Location: Sarasota , 34233
Do Not Show Listings
4463 DIAMOND CIR S, SARASOTA, FL 34233
$625,00023 Days on yellowkey MLS ID: A4695018
2 Days Off yellowkey (back on 6/1/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2340 Built: 1991Monthly Fee: $33 Tax: $4,559 (2025)Community: Emerald GardensSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,559
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Tucked within a desirable Central Sarasota location, this meticulously maintained residence offers the perfect combination of privacy, functionality, and relaxed Florida living. Thoughtfully designed with a split-bedroom floorplan, open-concept living areas, and seamless indoor-outdoor flow, the home is centered around a private screened saltwater pool and peaceful views of the beautifully landscaped fenced yard. Plenty of space for a large family, entertaining, or both. The primary suite offers pool view and private access, sitting area plus the beautifully renovated bathroom all create a true retreat with spa-inspired feel. Mature landscaping enhanced with irrigation and landscape lighting adds warmth and curb appeal, while practical features including an interior laundry room and attached 2-car garage complete the package. Ideally positioned near shopping, dining, top-rated schools, world famous Siesta Key Beach, and downtown Sarasota’s thriving arts and cultural scene.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Deborah Nelson (941-266-5900)
5345 PAMELA WOOD WAY, SARASOTA, FL 34233
$219,000509 Days on yellowkey MLS ID: A4637875
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $20,000 (8.4%) on 04/21/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1379 Built: 1989Monthly Fee: $580 Tax: $2,839 (2024)Community: 7774-Crestwood VillasVilla
Taxes:$2,839
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: This 1,379 sq ft Villa (duplex ) is move-in ready, offers 2 bedrooms, 2 full bathrooms, a 1 car garage and driveway for additional parking. Crestwood Villas community is situated in Center Gate area of Sarasota, making it a prime location with substantial potential as a primary residence, vacation/seasonal resort or as an addition to your investment/rental portfolio. Create your next dream project here. Upon entering you are drawn to the expansive open concept floor plan, high vaulted ceilings, and flowing floor plan, you'll see the potential the property offers. The living/dining combo attaches to the family room and then goes to the back of the property with sliders that continue out to the covered patio and screened lanai. The kitchen is considered a "galley" design with plenty of cabinets, counter space and storage on both sides. The washer/dryer, utility closet, pantry and access to the garage are convenient to the kitchen entryway. The primary bedroom easily accommodates a king-sized bed. Notable location & convenience here. The community pool is perfect to entertain groups, enjoy gatherings with family, friends and enjoy community events. Crestwood Villas is located within close proximity to Sarasota & Manatee County's most desirable cultural events, flourishing economic growth/development and the booming vacation destination of travelers, yet tucked away from the crowds. Convenient to major transportation (I75, University Pkwy, Rt 41), nationally rated golf courses, fishing, boating, UTC Mall, Tesla, IMG Academy, Downtown Sarasota, SRQ/TPA, Medical Centers for Specialized and Senior Care, top rated schools, parks and recreation. Brand new HVAC system and carpet installed in 2025!
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
5521 ROSEHILL RD #203, SARASOTA, FL 34233
$320,000207 Days on yellowkey MLS ID: A4673202
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1321 Built: 2002 Tax: $3,116 (2024)Community: Admirals WalkCondo
Taxes:$3,116
High School: Riverview High
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom, 2nd-floor condo in the highly sought-after gated community of Admirals Walk nestled in the heart of Sarasota. This fully renovated, bright, and airy residence offers a perfect blend of comfort, style, and convenience. Positioned as an upstairs, preserve-facing unit with no unit above, it provides an added sense of serenity and privacy. This meticulously enhanced home is sure to impress even the most discerning buyer. Step inside and be welcomed by the open-concept main living area with vaulted ceilings, creating an expansive, inviting environment. The home has been recently painted and updated with faux wood laminate flooring and newer baseboards, providing a modern and low-maintenance foundation throughout. The kitchen has been transformed with quartz countertops and newer 2022 appliances, adding both functionality and a touch of sophistication to the heart of the home. Every detail has been thoughtfully selected, from contemporary ceiling fans to custom closets designed for optimal organization and style. An added bonus: the current owner rents a 1-car garage, and this arrangement can be transferred to the next owner—a rare and valuable convenience within this community. Admirals Walk offers an elevated lifestyle with its large community clubhouse, resort-style pool, fitness center, and beautifully maintained grounds. This residence isn't just a place to live—it's a sanctuary where thoughtful upgrades and serene surroundings come together to elevate your everyday experience. Located just off Clark Road, this home provides easy access to Sarasota’s vibrant cultural scene, Siesta Key—ranked the #1 beach in the country, A+ rated schools, top-tier dining, shopping, and direct access to I-75 for effortless commuting. Everything you need to live the Endless Summer lifestyle!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Cole Campbell (571-882-0992)
4140 OAKHURST CIR W #3166, SARASOTA, FL 34233
$254,000101 Days on yellowkey MLS ID: A4685181
REDUCED by $4,000 (1.6%) on 05/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1374 Built: 1981 Tax: $1,534 (2025)Community: Oakhurst Ph IiVilla
Taxes:$1,534
Remarks: Under contract-accepting backup offers. TURN-KEY VILLA IN DESIRABLE OAKHURST! Welcome to easy Florida living in a friendly 55+ community. This 2 BDRM, 2 BTHRM paired villa with a 2 CAR-GARAGE is filled with natural light and designed for comfortable, open-concept living. The eat-in kitchen opens directly to the Florida room, creating a bright and inviting space. Sliding doors bring in more sunshine and provide a seamless indoor-outdoor feel. The kitchen has been replumbed, offering added peace of mind. The primary bedroom features a remodelled ensuite bathroom. IMPACT WINDOWS throughout the home provide storm protection and energy efficiency. Additional updates include a brand-new roof installed in December 2025, and beautiful flooring. This home is being sold turn-key furnished, making it easy to move right in. Residents of Oakhurst enjoy wonderful amenities including a heated community pool and an active clubhouse. Whether this is your new full-time residence or your winter getaway in the sun, you are sure to enjoy all that Oakhurst offers. Cable TV, INTERNET, the roof, pest control, exterior maintenance, and landscaping are ALL INCLUDED in the monthly condo fee ($662). Don't miss this one!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-486-8686)
Listing Agent: Susan Honsberger (941-549-9749)
4449 GOLDEN LAKE DR, SARASOTA, FL 34233
$644,50093 Days on yellowkey MLS ID: A4686882
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $15,400 (2.3%) on 04/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2520 Built: 1998Monthly Fee: $54 Tax: $6,453 (2025)Community: Mcintosh LakeSpa: NoSingle Family
Taxes:$6,453
Remarks: Under contract-accepting backup offers. Welcome to the retreat on Golden Lake Drive! Walk to the Legacy Trail and only 8.5 miles to Siesta Key This exceptional four-bedroom, three full bath, lakefront residence in the Mcintosh Lake Community offers the ideal open concept layout for entertaining and multi-generational living with in-law suite potential. A thoughtful design with split floor plan for owners privacy. The primary suite offers direct pool access, a spa-like en-suite bath complete with dual vanities, a walk-in shower, a soaking tub and 2 walk-in closets. This inviting home offers an open layout with plenty of room to relax or entertain. The living space is open, bright and inviting with tall ceilings providing a grand formal dining room with tray ceiling and large formal living/great room with a built-in electric fireplace and wood mantle. For the home office needs there is a den/study with french doors great for the flex needs of any owner. The split floorplan offers privacy between the primary suite and guest rooms, creating a comfortable flow for everyone. The 3 additional bedrooms and 2 full baths are on the south side of the home with a pocket door that is easily closed for privacy. One of the bedrooms here has an ensuite bath and private exterior entrance from the pool area for those in need of an inlaw suite. The heart of the home is the updated kitchen with a walk in pantry equipped with a large breakfast bar perfect serving and entertaining along with a dedicated dining nook with sliders to the pool and patio. Slow down and enjoy everyday living where outdoor living is at its finest. Sit and relax by the beautiful inground pool or watch the game on the big screen under the covered patio. Get cooking with the outdoor covered BBQ area with sink, perfect for al fresco dinner parties. This home is move-in ready. It has a new roof, updated electric panel with EV Charging station in the 2 car garage. Additional features include a workshop and storage in the garage. Come see us today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Mark Massaro (860-268-2790)
5453 ASHTON MANOR DR, SARASOTA, FL 34233
$549,50094 Days on yellowkey MLS ID: A4686593
REDUCED by $45,500 (7.6%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2282 Built: 2000Monthly Fee: $54 Tax: $3,055 (2025)Community: Ashton ManorSpa: NoSingle Family
Taxes:$3,055
Remarks: Welcome to Ashton Manor, where comfort meets Florida living. This beautifully maintained 3-bedroom, 2-bathroom single-family pool home offers a desirable split floor plan designed for both privacy and functionality. Step inside to find a spacious layout featuring two separate living areas—perfect for entertaining guests or creating a cozy family retreat—along with a formal dining room ideal for hosting gatherings and holiday meals. Natural light fills the home, enhancing the warm and inviting atmosphere throughout. The true highlight is the south-facing, heated pool, set within a screened enclosure for year-round enjoyment. Relax and unwind while taking in tranquil views of the serene pond, creating a peaceful backyard oasis. Whether you're enjoying your morning coffee or an evening swim, this outdoor space delivers the perfect blend of privacy and nature. Additional features include hurricane shutters for added peace of mind and mature landscaping that enhances both curb appeal and the overall sense of privacy. Located in the sought-after Ashton Manor community in Sarasota County, this home offers the perfect balance of quiet surroundings and convenient access to shopping, dining, and Gulf Coast beaches. Experience the best of Florida living in this inviting and well-appointed home.This a "must see" home. Private showings available.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
3987 MACEACHEN BLVD #133, SARASOTA, FL 34233
$154,90081 Days on yellowkey MLS ID: A4688227
REDUCED by $15,000 (8.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 978 Built: 1978 Tax: $1,907 (2025)Community: Tregate EastCondo
Taxes:$1,907
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to 3987 Maceachen Blvd, Unit 133, an updated condo located in a desirable 55+ community in Sarasota. This 2-bedroom, 2-bathroom residence offers 978 square feet of living space with bamboo hardwood flooring throughout. The primary suite features a walk-in closet and an updated en-suite bathroom with a quartz vanity and tile walk-in shower. The guest bathroom has also been remodeled and includes a quartz vanity. The kitchen has been updated with quartz countertops, new cabinetry, a built-in sink with neck faucet, and canned recessed lighting. Enjoy the private terrace overlooking the community pool and park. The building includes elevator access for added convenience. The property is conveniently located near Publix, is approximately 6 miles to Siesta Key Beach, and 5 miles to downtown Sarasota, providing easy access to shopping, dining, and entertainment. This move-in-ready condo is suitable for full-time or seasonal living within a well-located Sarasota community.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Vincent Lamaida (941-416-5654)
4244 MADEIRA CT #3316, SARASOTA, FL 34233
$235,000102 Days on yellowkey MLS ID: A4684792
0 Days Off yellowkey (back on 5/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1063 Built: 1989Monthly Fee: $458 Tax: $2,709 (2025)Community: Casa Del Sol Sec ViiSpa: NoCondo
Taxes:$2,709
Remarks: Under contract-accepting backup offers. Serene lake views create a peaceful setting for this beautifully maintained and thoughtfully updated second floor, TURNKEY FURNISHED, two bedroom, two bath residence in the welcoming community of Casa Del Sol. As an end residence with only one shared wall, it offers added privacy, while the elevated location provides a sweeping view of the tranquil lake and surrounding landscape. Vaulted ceilings and mirrored walls enhance the spacious feel of the great room plan and eat in kitchen. Both bedrooms feature walk in closets, and the primary suite enjoys lake views, private lanai access, and an en suite bath. Sliding glass doors open to a covered and screened lanai, perfect for relaxing and enjoying the scenery. Additional conveniences include ceiling fans, private laundry with washer and dryer included, and assigned covered parking. Notable UPGRADES include a beautifully UPDATED kitchen and bathrooms with new cabinets and granite counters, raised kitchen ceiling, hurricane rated sliding glass doors on the lanai, flooring, a full RE-PIPE completed in 2020, and an A/C system replaced in 2017 with warranty coverage through October 5, 2027. This section of Casa del Sol overlooks the community clubhouse and year round heated pool. Casa Del Sol is not age restricted and is known for its low association fees, manicured grounds, and active social atmosphere. Amenities include a clubhouse with kitchen, game room, exercise facilities, shuffleboard, tennis courts with pickleball, bocce ball and a heated pool. Ideally located in central Sarasota, the community sits across from numerous shopping and dining options and near the local bus route and Doctors Hospital. Cattlemen Road provides quick access to Bee Ridge Road, Proctor Road, Fruitville Road, and I 75, with championship golf, downtown Sarasota, and the area’s renowned white sand beaches just a short drive away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
5501 ROSEHILL RD #103, SARASOTA, FL 34233
$179,900168 Days on yellowkey MLS ID: A4676093
REDUCED by $5,100 (2.8%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1112 Built: 2002 Tax: $2,618 (2024)Community: Admirals WalkCondo
Taxes:$2,618
Remarks: Priced to Sell! This two-bedroom condo currently offered in the Gated Admirals Walk presents an exceptional opportunity for buyers seeking an ideal location. Motivated seller, Move-in-ready first-floor home features, stair-free access,2017 ROOF and NO special ASSESMENTS. Great investment opportunity to become a first time investment. Inside, the home features a bright, open floor plan with 1,112 square feet of living space with high ceilings. The living and dining areas flow seamlessly together, making the space ideal for relaxing or entertaining, while large windows allow natural light to fill the home. The kitchen offers ample cabinetry and a functional layout with an eating space that connects naturally to the main living areas. Recent improvements include a newer range and dryer, along with a NEWER HVAC 2023. The split-bedroom design provides privacy and flexibility, with two spacious ensuite bedrooms, each featuring a walk-in closet and its own private bathroom. The primary suite is thoughtfully positioned for comfort, while the second bedroom is perfect for guests or extended stays. Flooring throughout includes a combination of ceramic tile and luxury vinyl, offering both durability and easy maintenance. Admirals Walk is known for its strong community feel and impressive amenities, including a resort-style pool, clubhouse, fitness center, gated community and well-maintained sidewalks throughout the neighborhood. Condo fees include exterior maintenance, grounds care, pool maintenance, water, sewer, and management, allowing for a truly low-maintenance lifestyle. Pet lovers will appreciate the community’s pet-friendly policies. The location is exceptional—minutes to shopping, dining, parks, I-75, and the Legacy Trail, one of Sarasota’s most popular outdoor recreation destinations. Enjoy all the great amenities of being so close to the Ashton Trailhead and Ashton Park. Whether you’re seeking a full-time residence, seasonal getaway, or investment opportunity, this first-floor condo offers comfort, value, and ease of living in the heart of Sarasota. With its functional layout, recent mechanical updates, resort-style amenities, and desirable location, this Admirals Walk residence presents a fantastic opportunity. This is the best value in Admirals walk at this time! Please let me prove that to you!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
4181 CENTER POINTE CIR #91B, SARASOTA, FL 34233
$275,000162 Days on yellowkey MLS ID: A4677449
REDUCED by $5,000 (1.8%) on 05/05/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1578 Built: 1983Monthly Fee: $405 Tax: $3,492 (2025)Community: Courtyard VillasVilla
Taxes:$3,492
Remarks: Exceptional value in today’s market, available for a quick close! Welcome to effortless Florida living in this beautifully maintained condo located in the desirable Center Gate community of Sarasota. This inviting unit offers a bright, open layout with comfortable living and dining spaces that flow seamlessly—perfect for both everyday living and entertaining. The well-appointed kitchen provides ample cabinetry and workspace, while the spacious primary suite offers a relaxing retreat with generous closet space and an en-suite bath. Enjoy peaceful mornings or unwind in the evenings from your private, over sized lanai. Residents of Center Pointe enjoy a quiet, well-kept community with convenient access to shopping, dining, medical facilities, and just a short drive to Sarasota’s world-renowned beaches. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this property checks all the boxes. Low-maintenance living in a prime location—schedule your showing today and come see the value for yourself.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Alicea Martinez (941-504-3852)
3922 COCHISE TER,, SARASOTA, FL 34233
$450,00024 Days on yellowkey MLS ID: A4695002
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1300 Built: 1979 Tax: $4,036 (2025)Community: SouthridgeSingle Family
Taxes:$4,036
Remarks: Location. Location. Friendly neighborhood of Winding Woods This beautifully maintained 3-bedroom, 2-bathroom. House was completely renovated. Kitchen has granite counter tops and island. Solid wood cabinetry and stainless steel appliances. Don’t miss the opportunity to own your dream home in the heart of Sarasota. Centrally located just minutes from shopping, Dining, Beaches, I-75, A-rated school districts (Ashton Elementary
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Vivian Iskander (850-766-5046)
39 STRATHMORE BLVD, SARASOTA, FL 34233
$140,00029 Days on yellowkey MLS ID: N6144447
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 1968Monthly Fee: $274 Tax: $2,427 (2025)Community: Strathmore VillaVilla
Taxes:$2,427
Remarks: One or more photo(s) has been virtually staged. This 2-bedroom, 2-bath villa with a covered carport offers an incredible opportunity to enjoy the best of Sarasota living in the sought-after 55+ community of Strathmore Villa. Featuring a spacious and functional floor plan, this residence provides comfortable, low-maintenance living with plenty of room to relax and entertain. Residents of Strathmore Villa enjoy a wealth of amenities, including a heated community pool, clubhouse, and shuffleboard courts, all set within a beautifully landscaped, pet-friendly community. The prime location just off Bee Ridge Road places you minutes from shopping, dining, healthcare facilities, and everyday conveniences, while the world-famous Siesta Key Beach is only a short drive away. Whether you're looking for a year-round residence, seasonal retreat, or investment in the Florida lifestyle, this villa represents exceptional value. With its desirable location, community amenities, and affordable ownership opportunity, this is one of the best buys in Sarasota's active adult market. Don't miss your chance to own a piece of paradise and enjoy the comfort, convenience, and vibrant lifestyle that Strathmore Villa has to offer. This property is subject to a 3-Day First Look Period. Seller will negotiate offers after the period expires.The seller does not accept blind offers or escalation clauses.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Christina Burns (941-451-9247)
4801 EDGEMONT CT, SARASOTA, FL 34233
$799,00073 Days on yellowkey MLS ID: A4687407
REDUCED by $11,000 (1.4%) on 05/27/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2656 Built: 2001Monthly Fee: $167 Tax: $6,724 (2025)Community: EdgemontSingle Family
Taxes:$6,724
Remarks: Beautifully upgraded custom pool home in a prime central Sarasota location. This thoughtfully designed split floor plan offers an open, airy feel with a private office/den, spacious great room, and a generous owner's suite with luxurious ensuite — each additional bedroom featuring its own private bath. The renovated chef's kitchen includes granite countertops, custom soft-close cabinetry, stainless steel appliances, convection oven, wine refrigerator, pot filler, and breakfast bar. Interior highlights include tile and vinyl flooring, recessed lighting, volume and coffered ceilings, crown molding, and abundant natural light. Flexible living spaces accommodate multiple dining or work-from-home arrangements. The private outdoor retreat features a large screened lanai, heated saltwater pool and spa, covered patio, and lush tropical landscaping — complete with a pool bath, outdoor shower, propane heater, well irrigation, storm shutters, and impact-rated openings. 2026 updates include a new HVAC, Maytag washer/dryer, fully automated Pentair gas pool/spa heater, irrigation well pump, refrigerator, wine cooler, and a refinished three-car garage with new opener. Conveniently located near Siesta Key Beach, I-75, shopping, dining, and parks including Red Bug Slough, Urfer Family Park, and the Legacy Trail extension. Districted Schools (all A-rated on Niche): Elementary: Ashton Elementary Middle: Sarasota Middle School High School: Riverview High School All levels: Pine View School for the Gifted — ranked #1 public high school school in Florida and top school in the US
Listing is courtesy of: JOHN HARDING REALTY (941-777-3007)
Listing Agent: Gunnar Barcomb (941-374-9037)
4732 MEADOWVIEW CIR, SARASOTA, FL 34233
$564,90033 Days on yellowkey MLS ID: A4693999
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 1987Monthly Fee: $67 Tax: $5,347 (2025)Community: SouthfieldSpa: NoSingle Family
Taxes:$5,347
Remarks: Nestled within the desirable Southfield community, this beautifully designed lakefront residence offers the perfect blend of comfort, elegance, and everyday Florida living. Featuring three bedrooms and two full baths, the home is thoughtfully designed with spacious formal living and dining rooms, along with an inviting family room highlighted by a charming fireplace and soaring volume ceilings. Designed for both entertaining and everyday living, the gourmet kitchen is beautifully appointed with stainless steel appliances, abundant cabinetry, and a built-in desk area ideal for organization or working from home. Most rooms throughout the home offer direct access to the expansive covered lanai, creating a seamless connection between indoor and outdoor living spaces. The spacious guest bedrooms provide comfort and privacy for family and visitors alike, while the luxurious primary suite serves as a true retreat featuring a very large walk-in closet, an oversized Roman shower, and a relaxing soaking tub. Step outside to your private backyard oasis where a heated kidney-shaped pool is enclosed within a large, screened pool cage overlooking tranquil lake views and lush mature landscaping. The fenced yard offers plenty of space for pets and outdoor enjoyment, while the serene setting provides both privacy and beauty. Completing the home is a spacious two-car garage and a prime location within one of Sarasota’s established communities, convenient to shopping, dining, golf, and Gulf Coast beaches.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
4403 DIAMOND CIR N, SARASOTA, FL 34233
$529,90037 Days on yellowkey MLS ID: A4693112
0 Days Off yellowkey (back on 5/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 1989Monthly Fee: $33 Tax: $722 (2025)Community: Emerald GardensSpa: NoSingle Family
Taxes:$722
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. POOL HOME IN BEAUTIFUL EMERALD GARDENS! SOME PHOTOS VITUALLY STAGED .Light and bright Great Room plan with fireplace and separate dining area. This split plan features 2 bedrooms on one side and the Primary on the other. In addition, there is a 4th bedroom, den or office! The large primary features a large vanity area with soaking tub. A separate, private shower and toilet area provides privacy. Lots of storage and direct access to the lanai and pool area! The beautiful kitchen features wood cabinetry, granite counters, updated appliances and a breakfast bar. A lovely breakfast nook is also attached, looking directly out to the pool area. This floor plan is perfect for families, large or small! Plenty of room for guests, and entertaining, but not too large for couples. The pool and lanai area is a lush, private environment with beautiful, mature landscaping painstakingly tended to by the owners. Trees include Mango, avocado and more! Nicely enclosed with privacy fencing as well. The large pool features a heater for year-round enjoyment and the pool has been resurfaced. And don't forget the hurricane shutters! Permanently mounted, these only take a short time to close and secure during storm season! This home features a newer roof (2025), a.c. (2020) and has been lovingly maintained. Fantastic HOA fees of only $34 a month! A beautiful, large lake is directly across the street that can be viewed from the dining area and Den. Shopping, dining and the legacy trail are within minutes of this community, as well as easy access to I75. Don't miss this opportunity to own in the heart of Sarasota at a great price!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
5684 EASTWIND DR, SARASOTA, FL 34233
$925,00029 Days on yellowkey MLS ID: A4671483
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3577 Built: 2003Monthly Fee: $40 Tax: $9,282 (2024)Community: Three OaksSpa: YesSingle Family
Taxes:$9,282
Remarks: One or more photo(s) has been virtually staged. Welcome to Three Oaks—where refined living meets natural serenity. This exceptional 4-bedroom + den, 3.5-bath home with a 3-car garage is perfectly positioned along a 125-acre private preserve and lake, offering rare privacy and breathtaking, unobstructed views—truly a bird-watcher’s paradise. Step through elegant double glass entry doors into a home defined by timeless architectural details, including graceful arches, tray ceilings, crown molding, and custom niches—features rarely found at this price point. Soaring ceilings, rich bamboo and plank wood flooring, and expansive windows fill the home with warmth and natural light. The thoughtfully designed layout offers a first-floor primary suite and den for convenient single-level living. At the heart of the home, the gourmet kitchen features granite countertops, custom wood cabinetry, and ample space for both casual dining and entertaining. Step outside to your private retreat. The screened lanai boasts a sparkling pool and spa, and peaceful preserve and lake views—perfect for relaxing evenings or hosting guests in complete privacy. Recent updates provide peace of mind, including a new roof (April 2026), fresh interior and exterior paint, new second-floor flooring, a new pool pump (2026), lanai hurricane shutters, and a brand-new portable grill. Ideally located near top-rated schools, premier shopping and dining, and the world-renowned beaches of Sarasota, this home offers the perfect balance of luxury, comfort, and location. Schedule your private showing today and experience the best of Three Oaks living.
Listing Agent: Michelle Pino (714-588-0319)
5251 ASHTON RD, SARASOTA, FL 34233
$699,00099 Days on yellowkey MLS ID: A4685402
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 1973 Tax: $5,350 (2025)Community: Sarasota Venice Co 11 37 18Spa: YesSingle Family
Taxes:$5,350
Remarks: One or more photo(s) has been virtually staged. Rare opportunity! This beautifully maintained 3-bedroom, 2-bath pool home sits on a spacious .65-acre lot with no HOA, offering both privacy and flexibility. The home features wood-look tile throughout and a bright, clean interior. Enjoy seamless indoor-outdoor living with three pocket sliders that open to the pool area—perfect for entertaining or unwinding. The property also includes an additional RV-size garage with endless possibilities for storage, a workshop, or hobby space, plus an extra shed for added convenience. With plenty of room to spread out and enjoy, this property offers the ideal blend of comfort, space, and versatility. Don’t miss the chance to make this unique home your own and enjoy the Florida lifestyle it was designed for.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Erica Thomas, Llc (941-799-9365)
4696 LONG LAKE DR, SARASOTA, FL 34233
$525,00040 Days on yellowkey MLS ID: O6406835
REDUCED by $20,000 (3.7%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2447 Built: 1988Monthly Fee: $75 Tax: $3,260 (2025)Community: SouthfieldSingle Family
Taxes:$3,260
Remarks: Discover comfort and convenience in this beautiful 3-bedroom, 2-bath pool home located in the highly sought-after Southfield community in Sarasota. With only one entrance and no through-traffic, Southfield offers a peaceful and private setting just minutes from everything Sarasota has to offer, including Siesta Key Beach, vibrant downtown Sarasota, shopping, dining, and top-rated schools. This spacious home features a formal living room and a cozy family room complete with a wood-burning fireplace, creating the perfect space for relaxing or entertaining. Step outside to enjoy the large screened-in pool and covered lanai overlooking a small scenic canal, providing peaceful backyard views and a serene Florida lifestyle year-round. The primary suite offers walk-in closets and a private bath for added comfort and peace of mind. Additional highlights include a 2-car garage, spacious living areas, and a sparkling private covered pool in a tranquil backyard setting. Experience the perfect blend of tranquility, location, and everyday living in the heart of Sarasota’s desirable Southfield subdivision.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Mike Rance (407-629-6330)
4129 VALLARTA CT #3008, SARASOTA, FL 34233
$240,00034 Days on yellowkey MLS ID: A4691056
0 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1519 Built: 1991 Tax: $1,981 (2025)Community: Dasa Del SolSpa: NoVilla
Taxes:$1,981
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This meticulously maintained residence offers exceptional peace of mind, with an impressive list of major updates and improvements completed throughout the home. Thoughtfully designed with an open-concept floor plan and soaring volume ceilings, the interior feels bright, spacious, and inviting. 18-inch tile flooring installed throughout the main living areas in 2018, adds both style and durability. The kitchen was tastefully renovated in 2023, showcasing modern finishes and functionality, while the bathrooms were beautifully remodeled in 2018 with timeless design elements. Six ceiling fans installed in 2024 enhance comfort and energy efficiency throughout the home, and additional insulation added in 2022 further improves year-round climate control. This property has been exceptionally cared for, with numerous important mechanical and structural updates already completed, including a new air conditioning system in 2020, hot water heater in 2021, and a new electrical panel in 2025. Additional recent improvements include replacement of the garage door springs, rollers, and bearings in July 2025. The roof was replaced approximately in 2014, and the windows were updated around 2012, providing additional value and peace of mind. Whether you are searching for a full-time residence or a seasonal retreat, this move-in-ready home in Sarasota offers the perfect blend of comfort, functionality, and extensive upgrades. Ideally situated close to the clubhouse, pool, and community amenities, residents of Casa Del Sol enjoy a highly desirable location with convenient access to everything. Interstate 75 is just minutes away, the vibrant UTC district is approximately 15 minutes north, and the beautiful Gulf Coast beaches are within a short 30-minute drive.
Listing is courtesy of: BHHS FLORIDA REALTY (239-659-2400)
Listing Agent: Michael Mazzei (773-491-9893)
4322 REFLECTIONS PKWY, SARASOTA, FL 34233
$415,000400 Days on yellowkey MLS ID: A4651880
1 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1997 Built: 2000Monthly Fee: $312 Tax: $3,380 (2024)Community: Villa Rosa Unit 1Single Family
Taxes:$3,380
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. "Lakefront living in gated Villa Rosa, just minutes from Siesta Key and a short walk to the community clubhouse. Set on the lake and above the flood plane, this one-story home offers a peaceful setting in a central Sarasota location. Inside, you’ll find 2 bedrooms, 2 bathrooms, and a flexible den ideal for a home office, reading room, or hobby space. The split floor plan provides privacy for owners and guests, while the main living areas and primary suite take advantage of the lake views. Designed for easy Florida living, the HOA handles lawn care and provides access to community amenities including the pool and clubhouse. With beaches, shopping, dining, and everyday conveniences nearby, this home is well suited for either full-time living or a seasonal retreat."
Listing Agent: Samantha Kotlik (941-447-2175)
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