Location: Winter Springs
Do Not Show Listings
709 SAILFISH RD, WINTER SPRINGS, FL 32708
$412,500132 Days on yellowkey MLS ID: O6364715
REDUCED by $2,500 (0.6%) on 04/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1737 Built: 1984 Tax: $5,463 (2024)Community: North Orlando Ranches Sec 10Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,463
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Some neighborhoods offer just a house; this one delivers a true Florida lifestyle, anchored by a beautiful, deep quarter-acre lot and a home built for functional, everyday living. Tucked away in a quiet pocket of Winter Springs—one of Seminole County’s most coveted and safest communities—this 3-bedroom, 2-bathroom gem offers the rare freedom of no HOA combined with unparalleled privacy. The home provides immediate peace of mind with a roof that is only 5 years old. Set beneath a picturesque canopy of mature trees and draping Spanish moss, the curb appeal speaks to the established, friendly vibe that residents of Winter Springs enjoy. Step inside to a flexible layout built for flow, featuring dedicated living and family rooms that give everyone room to spread out. The central kitchen and dining space is positioned perfectly to serve both entertaining areas and acts as the heart of the home. The smart split-bedroom floor plan provides ideal separation, tucking the spacious primary suite on one side of the house for privacy and tranquility. The real magic happens where the indoors meets the outdoors. The home expands dramatically with a large, enclosed Florida Room (22'6" x 11'6") that is fully under A/C with its own dedicated mini-split unit—making this substantial bonus space a year-round extension of the living area, perfect for an office, gym, or sun-soaked den. This room leads directly out to a private, spacious backyard where you will enjoy the unique benefit of no rear neighbors, secured by a perimeter of mature trees and fencing. Even the garage has been elevated: the two-car garage features durable epoxy flooring and includes a dedicated laundry area and a useful closet room, perfect for home projects or tool storage. The location is the final mic drop. You are moments from the convenience of Winter Springs Town Center, Central Winds Park, and the premier amenities of the Tuscawilla area. You are also zoned for the excellent Seminole County School District. You get the quiet, safe suburban environment while maintaining effortless access to major highways (417/I-4) for a convenient commute to Downtown Orlando or Lake Mary. View the 3D Matterport tour now to fully appreciate the space and layout. This is more than a listing—it’s the home where your next chapter begins.
Listing is courtesy of: ELEGANT REALTY LLC (407-985-2840)
Listing Agent: Wayne Mottley (407-741-3804)
10 MOREE LOOP #3, WINTER SPRINGS, FL 32708
$135,00063 Days on yellowkey MLS ID: O6381696
REDUCED by $10,000 (6.9%) on 04/02/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1973Monthly Fee: $413 Tax: $2,066 (2024)Community: Bay Tree Sec 10Condo
Taxes:$2,066
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: One or more photo(s) has been virtually staged. You will LOVE living in Baytree, a towhome styled condominium community in the desirable Highlands of Winter Springs! This home has been well loved and owned by the same owner for many years and is ready for YOU to make it YOURS. Offering a great floor plan and lots of space with a screen enclosed back porch and covered entry. Two large bedrooms on the 2nd floor and a convenient half bath on the first floor. Ample storage space! Appliances include NEW water heater (2026), washer/dryer, refrigerator, range and dishwasher! The Highlands community offers great amenities including a community pool, tennis/pickleball courts and walking trails! Located in Winter Springs and VERY close to Lake Mary, Maitland and major roads, shopping and dining. Ready to make your dreams of homeownership a reality? Schedule a tour today!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Carla Stanton (321-356-3370)
60 SHEOAH BLVD #38A, WINTER SPRINGS, FL 32708
$185,00014 Days on yellowkey MLS ID: O6394692
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1973 Tax: $1,873 (2025)Community: Sheoah Sec 1Condo
Taxes:$1,873
Elementary School: Winter Springs Elementary
Tax Year: 2025
Remarks: **Seller may consider buyer concessions if made in an offer**Welcome to this BEAUTIFULLY UPDATED 2-bedroom, 1.5-bath condo in The Highlands of Winter Springs, offering the feel of a townhome with NO REAR NEIGHBORS and peaceful green space views. Thoughtfully maintained and MOVE-IN READY, this home combines comfort, style, and a desirable location. A SCREENED FRONT PORCH welcomes you in—perfect for enjoying your morning coffee. Step inside to an OPEN-CONCEPT LAYOUT where the Living Room, Dining area, and Kitchen flow seamlessly together, all enhanced by BEAUTIFUL WOOD LAMINATE FLOORING throughout for a warm, cohesive look. The Living Room is filled with NATURAL LIGHT and features sliding glass doors that lead to a REAR SCREENED PORCH, creating an ideal indoor-outdoor living space. Just beyond, a small patio overlooks lush greenery and mature trees, offering a TRANQUIL SETTING with added privacy. The Kitchen is truly a SHOWSTOPPER, beautifully updated with white cabinetry, stone countertops, a FARMHOUSE SINK, stylish range hood, sleek backsplash, and matching appliances, making it both functional and visually striking. A convenient half bath with a SLIDING BARN DOOR completes the main floor. Upstairs, the SPACIOUS Primary Bedroom features tall windows that fill the room with NATURAL LIGHT and includes PRIVATE ACCESS to the full bath. A second generously sized bedroom and an upstairs laundry closet add to the home’s practical layout. RECENT UPDATES include a NEW AC with added insulation (2024) and a NEW WATER HEATER (2024), providing comfort and efficiency. Residents of The Highlands enjoy an AMENITY-RICH LIFESTYLE, with access to a SPARKLING COMMUNITY POOL, clubhouse, tennis and sports courts, playgrounds, and scenic nature trails, along with HOA coverage that includes cable, internet, trash, exterior maintenance, and grounds care. IDEALLY LOCATED in Winter Springs, this home is close to OUTDOOR RECREATION at Central Winds Park and the popular Cross Seminole Trail, perfect for biking, walking, and enjoying nature. You’re also just a SHORT DRIVE from shopping, dining, and entertainment in Oviedo and Altamonte Springs, as well as the UNIVERSITY OF CENTRAL FLORIDA, making this location ideal for a variety of lifestyles. With CONVENIENT ACCESS to State Road 417, commuting throughout Central Florida is simple and efficient. The STYLISH UPDATES, private setting, and exceptional community amenities make this Highlands home a perfect blend of comfort, convenience, and LOW-MAINTENANCE LIVING. Call and schedule your tour today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
498 CLUB DR, WINTER SPRINGS, FL 32708
$235,000250 Days on yellowkey MLS ID: O6332792
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1987Monthly Fee: $360 Tax: $2,970 (2024)Community: Cypress ClubTownhouse
Taxes:$2,970
Remarks: Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs peaceful conservation area. Open stairwell that leads to the loft where you will find a spacious laundry arrangement set up. The master bedroom and bath are on the second floor. The home has been freshly painted. The Highlands offers many amenities to include tennis/pickle ball courts, basketball and volleyball, park with BBQ areas and a covered pavilion and boasts it's Junior Olympic size swimming pool. Playgrounds throughout the community. Cypress Club also provides a community pool. The roof is new 2026.
Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC (407-695-7898)
Listing Agent: Joyce Gary (407-782-3276)
363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708
$649,99918 Days on yellowkey MLS ID: O6394390
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3408 Built: 2000Monthly Fee: $48 Tax: $4,927 (2025)Community: Winding HollowSingle Family
Taxes:$4,927
Elementary School: None
High School: None
Middle School: None
Remarks: Outstanding 5-bedroom, 3-bathroom home with a Screened Pool and a beautiful Water view. Open concept, 2 story with a lot of natural light. Large kitchen overlooks the Spacious Family room. Spacious Great room, Living & Dining combo! Plus a Grand-sized Bonus room upstairs for the family to all enjoy! Tall Ceilings. 3-car garage! Ready for quick occupancy! Great Schools! Hurry! Won't Last!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Caroline Moffitt Lawton (407-670-9797)
1254 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708
$495,00029 Days on yellowkey MLS ID: O6390820
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2359 Built: 2023Monthly Fee: $236 Tax: $6,591 (2024)Community: Seminole Crossing TwnhmsTownhouse
Taxes:$6,591
Remarks: Live luxuriously in almost New Townhouse! Immaculate 3-story townhouse (built 2023) boasts $20,000 in builder upgrades and offers a modern living experience! Unwind while sipping your morning coffee or taking a break on the front porch overlooking serene conservation. Inside, a flexible space on the first floor can be your home office, den, or 4th bedroom with a full en-suite bathroom (including a tub!). Park with ease in the epoxy-floored garage featuring overhead storage racks and extra space for storage. The open-concept second floor features high ceilings and a perfectly sized dining area convenient for family and friends meal time. Unleash your inner chef in the gourmet kitchen with built-in oven, HUGE expansive pantry, granite countertops, soft-close drawers, upgraded cabinets (42" with crown molding), designer fixtures, and updated lighting fixtures. A convenient half bath completes this level. Relax in the spacious living room with room for a desk or play area. The third floor features a well-sized primary bedroom with a HUGE walk-in closet. Upgrades galore: Level 5 textured carpeting provides durability with a touch of luxury. Home is prewired for whole house security including camera hook up. The upgraded laundry room boasts additional storage cabinets and designer tile flooring. Two more bedrooms and a full bath with tub round out the top floor. Enjoy the Florida lifestyle! Take a dip in the community pool just 20 steps away, explore the nearby town center, or hop on the scenic 23-mile Cross Seminole bike trail directly accessible from your doorstep. Conveniently accessible to the 417 highway, local restaurants, shopping, playgrounds and parks, a splash pad, and more just minutes away!
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Sylvana Minnetto (321-946-9876)
1171 SAN BLAS CV, WINTER SPRINGS, FL 32708
$339,800108 Days on yellowkey MLS ID: A4676256
1 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1984Monthly Fee: $25 Tax: $4,229 (2024)Community: Sunrise Unit 2DSingle Family
Taxes:$4,229
Remarks: NEW PRICE – BEST VALUE IN WINTER SPRINGS! Seller motivated and ready to make a deal Welcome to 1171 San Blas Cove — a spacious 2- bedroom, 2-bath home offering 1,551 sq ft of comfortable living space on an oversized 16,000+ sq ft lot in desirable Winter Springs. With a functional open layout, abundant natural light, and a split-bedroom floor plan, this home offers both privacy and flexibility — ideal for first-time buyers, downsizers, or investors. Enjoy a large backyard with endless possibilities for entertaining, gardening, or creating your own private Florida oasis. The generous living areas provide great flow for everyday living and hosting guests. Low HOA (~$25/month) and convenient access to top-rated schools, shopping, dining, parks, and major roadways make this an exceptional opportunity in today’s market. Seller willing to consider concessions toward buyer closing costs or rate buy-down with strong offer. Homes at this price point in Winter Springs are moving — schedule your private showing today.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
1706 FOX GLEN CT, WINTER SPRINGS, FL 32708
$439,000146 Days on yellowkey MLS ID: O6361556
2 Days Off yellowkey (back on 12/15/2025)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 2001Monthly Fee: $115 Tax: $2,568 (2024)Community: Fox Glen At Chelsea Parc Tuscawilla Ph 2Single Family
Taxes:$2,568
Remarks: Under contract-accepting backup offers. Lovely 3 bed, 2 bath ONE STORY home in the quiet, sought after Tuscawilla community! NEW A/C installed 2025. Enter this home and you're welcomed by beautiful, bamboo flooring, accented by impressive, vaulted ceilings! This comfortable home has plenty of space. Kitchen features gorgeous granite countertops, Stainless Steel appliances, NEW DISHWASHER, plenty of solid wood cabinets, a snack bar, and a cozy dining nook! This home also features a spacious living and dining area perfect for entertaining, as well as a private screened patio. For your convenience, lawn & landscape maintenance is covered by the HOA, so you'll have time to enjoy your private community pool, clubhouse, fitness center and tennis courts. Set in desirable Tuscawilla, with parks, playgrounds, bike trails, and Tuscawilla golf and country club. Location is convenient to shopping, restaurants and highways. Served by excellent schools. This home is ideally located & wonderfully maintained. Come see it TODAY!
Listing is courtesy of: STRONG FOUNDATION REALTY LLC (407-272-2067)
Listing Agent: Harry Kazarian (407-272-2067)
1163 BALTIC LN, WINTER SPRINGS, FL 32708
$510,00077 Days on yellowkey MLS ID: O6377901
0 Days Off yellowkey (back on 1/28/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2066 Built: 1987 Tax: $6,194 (2024)Community: Oak Forest Unit 6Single Family
Taxes:$6,194
Elementary School: Keeth Elementary
Remarks: This lovingly maintained 4-bedroom, 2-bath home in a quiet neighborhood of sought-after Winter Springs is now available. Lush landscaping welcomes you as you step inside to a bright, open, and airy floor plan designed for both comfort and functionality. The tiled front family room features a stunning gas fireplace and flows seamlessly into the gourmet kitchen, complete with gleaming granite countertops, rich cappuccino cabinetry, a classic subway tile backsplash, and stainless-steel appliances. Luxury wood-plank vinyl flooring extends throughout the main living areas and all four bedrooms, including the combined living and dining space. The spacious primary suite offers a large walk-in closet and an en-suite bath with dual vanities and an impressive floor-to-ceiling tiled walk-in shower. Three additional bedrooms share a generously sized bathroom with dual sinks and a shower/tub combination. Step outside to enjoy the expansive covered and screened patio overlooking a large backyard—ideal for outdoor relaxation or entertaining. This beautiful home is a must see. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Asia Kendall (407-970-8887)
203 WISE OWL WAY, WINTER SPRINGS, FL 32708
$599,90067 Days on yellowkey MLS ID: O6380678
REDUCED by $14,600 (2.4%) on 03/31/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2531 Built: 2020Monthly Fee: $130 Tax: $6,177 (2024)Community: Tuskawilla CrossingsSingle Family
Taxes:$6,177
Remarks: HUGE PRICE DROP! SELLERS NEED TO SELL! WALK ON IN AND CALL IT HOME! Welcome to this stunning 4-bedroom, 3-bathroom home nestled in the highly sought-after Tuskawilla Crossings community of Winter Springs. From the moment you step inside, you’ll be greeted by a tastefully decorated foyer that opens up into a spacious living room and a beautifully designed open kitchen, perfect for entertaining and everyday living. On the first floor, you’ll find a guest bedroom and a full bathroom, offering flexibility for visitors or a home office. One of the standout features of this home? Outdoor living spaces galore! Enjoy not one, not two, but three screened-in patios — a cozy side porch off the living room, a private patio between the kitchen and garage, and an upper-level patio accessible from the loft — ideal for relaxing after a long day. Upstairs, you’ll find a generously sized loft, a large laundry room, and three more bedrooms, including the spacious primary suite. Located in the desirable Seminole County School District, this home is just minutes from the 417, making commutes a breeze. Don’t miss your chance to own this incredible home in Tuskawilla Crossings — schedule your private tour today before it’s gone!
Listing is courtesy of: VOSS REALTY INC (407-456-0777)
Listing Agent: Lindsay Kaye Voss (407-456-0777)
420 HARBOR WINDS CT, WINTER SPRINGS, FL 32708
$365,00027 Days on yellowkey MLS ID: O6391976
REDUCED by $10,000 (2.7%) on 03/31/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1914 Built: 2007Monthly Fee: $298 Tax: $5,229 (2025)Community: Harbor WindsTownhouse
Taxes:$5,229
Remarks: One or more photo(s) has been virtually staged. This stunning 3-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern luxury and serene living, complete with a two-car garage and an unbeatable location. Step inside to a home that feels brand new, featuring a freshly repainted interior and an open, airy layout designed for both comfort and style. The heart of the home is a chef-inspired kitchen boasting elegant granite countertops and a full suite of brand-new stainless steel appliances, perfectly positioned between a spacious family room and a separate formal dining room for effortless entertaining. The upper level serves as a private sanctuary, where all three bedrooms feature plush, new carpeting underfoot. The master suite is a true retreat, offering a spa-like bathroom with granite vanities, a separate walk-in shower, and a deep garden tub made for relaxation. Consistency in quality is found throughout, with granite finishes extending to the secondary bathroom as well. Perhaps the most captivating feature of this residence is its backyard, which backs up to a lush, peaceful greenspace, providing a quiet and scenic backdrop rarely found in townhome living. Beyond its aesthetic appeal, this home provides ultimate peace of mind with significant mechanical upgrades, including a brand-new AC system and a new water heater. Residents also enjoy access to a sparkling community pool area, perfect for cooling off on warm afternoons. Combining high-end finishes with a tranquil natural setting, this turn-key property is ready for you to move in and enjoy from day one.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
476 CLUB DR, WINTER SPRINGS, FL 32708
$285,00022 Days on yellowkey MLS ID: O6392856
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1995Monthly Fee: $520 Tax: $1,765 (2025)Community: Cypress ClubTownhouse
Taxes:$1,765
Remarks: Welcome to 476 Club Drive, a beautifully cared-for townhome nestled in the highly sought-after Cypress Club section of The Highlands in Winter Springs—a community known for its incredible amenities and natural surroundings. This spacious 3-bedroom, 2-bath residence blends comfort, functionality, and peace of mind with key updates already completed. Enjoy the benefits of a 2020 A/C system, a full repipe completed in 2016, a 2016 water softener, and an electric water heater approximately 9 years old. Even better, a brand-new roof is currently being installed and is fully covered by the HOA—adding long-term value and convenience. Inside, you’ll find an inviting layout with knockdown ceilings throughout the main level and an open living and dining area tucked toward the rear of the home for added privacy. Updated recessed lighting enhances the space, creating a warm and welcoming atmosphere. Just beyond, a step-down enclosed patio offers a serene retreat overlooking wooded views—perfect for relaxing or entertaining. The flexible floor plan includes a downstairs bedroom with an adjacent full bath, ideal for guests, a home office, or multi-generational living. Upstairs, two generously sized bedrooms feature soaring ceilings and abundant natural light. The primary suite offers ample closet space and tranquil views of the surrounding greenery, along with a spacious en-suite bath complete with a Jacuzzi tub and separate shower—perfect for unwinding after a long day. Cypress Club stands out as the only neighborhood within The Highlands with its own private pool, in addition to access to the community’s extensive amenities. Residents enjoy multiple pools, tennis courts, scenic walking trails, parks, pavilions, BBQ areas, a clubhouse, as well as volleyball and basketball courts—delivering a true Florida lifestyle right outside your door. Don’t miss this opportunity to own a move-in-ready home in one of Winter Springs’ most desirable communities!
Listing Agent: Jeff Singletary (407-383-1933)
1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708
$439,00027 Days on yellowkey MLS ID: O6391562
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1804 Built: 1980Monthly Fee: $117 Tax: $2,390 (2024)Community: Country Club Village Unit 1Single Family
Taxes:$2,390
Remarks: Welcome to effortless living in the highly sought-after Tuscawilla golf community in Winter Springs, Florida, where comfort meets convenience and lifestyle takes center stage. This beautifully maintained 3-bedroom home offers a bright, open layout with soaring vaulted ceilings and stylish laminate flooring that flows seamlessly throughout. Natural light pours in, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. One of the standout features is the spacious heated and cooled Florida room, adding valuable flex space for a home office, lounge, or year-round entertaining, all while overlooking your private outdoor setting. Enjoy peace of mind with major updates already completed, including updated plumbing, a water softener system, fresh interior paint, new exterior lighting, and newly installed sod that enhances curb appeal. Step outside your front door and into a lifestyle many buyers are searching for. Located just moments from the Tuscawilla Country Club, residents have the option to enjoy golf, tennis, dining, and social events for a low fee, making it easy to embrace an active, resort-style lifestyle without the high commitment. Even better, the HOA handles exterior yard maintenance, giving you more time to relax, travel, and enjoy everything the community has to offer. This is true low-maintenance living in one of Seminole County’s most established neighborhoods. Positioned in the heart of Winter Springs, you’re surrounded by scenic parks, walking and biking trails, top-rated Seminole County schools, and a wide variety of shopping and dining options just minutes away. Whether you're downsizing, relocating, or simply looking for a home that offers both lifestyle and ease, this property delivers a rare opportunity to live in one of Central Florida’s most desirable golf communities.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Brittany Pride (407-721-0939)
421 HORIZON DR, WINTER SPRINGS, FL 32708
$315,00047 Days on yellowkey MLS ID: O6384932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1069 Built: 1998Monthly Fee: $142 Tax: $3,681 (2025)Community: Seasons TheSingle Family
Taxes:$3,681
Remarks: Welcome to 421 Horizon Drive in Winter Springs, located in The Seasons community. This beautifully maintained one story home offers 3 bedrooms, 2 bathrooms, and 1,069 square feet of thoughtfully updated living space. Major improvements provide peace of mind, including a 50 year Rhino shingle roof installed in 2019, a 3.5 ton 14 SEER A C unit with heat pump and updated ductwork, a new electric panel, and a 2019 water heater. Inside, you’ll find newer Mohawk laminate flooring in the main living areas and bedrooms, tile in the kitchen and baths, updated light fixtures, newer ceiling fans, upgraded baseboards, and modernized doors and hardware throughout. The primary suite features a fully renovated bathroom with a walk in shower, glass enclosure, rain shower head, and updated vanity. The guest bathroom has also been extensively renovated. High and vaulted ceilings enhance the open great room and dining space, while the sliding glass doors lead to an extended and stamped concrete patio within a private vinyl fenced yard, ideal for relaxing or entertaining. Located on a quiet cul de sac with assigned parking and curb parking available, this home is just a short walk to the community pool and directly across from the park, playground, and tennis courts. The HOA covers lawn maintenance, making for easy, low maintenance living in a prime Seminole County location zoned for Winter Springs schools.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Peter Luu (321-917-7864)
422 SANDRINGHAM CT, WINTER SPRINGS, FL 32708
$822,80054 Days on yellowkey MLS ID: O6384155
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3512 Built: 2001Monthly Fee: $150 Tax: $12,732 (2025)Community: ParkstoneSingle Family
Taxes:$12,732
Remarks: Nestled at the end of a peaceful cul-de-sac within an exclusive gated community, this exceptional lakefront residence offers breathtaking water views and direct access from your own private dock. Just a short walk from the community pool, playgrounds, and tennis courts, this home perfectly blends tranquility with convenience. Boasting 5 bedrooms and 3.5 bathrooms, including two expansive primary suites, the layout is thoughtfully designed for both comfortable everyday living and effortless entertaining. Recent enhancements include luxury vinyl plank flooring throughout and fresh interior paint, creating a bright, modern, and move-in-ready ambiance. At the heart of the home, the open-concept kitchen showcases granite countertops, stainless steel appliances, and June 2024 upgrades including a new dishwasher, range hood, and electric range—ideal for hosting gatherings or enjoying quiet family meals. The main-level primary suite serves as a serene retreat, featuring a generous walk-in closet and sliding glass doors that open directly to the screened lanai. Step outside to your private oasis, where a sparkling pool and spa overlook the tranquil lake. Upstairs, you’ll find a spacious bonus room, three additional bedrooms, and a second primary suite complete with its own ensuite bath and walk-in closet—perfect for multi-generational living or long-term guests. The fully fenced backyard offers both privacy and charm, leading to a secluded wooded path that opens to a covered dock and deck. Equipped with an electric boat lift and ample space for relaxing, it’s the perfect setting to enjoy stunning lake views and unforgettable Florida sunsets. Additional highlights include a 3-car garage, a dual-zone A/C system (one unit replaced in 2022 and the second in 2025), and roof replaced in 2018, providing peace of mind and long-term value. Opportunities like this are rare—schedule your private showing today and experience the very best of lakefront living.
Listing is courtesy of: INTOP REALTY LLC (407-233-5453)
Listing Agent: Yujie Jiang (201-328-7856)
140 N. FAIRFAX, WINTER SPRINGS, FL 32708
$331,000133 Days on yellowkey MLS ID: O6364352
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1188 Built: 1959 Tax: $2,426 (2024)Community: North OrlandoSingle Family
Taxes:$2,426
Remarks: Fully Renovated Winter Springs Home with No HOA – Move-In Ready in Seminole County Welcome to 140 N. Fairfax Avenue in Winter Springs, Florida, a beautifully renovated home that blends classic Florida charm with modern upgrades in one of Seminole County’s most desirable and convenient locations. This extensively updated 3-bedroom, 1-bath home sits on a generous 8,900-square-foot lot and offers a turnkey opportunity for first-time buyers, downsizers, or investors seeking a move-in ready property in the Orlando metro area. Inside, the home has been thoughtfully remodeled from top to bottom. The interior features new flooring, fresh paint, modern lighting, and a completely updated kitchen and bathroom, along with new appliances and updated mechanical systems. A brand-new HVAC system installed in late 2025 and new energy-efficient windows add comfort and efficiency, allowing the next owner to enjoy years of low-maintenance living. The open and functional layout provides comfortable everyday living while maximizing natural light throughout the home. Outside, the spacious yard offers plenty of room to create your ideal outdoor living space. With no HOA restrictions, homeowners have the flexibility to add a garage or workshop, store a boat or trailer, or design additional outdoor entertaining areas. The property’s generous lot size offers rare freedom and versatility that is increasingly hard to find in Central Florida. For outdoor recreation, the home is located just a short walk to Torcaso Park, featuring a playground, splash pad, soccer fields, and a fishing pier. Residents also enjoy close proximity to Lake Jesup, Spring Hammock Preserve, and the Cross Seminole Trail, one of the region’s most popular trails for biking, jogging, and scenic walks. Families benefit from access to highly regarded Seminole County Public Schools, including Highlands Elementary School, Indian Trails Middle School, and Winter Springs High School, all located within a short drive of the home. Convenience is another major highlight of this location. The home is just minutes from Winter Springs Town Center, Oviedo on the Park, and Winter Park, providing easy access to shopping, dining, entertainment, and everyday services. Healthcare facilities such as Orlando Health South Seminole Hospital and AdventHealth Altamonte Springs are also nearby, offering quick access to medical care. Public transportation options are available throughout the area via the LYNX regional bus system, which serves Seminole County and connects residents to destinations across the greater Orlando area. Commuters can also access nearby SunRail stations in Longwood and Altamonte Springs for convenient rail service into downtown Orlando and surrounding employment centers. Safety and emergency services are close by as well, including Seminole County Fire Department stations serving the Winter Springs area, providing quick response coverage for local residents. Winter Springs itself is consistently recognized as one of the best places to live in Central Florida, known for its community feel, parks, trails, and easy access to major employers throughout Orlando, Lake Mary, and the Seminole County tech corridor. Whether you’re searching for a move-in ready home, an investment property, or an affordable Central Florida residence close to parks, schools, and commuter routes, 140 N. Fairfax Avenue delivers comfort, flexibility, and location in one exceptional package.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Shawn Mccormick (321-439-4277)
421 WOODCREST ST, WINTER SPRINGS, FL 32708
$550,00019 Days on yellowkey MLS ID: O6394375
1 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2374 Built: 1996Monthly Fee: $42 Tax: $3,295 (2024)Community: Winding Hollow Unit 2Single Family
Taxes:$3,295
Remarks: Under contract-accepting backup offers. Welcome to a home where smart technology, everyday comfort, and an unbeatable location come together in one exceptional package. Nestled on a beautifully landscaped corner lot in the highly sought-after Winter Springs/Tuskawilla area, this 4-bedroom, 3-bath residence with a 2-car garage offers the perfect blend of function, style, and convenience — with room to grow thanks to a pool-planned backyard ready for your personal vision. Inside, you’ll find a home designed for modern living. The kitchen is outfitted with sleek LG appliances (2023), paired with a matching LG washer and dryer (2023) for a fresh, move-in-ready feel. A Kinetico® whole-house water filtration and soft water system ensures high-quality water throughout, while the energy-efficient GE hybrid heat pump water heater not only saves on utility costs but also helps keep the garage cooler — a practical bonus for Florida living. Tech-savvy buyers will appreciate the CAT 5e high-speed ethernet wiring and smart home features that make daily life effortless. Control your garage from anywhere with the brand-new Chamberlain Bluetooth-enabled opener (2025), and manage irrigation with ease using the Orbit wireless sprinkler system (2021), complete with internet-based weather forecasting. This home is also built for enjoyment and entertaining. Whether you’re hosting friends or relaxing after a long day, you’ll love the in-ceiling speaker system in both the garage and back lanai, plus a living room pre-wired for a premium Bose® surround sound experience. Additional highlights include refreshed attic insulation (2022) for enhanced energy efficiency and an insulated, hurricane-reinforced garage door, backed by a lifetime maintenance and repair agreement with Precision Door Service — offering both durability and peace of mind. Location truly seals the deal. Just minutes from SR 434, 417, Publix, and a wide array of shopping and dining options, this home places everything you need right at your fingertips while still offering the charm and appeal of one of Central Florida’s most desirable communities. Meticulously maintained and thoughtfully upgraded, this home delivers the lifestyle today’s buyers are looking for — smart, stylish, and ready to enjoy from day one.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708
$495,00044 Days on yellowkey MLS ID: O6386347
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1996 Built: 2002Monthly Fee: $150 Tax: $2,713 (2024)Community: Parkstone Unit 2Single Family
Taxes:$2,713
Remarks: Good afternoon and welcome to your new 4 bedroom, 3 bathroom, and 2 car garage gated community home! The HOA fee is only $150 a month and covers all lawn maintenance, trimming of shrubs, fertilization, irrigation and outside pest control. The minute you walk in the front door, you will already begin to see your future holiday and family gatherings. The high ceilings are perfect for a tall Christmas tree! Can you see it? You will also notice that the entire home has been freshly painted with the woodgrain tile downstairs and the plush new carpeting upstairs! The kitchen, future home for all those family and friends baking, has been updated with quartz countertops, soft close cabinets, lighting and a stainless steel refrigerator. Don’t like Florida water, well you’re in luck, this home comes with a whole house water filtration system! To add to that, the roof and gutters are only 2-3 years old. Replaced in 2023! The A/C is 2015 and has had annual maintenance performed. So you’re thinking that you like to be outside. Gotcha covered there too. This home has an oversized porch with a fenced in backyard that has a banana, avocado and papaya tree. You also have access to a pool, tennis/pickleball courts and a park. If walking trails are your thing, there’s one in the Oviedo/Lake Mary area. To top your day off, enjoy downtown Winter Springs that is only a mile away!! What else could you possibly ask for! This home really has everything and it’s waiting for you.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Susan Young (407-408-3533)
1356 VIA VILLA NOVA, WINTER SPRINGS, FL 32708
$499,99921 Days on yellowkey MLS ID: S5146395
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1864 Built: 1980Monthly Fee: $28 Tax: $365 (2024)Community: Sunrise Unit 2-ASingle Family
Taxes:$365
Elementary School: Eastbrook Elementary
High School: Oviedo High
Remarks: Your private oasis awaits on a PREMIUM WATERFRONT LOT. Forget the stress... MOVE-IN READY to this completely stunning fully remodeled home with luxury finishes throughout! *** Welcome to your 3 Bedroom 2 full Bathroom, split plan Saltwater pool home. This home is also fully wheelchair accessible. The interior is elevated by curated designer upgrades, freshly redone walls and stylish new flooring throughout. Updates include: Roof (2018), pool finish & pool light (2023), Microwave & dishwasher (2021), KitchenAid double oven electric range (2025), HVAC (2023), repiped with PEX, dual pane windows and sliders (2018), vinyl fence (2024). This home has been completely leveled up with PREMIUM UPGRADES you won't find anywhere else. This home perfectly located just minutes from Top-Rated Oviedo High and easy SR417 access. The true showstopper is unrivaled SUNSET VIEWS over the tranquil pond---ideal for family living and unforgettable gatherings. Schedule your private showing today!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Tori Nguyen (407-739-4773)
1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708
$399,00045 Days on yellowkey MLS ID: O6386661
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1831 Built: 1993Monthly Fee: $39 Tax: $2,158 (2024)Community: Country Club Village Unit 3Single Family
Taxes:$2,158
Remarks: One of the most affordable homes in Tuscawilla! Welcome to your new home in the highly sought after community of Tuscawilla, nestled in beautiful Winter Springs! This move-in ready residence offers comfort, convenience and exceptional value-one of the best prices in the entire community! Featuring a newer (2020) barrel tile roof, brand new plumbing though out (2025), and a spacious double garage, this home is perfect for buyers seeking low maintenance living without sacrificing location and quality. Enjoy minimal upkeep with low HOA fees that include lawn maintenance, giving you more time to take advantage of everything this vibrant community has to offer! Just a short walk or golf cart ride away, you'll find the championship 18 hole golf course and clubhouse at Tuscawilla Country Club, along with a sparkling resort-style pool and clay tennis courts-ideal for an active Florida lifestyle! There is also a welcoming restaurant and bar which hosts many fun social events for members! Whether you're purchasing your first home, downsizing, or investing, this property offers unbeatable value in a prime location. Don't miss your opportunity to own in one of the area's most desirable communities!
Listing is courtesy of: URBAN PALM REAL ESTATE COMPANY (321-231-2094)
Listing Agent: Andrea Rusch (321-231-2094)
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