233
$699,00035 Days on yellowkey MLS ID: A4687951
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2420 Built: 2014Monthly Fee: $278 Tax: $4,204 (2025)Community: Ashton PointeSingle Family
Taxes:$4,204
Remarks: Located in the gated community of Ashton Pointe, this upgraded pool home at 5439 Cartagena Drive, Sarasota, FL 34233 offers the ideal blend of modern design, outdoor living, and prime Sarasota location, just 7.6 miles to Siesta Key Beach and minutes to Downtown Sarasota, I-75, Publix, top-rated schools, dining, and shopping. Built in 2014, this 4-bedroom, 2 full + 1 half bathroom Sarasota pool home features an open-concept floor plan designed for both everyday living and entertaining. The fully updated kitchen features quartz countertops, stainless steel appliances, wood cabinetry, under-cabinet lighting, and a large island, all flowing seamlessly into the main living and dining areas. Upstairs, all bedrooms are privately situated along with a versatile loft/bonus room ideal for a home office, media room, or gym. The spacious primary suite includes a custom walk-in closet, dual vanities, soaking tub, and glass-enclosed shower, while the upstairs laundry room adds everyday convenience. The standout feature is the resort-style outdoor living space, a true backyard oasis. The screened lanai includes a custom pool with a large heated spa, app-controlled system, outdoor bar with commercial-grade ice bin sink, remote-controlled awning, multiple covered seating areas, and two outdoor TVs, perfect for entertaining or relaxing in true Florida lifestyle fashion. Additional upgrades include crown molding, updated lighting and fans, Low-E thermal windows, tile roof, in-wall pest system, security cameras, and exterior outlets for lighting. Low HOA fees include lawn care, irrigation, and landscaping, offering a low-maintenance, maintenance-free lifestyle in one of Sarasota’s most desirable gated communities. This Sarasota Florida home for sale is ideally located near Siesta Key, Downtown Sarasota, Ashton Pointe, and major conveniences, making it a rare opportunity to own a gated community pool home with spa, modern upgrades, and true indoor-outdoor living. This is one of the best opportunities for a Sarasota pool home near Siesta Key with upgraded features, outdoor entertaining space, and prime location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
5604 MORNING SUN DR, SARASOTA, FL 34238
$879,000111 Days on yellowkey MLS ID: A4678031
0 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2489 Built: 2019Monthly Fee: $396 Tax: $5,816 (2025)Community: Sunrise PreserveSingle Family
Taxes:$5,816
Remarks: Under contract-accepting backup offers. NEW $20,000 PRICE IMPROVEMENT! Tour this home located just steps from Sunrise Preserve’s resort-style pool. Experience luxury, comfort, and peace of mind in this beautifully upgraded residence offering 3 bedrooms, 3 full baths, a private den, and a 3-car garage across 2,489 square feet. This move-in ready home is ideal for full-time living, seasonal use, or relocation buyers seeking the Florida lifestyle. Thoughtfully designed with elegance and functionality in mind, the home showcases polished details throughout. Ideally positioned just steps from the clubhouse, fitness center, resort-style pool and spa, pickle ball, tennis, bocce ball, BBQ areas, and social gathering spaces, this maintenance-free community delivers an unparalleled lifestyle in one of Sarasota’s most sought-after neighborhoods. Built for both full-time and seasonal living, this home remained high and dry during hurricane season and is equipped with exceptional safety and efficiency features, including a whole-house natural gas generator, accordion hurricane shutters, impact-rated glass front door, gas appliances, and a high-efficiency 20 SEER HVAC system—offering security, reliability, and year-round comfort. The welcoming front entrance opens to a wide, open-concept layout with 9–10-foot ceilings, 8-foot doors, tray ceilings, and crown molding, creating a sense of spacious elegance from the moment you arrive. Tile flooring flows seamlessly, enhanced by curated designer touches such as custom feature walls in the living room, kitchen island, and primary suite, upgraded lighting, window treatments and ceiling fans in every room—perfect for entertaining or everyday living. The screened-in lanai—finished with tile flooring—creates an inviting indoor-outdoor living space ideal for relaxing or hosting guests. Additional landscaping provides privacy and enhances the tranquil setting. The spacious primary suite is a true retreat, offering a large walk-in closet and a luxurious en-suite bath with split dual vanities, premium granite countertops, and an oversized walk-in shower with dual shower heads. A split floor plan ensures privacy for guests, with two additional bedrooms—including one with a private en-suite bath—and a versatile office or den featuring elegant double French doors. The well-appointed laundry room includes built-in cabinetry and a utility sink, while the three-car garage offers storage racks and added functionality. Additional upgrades include a walk-in shower in the guest en-suite, extra cabinetry in the bar area and laundry room, whole-house water filtration and softening system, natural-gas-connected grill (no tanks required), and more. With NO CDD fees, Sunrise Preserve’s low HOA covers full community and individual landscaping, irrigation, and access to an impressive suite of resort-style amenities. The neighborhood is also large-pet friendly, adding to its appeal. Located in one of America’s most desirable small cities, Sarasota, FL offers an exceptional lifestyle—home to world-renowned Siesta Key Beach, boating, fishing, kayaking, golf, live music, farmer’s markets, fine dining, shopping, cultural and performing arts, Mote Marine Laboratory, the Ringling Museum, convenient airports, and easy access to professional sports and entertainment in nearby Tampa Bay. This extraordinary home blends luxury, security, and resort-style living—an exceptional opportunity for the buyer who wants it all.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Patrick Turner (231-883-7989)
428 SAPPHIRE DR, SARASOTA, FL 34234
$1,195,00090 Days on yellowkey MLS ID: A4679800
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2174 Built: 1990 Tax: $7,492 (2025)Community: Sapphire ShoresSpa: NoSingle Family
Taxes:$7,492
Remarks: Discover the ultimate coastal retreat at 428 Sapphire Drive, a stunning block-construction residence situated on a rare and expansive double lot in the prestigious Sapphire Shores area. A long driveway and winding sidewalk lead you through a beautifully landscaped front yard to this secluded haven, which is set back from the street for maximum privacy. Inside, the home exudes a modern, industrial-chic aesthetic featuring sleek polished concrete floors, soaring vaulted ceilings, and a fresh interior paint palette. The open-concept gourmet kitchen is a focal point, illuminated by a bright skylight and appointed with premium Quartz countertops, abundant cabinetry, and a high-end stainless appliance suite including a Bosch cooktop and refrigerator alongside a KitchenAid double oven. The thoughtful layout offers exceptional flexibility; the current library, featuring a recently replaced north-facing impact window, was originally a third bedroom and can easily be restored to its original configuration. Seamlessly connecting the interior to the outdoor oasis are sliding pocket glass doors that retreat to open the living area to the lanai, offering both an elegant architectural feature and an added layer of protection for the block-construction core. The master suite serves as a private sanctuary with its own bay-facing impact window, a spacious walk-around closet, and a luxurious ensuite bathroom featuring a deep soaker tub and a separate walk-in shower. Significant structural upgrades provide peace of mind, including a new metal roof installed in 2023 and brand-new hurricane-rated garage doors added in 2025. The epoxy-finished garage also comes equipped with a Tesla charging station, catering to modern efficiency. The outdoor living space is a true oasis, fully enclosed by a vinyl privacy fence. Relax in the heated saltwater pool surrounded by elegant Shellock pavers, or enjoy the convenience of the lanai’s solar shower. The sprawling backyard is a nature lover’s dream, boasting a dedicated butterfly garden, a cozy fire pit, and an irrigation system powered by well water. A versatile detached storage building, currently utilized as a home gym, is equipped with its own air conditioning unit and dedicated kayak storage. Perfectly positioned just minutes from Downtown Sarasota, this home is also a short stroll from the Ringling Museum and the scenic bayfront paths of Sapphire Shores Park.
Listing Agent: Mairead Smialek (847-334-4848)
830 HAMMOCKWOOD CT, SARASOTA, FL 34232
$550,0003 Days on yellowkey MLS ID: A4691916
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2131 Built: 1986Monthly Fee: $65 Tax: $6,286 (2025)Community: Woodland ParkSingle Family
Taxes:$6,286
Remarks: -Rare cul-de-sac lot backing directly to a private nature preserve — one of Woodland Park’s most secluded settings. -Step inside to soaring cathedral ceilings, rich Brazilian cherrywood floors, and walls of windows that frame preserve views from nearly every room. -A wood-burning fireplace and custom staircase anchor the main living area, while skylights flood the space with natural light throughout the day. -The outdoor living is equally impressive — a private covered and screened pool deck creates a year-round retreat that’s as suited for quiet mornings as it is for entertaining. -Recent updates include a BRAND-NEW ROOF and a replacement AC system installed in 2024, so the big-ticket items are already handled. -Low HOA fees of just $65/month. -Woodland Park — oak-canopied streets, nature preserve access, and Old Florida character that’s increasingly rare to find.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Barry Brodsky (941-313-4590)
7740 CASTLEISLAND DR, SARASOTA, FL 34240
$585,0003 Days on yellowkey MLS ID: A4691962
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2348 Built: 2001Monthly Fee: $295 Tax: $5,092 (2025)Community: Tatum RidgeSingle Family
Taxes:$5,092
Remarks: Welcome to 7740 Castleisland Drive, nestled in the prestigious gated enclave of Legends at Tatum Ridge. This three-bedroom plus flex room residence offers a rare combination of elegance and functionality. The flexible room easily serves as a fourth bedroom, while each of the three true bedrooms is en-suite—providing privacy and a sense of distinct “wings” for each occupant. The primary suite is a sanctuary with tray ceilings and direct access to the screened lap pool, letting you step out for a refreshing swim. With a new roof (2022), new AC (2023), and repiped PEX plumbing (2020), the home is fully updated. The expansive freshly screened pool cage (2022) overlooks the Tatum Ridge Golf Course driving range, offering sweeping views and peaceful privacy. In addition, you will find a 3 car attached garage, a very rare find in this price point! As you step through the front door, your eyes are drawn straight through the open living area to the sparkling lap pool and the wide open views beyond. The soaring 12-foot ceilings, luxurious pillars, and walls of glass fill the space with natural light, creating a seamless indoor-outdoor flow. The open concept effortlessly connects a formal dining room and a sunny breakfast nook, perfect for gatherings. Sliding glass doors open right out to the expansive screened pool area, where a convenient pool bath makes outdoor entertaining even more functional. This central hub is the home’s bright, inviting core! Location is unbeatable—just under 4 miles to Waterside Place’s vibrant shops and dining, and you’re mere seconds from Fruitville Road, making downtown Sarasota just a 15-minute drive. Quick access to the I-75/Fruitville interchange ensures effortless travel. The HOA is a standout feature—no CDD, and all yard maintenance is covered, from lawn care to irrigation, for a truly low-maintenance lifestyle. This home is your key to luxurious, worry-free living in the heart of Sarasota’s best and won't last long. Schedule your showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Johnny Hopper, Pa (941-524-1706)
6921 COUNTRY LAKES CIR, SARASOTA, FL 34243
$599,0003 Days on yellowkey MLS ID: A4691800
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2392 Built: 1986Monthly Fee: $43 Tax: $3,719 (2025)Community: Palm-Aire At Sarasota Unit 7 PSpa: NoSingle Family
Taxes:$3,719
Elementary School: Robert E Willis Elementary
Remarks: Highly sought after Country Lakes subdivision of Palm Aire Country Club. This 3-bedroom, 2 bath pool home is on one of the best lake lots in Country Lakes. When you walk through the etched glass double front doors, you are blown away by the view of your pool and the long lake views in your backyard. Updated and nicely decorated, the home is ready for you to enjoy the Florida Lifestyle. Crown molding throughout the home and plantation shutters adds style and function. Vaulted ceilings in the Great Room and Dining Room add to the Open Split Floor Plan. Wet bar with wine and beverage cooler in the Great Room is perfect for Entertaining guests and family. Gourmet Kitchen includes Breakfast Bar with high top chairs, Marbel Countertops and Back Splash, Center Island with cook top and Tray ceiling with Exhaust Fan, Stainless-Steel Appliances and storage galore. Primary Bedroom En-Suite includes sliding glass doors out to the Florida Room and walk-in California Closet Design. Primary Bath has underlit Onyx stone counter, dual sinks and separate make up counter. Walk-in shower, private water closet and glass block window to add natural light. Expansive Florida Room is over 30 feet long, with full length pocketing sliding glass doors on one side to let the outside in and the inside out. Oversized 2nd & 3rd Bedrooms share the Pool Bath that also has an underlit Onyx stone counter, vessel sink and walk-in shower. 2nd Bedroom has huge built-in desk and storage cabinets. Laundry room includes Washer & Dryer, storage cabinets and utility sink. The 2 car Garage includes separate side golf cart entrance, work bench and plenty of built-in storage. Mature landscaping and concrete edging around the flower beds add to the charm of this home. Recent updates include new roof 2023 and hot water heater in 2025. Palm Aire Country Club has 2 Championship Golf Courses, Clubhouse, Fitness Center, Olympic Sized Swimming Pool, 12 Tennis and 8 Pickleball Courts. Golf, Sports and Fitness, Weekend and Social/Dining Memberships are offered but membership is not mandatory. Convenient location close to the UTC Mall, Benderson Rowing Venue, Sarasota Airport and the local Beaches.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Kirby Wood (941-961-4724)
3551 74TH AVENUE CIR E, SARASOTA, FL 34243
$399,0003 Days on yellowkey MLS ID: A4690564
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2014 Built: 2022Monthly Fee: $188 Tax: $5,942 (2025)Community: Grady PointeSingle Family
Taxes:$5,942
High School: Southeast High
Remarks: Great opportunity on this 3-bedroom 3-bathroom single family home in the Grady Pointe community. The community offers a dog park and is adjacent to the Ron DeSantis Community Park! When walking into the property, you will immediately notice the abundance of natural lighting that flows through the patio doors and illuminates the open floorplan. Tile throughout the house and bedrooms have ceiling fans. This open space seamlessly blends the family, dining and kitchen areas together and flows to the screened patio area where the sound of bird song adds to the relaxing atmosphere. The single-story home master bedroom sits in the rear of the home and contains its own ensuite bathroom with walk-in shower and double vanity. The kitchen has all stainless-steel appliances that complement the quartz countertops and cabinetry and there is a laundry room with a washer and dryer. The home has an attached 2-car garage.
Listing is courtesy of: IMPERIAL PROPERTY GROUP LLC (941-726-1740)
Listing Agent: Olga Smith (941-726-1740)
3878 ROYAL HAMMOCK BLVD, SARASOTA, FL 34240
$799,90098 Days on yellowkey MLS ID: D6145789
REDUCED by $50,000 (5.9%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2497 Built: 2003Monthly Fee: $138 Tax: $7,519 (2025)Community: HammocksSingle Family
Taxes:$7,519
Remarks: What a gorgeous home featuring.. 4 bedrooms/3 bathrooms/3 car garage and pool with spa located in The Hammocks (A Gated Community). As you walk though this double entry door a freshly painted home awaits you and you are greeted with views of the Living Room/Dining Room overlooking the newly rennovated pool area with Storm shade for extra protection. If you love to cook then this kitchen is for you! This kitchen was totally rennovated with all new appliances, center island, beautiful wood cabinets, gorgeous quartz counter tops, new fixtures, large pantry and Luxury vinyl tile. The kitchen has a nice eating area with large window overlooking the pool area and open to the Family room that has sliders out to the pool area. On one side of the home, you will find 3 nice size guest bedrooms with 2 guest bathrooms one of which leads out to pool & lanai area and one that has been totally rennovated. On the opposite side of the home you will find the luxurious primary suite that features sliders out to pool & lanai area with an absolutely stunning En Suite that was completely redone with dual sinks, large soaking tub and beautiful walk in shower. The outside of this home is just as lovely as it features a large corner lot with luscious landscaping and Fresh paint. Also adding to this beautiful home is a newly installed rainsoft water treatment for the whole house. The location of this home is perfect as it is only 10 miles to the gulf if you're seeking a beach day! This home truly is one of a kind that has been loved and meticulously maintained. You won't be disappointed. Please see 3D tour and the list of total updates that is attached to this listing.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-429-3506)
Listing Agent: Debbie Jones (941-228-2849)
3761 COUNTRYSIDE RD, SARASOTA, FL 34233
$775,00045 Days on yellowkey MLS ID: A4685476
REDUCED by $20,000 (2.5%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2399 Built: 1981Monthly Fee: $50 Tax: $3,438 (2025)Community: Country PlaceSingle Family
Taxes:$3,438
Elementary School: Wilkinson Elementary
Remarks: WELCOME HOME to this beautifully remodeled 3 bedroom, 2/1 bath home in the rarely available and desirable COUNTRY PLACE neighborhood. From the moment you step through the front door into the welcoming foyer, you’ll fall in love. This move-in ready home features an open living room that looks out to the lanai and sparkling pool, creating the perfect space for relaxing or entertaining. The beautifully updated kitchen showcases granite countertops with a peninsula breakfast bar, wood cabinetry, all stainless steel appliances, and a bright breakfast nook overlooking a serene screened outdoor sanctuary. The spacious primary suite offers a generous walk-in closet, while the primary bathroom features an extra-large shower and convenient access to the pool area. The two guest bedrooms are bright and welcoming; each enhanced with large windows and built-in closets. Additional highlights include polished Porcelain Tile and Modern Plank Ceramic Tile flooring throughout and fully updated bathrooms. Major updates include, Roof (June 2024), Garage Door (2023), Exterior Paint (2024), Interior Paint (2026), all Stainless Steel Appliances (2026), Granite Counter Tops (2026), Tankless/Instant Hot Water Heater (2026), 10 ft privacy fence in backyard and a Deep well. You’ll also enjoy an oversized deep garage (26’x22’). For families relocating to Sarasota, this home is located in an “A” rated school district, an important factor for many buyers. Country Place is a centrally located deed-restricted community of approximately 170 homes with no CDD fees, known for its large lots, lush landscaping, and private in-ground pools. This prime location is walking distance to Red Bug Slough Preserve, a 72-acre nature preserve offering miles of hiking trails, a playground, picnic shelters, and a fishing dock—perfect for wildlife and bird watching. Just minutes away you’ll find Siesta Key Beach, local restaurants, Westfield Siesta Key Mall, Detwiler’s Farm Market, Publix, and much more. Enjoy nearby activities including boating, fishing, parasailing, kayaking, swimming, and snorkeling. Be sure to view the 3D Interactive Panoramic Tour to fully appreciate the elegance and charm of this exceptional home.
Listing Agent: Linda Scheller, Llc (941-806-7981)
6502 42ND ST E, SARASOTA, FL 34243
$455,000117 Days on yellowkey MLS ID: A4676971
REDUCED by $10,000 (2.2%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2040 Built: 2006Monthly Fee: $560 Tax: $2,987 (2024)Community: Cascades At Sarasota Ph IiiaSingle Family
Taxes:$2,987
Elementary School: Manatee Elementary School-MN
High School: Manatee High
Tax Year: 2024
Remarks: Discover refined living in this exquisite 3 bedroom, 2 bathroom home nestled within the prestigious Cascades, a 55+ gated community. This meticulously maintained residence boasts private garden views from a glass enclosed temperature controlled sunroom with custom window treatments, offering an idyllic Florida retreat. Enter through the custom hurricane glass front door into a sunlit foyer that flows into a spacious, freshly painted living area. The cozy family room and large updated kitchen create a seamless space for entertaining, with sliding glass doors revealing an air conditioned sunroom perfect for reading, relaxing and informal dinning. The kitchen features freshly painted cabinets, lustrous granite countertops, and plenty of cabinetry. A formal dining room sets the stage for memorable gatherings with loved ones, savoring your finest culinary creations. The primary suite is a sanctuary of comfort, featuring generous walk-in closets. A separate guest bedroom ensures comfort and seclusion for visitors, while an additional guest room can be converted to a bonus sitting room or office space. Cascades redefines active adult living with its newly renovated 25,000-square-foot clubhouse, featuring a heated indoor-outdoor pool, six Har-Tru tennis courts, two pickle ball courts, a state-of-the-art fitness center, and a banquet hall. Engage in vibrant community life with bocce ball, horseshoes, pickleball, arts and crafts, pottery classes with two kilns, and an array of social clubs and activities orchestrated by a full-time Tennis Pro. From card games and yoga to travel clubs and aerobics, there’s something for every interest. Located minutes from the pristine beaches of Siesta Key, Lido Key, and Longboat Key, Cascades offers easy access to crystal sands and turquoise waters. Downtown Sarasota, a mere 15-minute drive, brims with cultural treasures, including The Asolo Repertory Theatre, Ringling Museum, Selby Gardens, and the Van Wezel Performing Arts Center. Enjoy fine dining, art galleries, and shopping at St. Armands Circle, UTC Mall, Whole Foods, and Fresh Market. Top-rated healthcare and Sarasota International Airport are also conveniently nearby. Community Benefits. Cascades is free of CDD fees and includes lawn maintenance and partial plant care, ensuring a low-maintenance lifestyle within a welcoming, secure gated community. Embrace the elegance and ease of this exceptional home, where luxury and leisure converge Schedule your private showing and explore the potential of Cascade living.
Listing Agent: Mark J Baron (941-241-7633)
2357 APPALOOSA CIR, SARASOTA, FL 34240
$444,9005 Days on yellowkey MLS ID: A4691947
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2146 Built: 1997Monthly Fee: $57 Tax: $5,797 (2025)Community: Paddocks NorthSingle Family
Taxes:$5,797
Remarks: One or more photo(s) has been virtually staged. This charming 4-bedroom, 2-bath block home offers 2,146 square feet of comfortable living space on over one-third of an acre, featuring a desirable open floor plan with high ceilings that create a bright, airy feel throughout. Enjoy cozy evenings by the wood-burning fireplace, and take advantage of multiple living spaces including a formal living room, dining area, and spacious family room—perfect for both relaxing and entertaining. The home sits on a private, fenced corner lot with serene preserve views, providing added privacy and a peaceful natural backdrop. Recent updates include a 2023 roof, and the property also features a long driveway and a 2-car garage for ample parking. Located in the sought-after Paddocks North community, this home is nestled in a quiet, established neighborhood in Sarasota County known for its larger homesites, mature landscaping, and tranquil setting. Residents enjoy a balance of privacy and convenience, with easy access to shopping, dining, hospital, and the interstate. The area is just a short drive to Siesta Key’s world-renowned beaches, as well as parks, golf courses, and all the cultural attractions that Sarasota has to offer.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
3246 MAIDEN LN, SARASOTA, FL 34231
$549,50032 Days on yellowkey MLS ID: A4688107
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 1983 Tax: $4,622 (2025)Community: Kallas SubSingle Family
Taxes:$4,622
Remarks: **This is The One!** Prime Sarasota location just minutes to Siesta Key Beach, Downtown Sarasota, and more! This property offers strong potential as a primary residence, seasonal home, or investment opportunity. **NEW Roof in 2021** Functional layout with solid bones and opportunity to update or customize to maximize value. Private outdoor space and convenient access to shopping, dining, medical facilities, and I-75 add to the appeal. Ideal for buyers looking to capitalize on location and long-term upside in a highly desirable area. **NO HOA or Deed Restrictions** The Florida room provides the perfect spot to enjoy your morning coffee or unwind in the evening, and it opens to a spacious outdoor area—ideal for taking full advantage of Florida’s beautiful weather year-round. This property offers a versatile bonus space currently set up as a workshop **Potential to turn bonus space into living space/in-law suite with private entrance**, along with an additional climate-controlled room perfect for a home gym or flex space. Equipped with a 2-car attached garage PLUS an extra driveway on the side **Ample room for storing a Boat, Trailer, Lawn equipment, or other recreational vehicles.** Enjoy the freedom to truly make the space your own with endless possibilities. In addition, enjoy tons of storage space for all your holiday decorations and any additional items you may need to tuck away. Don't miss out on this incredible property - Reach out to schedule your private tour today! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
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