Location: Winter Springs , 32708
Do Not Show Listings
965 PAPAYA LN, WINTER SPRINGS, FL 32708
$729,90029 Days on yellowkey MLS ID: OM724828
0 Days Off yellowkey (back on 5/22/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3514 Built: 1986Monthly Fee: $3 Tax: $3,805 (2025)Community: Oak Forest Unit 5Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,805
Elementary School: Keeth Elementary
High School: Winter Springs High
Tax Year: 2025
Middle School: Indian Trails Middle
Remarks: Under contract-accepting backup offers. Nestled in the highly sought-after Oak Forest community of Winter Springs, this beautifully maintained and fully remodeled 5-bedroom, 4-bath pool home offers more than 3,500 square feet of versatile living space designed for luxury, comfort, and flexibility. The main residence features a spacious open-concept kitchen, living and dining area, plus a separate family room and dedicated office/gym space. Adding exceptional value and versatility, the property also includes an attached bonus home with a private entrance. The lower level offers a in-law one-bedroom floor plan with an open living, kitchen, and dining area along with its own patio, while the upstairs studio suite includes a kitchenette and full bath — creating incredible opportunities for multi-generational living, guest accommodations or a home office setup. Inside the main home, the updated kitchen showcases solid wood cabinetry, quartz countertops, high-end stainless steel appliances, and abundant natural light throughout. The luxurious primary suite has been thoughtfully remodeled with custom millwork, shiplap accents, built-in storage, recessed lighting, warm wood-grain tile flooring, designer finishes, and direct patio access for a true private retreat. Step outside and experience Florida living at its finest in the screened-in pool area overlooking a fully fenced backyard and peaceful wooded preserve. Designed for entertaining, the outdoor space features a fully equipped outdoor kitchen including concrete countertops, sink, and refrigerator, built-in fireplace, TV, pool, poolside entertaining areas, low-maintenance artificial turf, a gazebo seating area with TV and fans, and an additional storage shed. Additional highlights include a 2-car garage, abundant parking, solar energy panels, wood-grain tile flooring throughout the main living areas, and well-maintained systems. Ideally located near top-rated Seminole County schools, shopping, dining, parks, and major roadways, this exceptional move-in ready property perfectly combines style, functionality, and an unbeatable location.
Listing is courtesy of: REAL ESTATE RESOLUTIONS OF FLO (813-849-8918)
Listing Agent: Josh Mclennan (813-849-8918)
343 SAN MIGUEL ST #343, WINTER SPRINGS, FL 32708
$189,90024 Days on yellowkey MLS ID: O6409678
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 945 Built: 1980 Tax: $1,251 (2025)Community: Indian RidgeCondo
Taxes:$1,251
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this freshly painted 2-bedroom, 2-bathroom condominium located in the desirable Deer Song community in Winter Springs. Offering a low-maintenance lifestyle in a convenient Central Florida location, this residence is a great fit for a first-time buyer, downsizer, seasonal resident, or investor looking for a well-positioned property with everyday comfort and community appeal. Inside, the home features a practical layout with 945 square feet of living space, offering comfortable living areas and a functional design that makes the most of the space. The freshly painted interior provides a clean, refreshed feel and gives the next owner a neutral starting point to make the home their own. With two bedrooms and two full bathrooms, the layout offers flexibility for guests, a home office setup, or shared living arrangements. One of the standout features of this home is the private outdoor space. The fenced patio area creates a comfortable spot for morning coffee, container gardening, pets, outdoor dining, or relaxing at the end of the day. The included storage shed adds valuable functionality, offering extra space for tools, bikes, seasonal items, or outdoor equipment. Deer Song offers a peaceful residential setting known for its established neighborhoods, mature surroundings, and convenient access to parks, trails, shopping, dining, and everyday essentials. The community is located near Winter Springs Town Center, Torcaso Park, the Cross Seminole Trail, Oviedo Mall, Publix, restaurants, and major roadways for easier commuting throughout Central Florida. With its freshly painted interior, efficient 2-bedroom layout, private fenced outdoor space, storage shed, and desirable Winter Springs location, this Deer Song condominium offers comfort, convenience, and low-maintenance living in one of Seminole County’s most appealing areas.
Listing is courtesy of: INNOVATIVE REALTY, LLC (407-772-5555)
Listing Agent: Michael Rogers (407-782-3200)
1835 SENECA BLVD, WINTER SPRINGS, FL 32708
$945,00038 Days on yellowkey MLS ID: O6405243
0 Days Off yellowkey (back on 5/20/2026)
REDUCED by $30,000 (3.1%) on 05/18/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3742 Built: 1988Monthly Fee: $8 Tax: $5,740 (2024)Community: Tuscawilla Unit 14BSpa: NoSingle Family
Taxes:$5,740
Elementary School: Lawton Elementary
High School: Oviedo High
Tax Year: 2024
Remarks: Under contract-accepting backup offers. BEAUTIFUL, UPDATED Six-Bedroom, Four and one-half Bath Executive Pool home in Tuscawilla’s sought-after Chelsea Woods community with its tree-canopy lined streets! This unique home has no back neighbors, no required HOA & offers TWO PRIMARY BEDROOMS (one on each level) & a third bedroom with ensuite bath access! This fabulous home sits on an oversized lot with a wooded green space behind it & is zoned for Top-Rated schools including Oviedo High. This home features a REMODELED KITCHEN, REMODELED PRIMARY BATHS, & boasts numerous updates: NEWER ROOF (2021); LOW-E DOUBLE PANE WINDOWS (2022); TWO NEWER HVAC SYSTEMS (2021); Two NEWER WATER HEATERS (2024 & 2025); RESURFACED POOL with FULLY PAVED DECKING & Newer variable speed pool pump; Freshly painted exterior (2023); PLANTATION SHUTTERS; CROWN MOLDING; KNOCK DOWN CEILINGS; upgraded Security System; and a whole-house WATER SOFTENER. The Kitchen is a chef's dream, showcasing elegant two-tone cabinetry, granite counters, a stylish stone backsplash and soft-close doors & drawers. Enjoy casual meals at the island's breakfast bar & dine in style under crown molding in the spacious Dining Rm, complemented by Plantation Shutters here and in several other rooms. First Floor flooring is upgraded with large porcelain tile throughout, with the exception of the rich engineered hardwood floors in the Primary Bedroom. The first floor Primary Bedroom remodeled bath features a zero-entry shower with newer tile, tall cabinets with granite counters & dual sinks. Beautiful hardwood stairs lead the way to the upper floor, where the Primary Bedroom here also features a remodeled bath with a generous sized shower with dual showerheads, a separate bath & tall cabinetry with granite counters. The other 4 Bedrooms upstairs are generously sized, with one having direct access from the Primary Bedroom, making it perfect as a nursery, office or gym. With 14 closets in this home there’s no shortage of storage! This home offers warmth as well as charm with TWO FIREPLACES—one in the Living Rm and one in the Family Rm. The Family Rm is open to the kitchen & features sliding glass doors that open to the spacious lanai & pool. Step outside to a beautifully resurfaced pool area with brick paver decking, a screen enclosure & a large covered patio—perfect for outdoor gatherings! The fully-fenced backyard sits on over a 1/3 acre lot & backs up to a peaceful wooded green space. You will appreciate the interior Laundry Rm with its utility sink, the large pantry closet, the extra room in the 2-1/2 Car Side-Entry Garage, pull down attic stairs, the stylish landscape curbing and the EXTENDED DRIVEWAY – perfect for keeping extra vehicles. This fabulous home is located close to 417/426/434, UCF, Siemens, Research Park, Oviedo Hospital & Oviedo Mall for easy commuting. It is centrally located in highly desirable Tuscawilla and is close to several parks, the 29-mile Cross-Seminole Trail & is within a mile of the Tuscawilla Country Club, where Golf, Tennis & Social memberships are available at this beautiful, recently renovated private course. In addition to golf & tennis, there’s a Jr. Olympic sized pool, clubhouse, pro shop, fitness center & restaurant. This is truly a perfect place to call home. Don’t delay in calling for your PRIVATE SHOWING of this beautiful, executive home, perfect for a large or multi-generational family!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Diane Sterling (407-761-0512)
1422 SPALDING RD, WINTER SPRINGS, FL 32708
$425,000381 Days on yellowkey MLS ID: O6313691
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1983Monthly Fee: $95 Tax: $1,306 (2024)Community: Wedgewood Tennis VillasSpa: NoSingle Family
Taxes:$1,306
Remarks: PRICE REDUCTION!!!Ready to move into! Well maintained and updated 3-bedroom Tuskawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch ROOF INSTALLED IN 2023, AC INSTALLED IN 2021, Resurfaced bath tub, shower and vanity countertops. Professional tennis courts and a clubhouse facility right across the street. Opportunity to join the Tuskawilla Country Club for golf, swimming, dining and more! NEW KITCHEN INSTALLED IN 2023! WITH UPDATED CABINETRY, QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES! CLOSET PANTRY & QUARTZ BREAKFAST BAR! Eat-in kitchen, vaulted ceilings with elegant wooden beams. Enjoy the living space outdoors in a large screened-in patio, enjoy your backyard, with 12 inch concrete tiles, vinyl fence for privacy, creating a relaxed setting for entertaining . Relax and enjoy the enclosed front porch with sliding door access to both bedrooms. Sliding door in the master bedroom with access to the ceramic tiled back screened porch. This home is near Trotwood Park, Cross Seminole Trail and Bear Creek Nature Trail. A short drive to Oviedo Mall, Winter Springs Town Center and the many parks in the area. The location is one of the best with quick access to the 417. The schools include some of the top-rated schools in all of Central Florida. Schedule your showing today, before it’s too late!
Listing is courtesy of: DIAMOND 2000 REALTY, INC (321-231-4195)
Listing Agent: Ramon Ortiz Cruz (321-231-4195)
608 JESUP SPRINGS LN, WINTER SPRINGS, FL 32708
$435,000102 Days on yellowkey MLS ID: O6387661
REDUCED by $14,000 (3.1%) on 04/29/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2164 Built: 2013Monthly Fee: $233 Tax: $5,037 (2024)Community: Jesups LandingTownhouse
Taxes:$5,037
Remarks: Under contract-accepting backup offers. This END UNIT townhome has been beautifully updated and well maintained. Located in the Jesups Landing community of Winter Springs, a highly desirable part of a vibrant community, and close to shopping, dining, major roads and highways. You'll enjoy the community - small and tucked away from the hustle and bustle and the virtually maintenance free lifestyle! With 4 bedrooms and 3.5 baths, this tri-level townhome has a stately private entrance, lots of living space including a grand kitchen with large island and breakfast bar, quartz countertops, a large pantry, generous living space and a beautiful formal dining area. A half bath on the main living level offers added convenience. This home has THREE private porches/patios - two on the main living level, one is accessible from the living room, one off the dining room and a large covered patio on the first level! Newer LVP flooring added in 2022 throughout the main living areas and lower level bedroom including stairs. ALL 3.5 bathrooms have been updated with modern finishes. The primary bedroom has barn door access to the en suite bath - a decorative and functional, space saving solution! Thoughtfully designed with a 2-car garage and mudroom/bag drop just inside! A block from the waterfront community pool, clubhouse and fitness center. You will absolutely love living in this community, tucked away from the hustle and bustle while being minutes to everyday conveniences. The Seminole trail is just around the corner, perfect for the biking and fitness enthusiast! A clean, modern, bright, updated home ready for you to move right in!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Carla Stanton (321-356-3370)
672 VISTAWILLA DR, WINTER SPRINGS, FL 32708
$650,00045 Days on yellowkey MLS ID: O6402872
0 Days Off yellowkey (back on 5/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2242 Built: 1986 Tax: $4,505 (2024)Community: TuscawillaSpa: NoSingle Family
Taxes:$4,505
Remarks: Welcome to life in Tuscawilla—where comfort, convenience, and Florida living come together beautifully. Ideally situated in the sought-after Tuscawilla community and just steps from the scenic Cross Seminole Trail, this 4-bedroom, 3-bathroom pool home offers the perfect blend of style and functionality. Inside, you’ll find an open, airy floorplan enhanced by vaulted ceilings, neutral paint, laminate flooring, and abundant natural light. The living room serves as the heart of the home, featuring a cozy wood-burning fireplace and seamless flow into the fully remodeled kitchen. Designed with both everyday living and entertaining in mind, the kitchen showcases shaker cabinetry with glass-lit upper cabinets, quartz countertops, stainless steel appliances, updated fixtures, a closet pantry, and a spacious island with breakfast bar. A bright dinette area sits just off the kitchen for casual dining. At the rear of the home, a stunning Florida room creates the ultimate indoor-outdoor living experience, complete with two sets of French doors that open to the patio and pool area. The thoughtfully designed split floorplan provides privacy and flexibility. The spacious primary suite offers a large walk-in closet and an en-suite bathroom with a new vanity, lighting, and mirror, relaxing garden tub, and separate tile shower. A secondary bedroom on this side of the home features French doors, a generous closet, and a built-in Murphy bed—perfect for guests or a home office. Across the hall, a fully remodeled bathroom boasts a custom vanity and beautifully tiled shower. On the opposite side of the home, two additional bedrooms with ceiling fans and ample closet space share a third updated bathroom, which conveniently serves as a cabana bath for pool access. Additional highlights include a large laundry room with built-in shelving and a versatile side-entry garage equipped with a mini-split A/C—ideal for a workshop, hobby space, or bonus room. Step outside to your private backyard oasis, where a spacious paver pool deck and screened enclosure surround the sparkling pool. The oversized, fenced yard offers plenty of room for pets, play, or future enhancements. Out front, enjoy a charming porch with a swing and an extended driveway providing ample parking. Additional, notable upgrades include a 2025 roof, 2024 AC, and 2024 water heater. This home truly checks all the boxes—location, layout, and lifestyle.
Listing Agent: Jean Scott (407-759-5320)
721 GALLOWAY CT, WINTER SPRINGS, FL 32708
$359,90031 Days on yellowkey MLS ID: G5112246
0 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1840 Built: 1977Monthly Fee: $35Community: Highlands Sec 4Spa: YesSingle Family
Taxes:$0
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: Under contract-accepting backup offers. Welcome to this charming home with a beautiful Winter Springs address! Nestled on a quiet, tree-lined cul-de-sac in the legendary Highlands community, this updated two-story 3 bedroom, 2.5 bathroom custom home offers the perfect blend of warmth, comfort, privacy, and functionality — all backing up to a stunning natural spring preserve with trails and no rear neighbors! Offering an inviting layout filled with natural light, this home immediately makes you feel at ease the moment you walk through the door. The great room features soaring ceilings and warm wood accents that reflect character and charm rarely found at this price point. The updated kitchen is designed for both everyday living and entertaining, featuring granite countertops, recessed lighting, pantry storage, and newer modern stainless appliances. The kitchen flows seamlessly into the dining area. Sliding glass doors lead you to your private outdoor retreat. Step outside and enjoy true Florida living with a peaceful wooded view, oversized patio space, luxury hot tub spa with massage jets, grill, and patio table with umbrella— all included! Whether you're hosting guests or unwinding after a long day, this backyard setting is virtually impossible to beat. Upstairs, you’ll find three bedrooms, including a spacious Primary Suite with a huge walk-in closet. The Primary bath offers excellent potential, needing just a touch of TLC. Major updates provide peace of mind, including a Roof (2020), Hot Water Heater (2022), Electrical (2015), Kitchen Renovation (2015), first floor Windows replaced (2015), and AC (2017). Located in the amenity-rich Highlands, residents enjoy access to a community pool, clubhouse, tennis courts, playgrounds, scenic walking trails, and beautiful boardwalks — all with low HOA fees. Add in top-rated Seminole County schools and a location near shopping, dining, parks, and major roadways, and you have an incredible opportunity to own in one of Central Florida’s most loved communities. This is the kind of home buyers wait for — updated, private, full of character, and located in one of the best communities in the area. Don’t miss out!
Listing is courtesy of: BEACON REAL ESTATE & ASSOC (352-253-9200)
Listing Agent: Al Spry (407-310-3064)
749 WILLOW RUN LN, WINTER SPRINGS, FL 32708
$620,00031 Days on yellowkey MLS ID: O6407791
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2456 Built: 1986Monthly Fee: $17 Tax: $5,752 (2025)Community: Willow RunSpa: NoSingle Family
Taxes:$5,752
Elementary School: Red Bug Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Spacious and well-maintained 4-bedroom, 3-bath home in a highly sought after neighborhood! The owner's suite includes a walk-in closet and granite vanity, while the additional bedrooms are bright and comfortable. The family room has soaring ceilings, a gorgeous brick wood-burning fireplace and sliding glass doors overlooking the private back yard. The kitchen features granite countertops and an eating area with easy access to the living spaces. Relax in the sparkling HEATED pool while you overlook the fenced-in back yard with plenty of room for outdoor activities and pavers that leads to a built-in fire pit- a perfect place to gather family and friends! Centrally located in Tuskawilla/Redbug area with "A" rated Seminole County Schools, restaurants, Marketplace Mall and close to 417 toll road. Minutes to Orlando International Airport & downtown. Note from the owners - We have truly loved living in this neighborhood and being part of such a warm, welcoming community. The neighbors are friendly, caring, and always look out for one another. Some of our favorite memories include trick-or-treating together on Halloween, the beautiful luminaries at Christmas, and the many neighborhood parties and gatherings throughout the year. It’s a special neighborhood filled with connection and wonderful neighbors . ROOF 2024 POOL PUMP 2025
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Tasha Blomenkamp (407-403-3316)
408 AVONDALE CT, WINTER SPRINGS, FL 32708
$1,250,00060 Days on yellowkey MLS ID: O6398566
0 Days Off yellowkey (back on 5/17/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3850 Built: 2003Monthly Fee: $167 Tax: $9,316 (2025)Community: Wicklow Greens At TuscawillaSpa: YesSingle Family
Taxes:$9,316
Elementary School: Rainbow Elementary
Remarks: Under contract-accepting backup offers. Welcome to 408 Avondale Court, a custom estate built by Von Jacobs in 2003 & located in the highly desirable, gated Wicklow Greens community in Winter Springs. Set among just 48 custom homes, this stunning residence sits on arguably one of the best lots in Tuscawilla. This .48 acre property is situated in the rear of the neighborhood, on a quiet cul-de-sac where you can enjoy serene views of conservation & Howell Creek in the back. This home features 5 bedrooms, 4.5 bathrooms, and 3,850 square feet of thoughtfully designed living space. From the moment you enter, you’ll appreciate the elegance of wood flooring throughout the first floor, soaring ceilings, and the ideal layout for both everyday living and entertaining. The generously sized kitchen features wood cabinetry, a long center island that offers plenty of countertop space for meal prep, a wet bar, and ample seating space. All 5 bedrooms are conveniently situated on the lower level, with an oversized 650 sq ft loft & 4th full bathroom upstairs. This layout is ideal, offering several options no matter your stage of life. Step outside to your private backyard retreat, which features pavers, a pool and a gas-heated spa, surrounded by peaceful conservation views—the perfect place for relaxing evenings or weekend gatherings.This home has been meticulously maintained by its original owner and updated with major improvements including a new roof (2022), exterior paint (2022), and newer mechanical systems such as A/C units (2015 & 2016) and water heaters (2022 & 2016). A 3-car side-entry garage completes the picture, offering both convenience and curb appeal. Ideally located just minutes from the Tuscawilla Country Club, residents can enjoy convenient access to golf, dining, and social membership opportunities, making this home perfect for those seeking an elevated Central Florida lifestyle. The community is zoned for top-rated schools including Winter Springs High, Indian Trails Middle, and Rainbow Elementary, with additional private school options nearby, such as The Geneva School, Masters Academy, St. Luke’s, Trinity Prep, and Choices in Learning charter school. This is a rare opportunity to own a luxury home in one of Winter Springs’ most coveted gated neighborhoods. So hop onto your golf cart, and zip on by to see this beauty before it's too late!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Jennifer Christ (407-474-7823)
113 LIDO RD, WINTER SPRINGS, FL 32708
$365,000337 Days on yellowkey MLS ID: O6326611
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1312 Built: 1980 Tax: $4,019 (2024)Community: North Orlando Ranches Sec 09Single Family
Taxes:$4,019
Remarks: Welcome home to this 4 bedroom 2 bath in the heart of Winter Springs! Walk thru the front door to be wowed with LVP flooring and a spacious living space with large windows letting in natural light. The eat-in space in the kitchen features French doors leading out into the oversized backyard perfect for a summer game of baseball or even a firepit for those cool FL nights. Kitchen has updated real wood cabinets with plenty of space for all those kitchen essentials and granite countertops with new stainless appliances. Along with the master suite features LVP flooring, a new vanity with granite and a tub/shower combo. Other three bedrooms include LVP flooring and ample closet space. Guest bath also has a new vanity with granite too! Close to the bus line and convenient to major highways, shopping and dining. This home is well maintained and move-in ready for a buyer like YOU! Schedule a showing today as this home wont last long! Roof is 2018 & A/C is 2025
Listing is courtesy of: HD REALTY LLC (407-260-8800)
Listing Agent: Nicole Anderson (407-461-4861)
222 W PANAMA RD, WINTER SPRINGS, FL 32708
$310,000130 Days on yellowkey MLS ID: V4947103
1 Days Off yellowkey (back on 5/14/2026)
REDUCED by $10,000 (3.1%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1044 Built: 1978 Tax: $4,383 (2024)Community: Foxmoor Unit 2Single Family
Taxes:$4,383
Elementary School: Winter Springs Elementary
Remarks: POOL HOME + NEW ROOF! Welcome to this beautifully upgraded 3-bedroom, 2-bath residence with a 2-car garage, perfectly positioned in one of Winter Springs’ most sought-after, established neighborhoods with NO HOA. This home features a private, fully fenced backyard oasis with a sparkling pool—ideal for entertaining, relaxing, and enjoying Florida living year-round. A brand-new roof will be installed, offering added value and peace of mind. Conveniently located just minutes from top-rated Seminole County schools, scenic parks, premier shopping, dining, and major highways for an easy commute. Rare opportunity to own a move-in-ready pool home in a prime location—schedule your showing today
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Melissa Maldonado (646-943-4002)
1171 SADDLEHORN CIR, WINTER SPRINGS, FL 32708
$410,00054 Days on yellowkey MLS ID: O6401152
0 Days Off yellowkey (back on 5/14/2026)
REDUCED by $10,000 (2.4%) on 05/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1611 Built: 1984Monthly Fee: $38 Tax: $4,128 (2024)Community: Tuscawilla RidgeSpa: NoSingle Family
Taxes:$4,128
Remarks: Check out 1171 Saddlehorn Cir, recently refreshed with fresh interior paint and partial flooring replacement throughout. The kitchen includes all stainless steel appliances, and a walk in closet enhances the primary bedroom. A fireplace adds warmth to living areas, while a patio extends to the fully fenced in backyard. A perfect blend of modern updates and practical comfort. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
859 BENCHWOOD DR, WINTER SPRINGS, FL 32708
$454,90066 Days on yellowkey MLS ID: O6397781
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1632 Built: 1984 Tax: $1,787 (2025)Community: Oak Forest Unit 3Single Family
Taxes:$1,787
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 4-bedroom, 2-bath home nestled in one of Winter Springs’ most sought-after neighborhoods! Perfectly positioned next to a quiet dead-end street, this move-in ready property offers both privacy and convenience—ideal for hosting guests with extra parking or enjoying peaceful, low-traffic surroundings. Step inside to discover a thoughtfully upgraded interior featuring brand-new luxury vinyl plank (LVP) flooring installed in 2025 and elegant 5½-inch baseboards throughout. The heart of the home is the STUNNING, FULLY REMODELED KITCHEN (2022), designed for both everyday living and entertaining. It boasts STAINLESS STEEL APPLIANCES, a LARGE QUARTZ ISLAND WITH BUILT-IN CABINETRY, 42-inch maple wood cabinets in a rich cashew finish with cabinet molding, SOFT CLOSE DRAWERS, and abundant horizontal storage with convenient pull-outs. A double oven, eat-in kitchen space, and open flow into the family room make this layout as functional as it is inviting. Both bathrooms were tastefully updated in 2025, featuring custom lighting and soft-close cabinetry, creating a modern feel in both the primary and secondary baths. Major system upgrades provide peace of mind, including a roof replaced in 2016, ANDERSON DOUBLE PANE LOW-E WINDOWS, Andersen French sliding patio door added in 2021, enhancing energy efficiency and natural light throughout the home. Step outside to your expansive 27’ x 10’ covered and screened lanai—perfect for relaxing or entertaining—with no rear neighbors for added privacy. The backyard also includes a storage shed on a durable 4-inch concrete slab, installed in 2018. With its extensive upgrades, prime location, and turnkey condition, this home truly checks every box. Don’t miss your opportunity to own a beautifully maintained property in the heart of Winter Springs!
Listing is courtesy of: VALENCE REALTY GROUP (407-797-5034)
Listing Agent: Chuck Valence (407-797-5034)
1053 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708
$309,777379 Days on yellowkey MLS ID: O6314126
4 Days Off yellowkey (back on 5/14/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 1980Monthly Fee: $117 Tax: $4,856 (2024)Community: Country Club Village Unit 1Single Family
Taxes:$4,856
Remarks: Under contract-accepting backup offers. Short Sale. This property has significant potential and is located in the highly desirable Tuscawilla Country Club area. This home features three bedrooms, two bathrooms, and a practical two-car garage. It's important to note that this property needs some tender loving care, and it may need a new roof. The current asking price has been strategically set to acknowledge the present condition of the home and the necessary improvements. This presents a unique opportunity for those looking to create a personalized living space in a fantastic location. The Tuscawilla Country Club area is well-regarded for its appealing amenities and its proximity to various local points of interest. We are confident that this property holds considerable promise for the Buyers who are prepared to invest in its renovation and make it their own.
Listing is courtesy of: INT'L PROFESSIONAL REALTY INC (407-699-7718)
Listing Agent: Maria Gonzalez Ortiz (407-545-9060)
214 N ALDERWOOD ST, WINTER SPRINGS, FL 32708
$339,90075 Days on yellowkey MLS ID: O6394428
REDUCED by $10,000 (2.9%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1053 Built: 1972 Tax: $657 (2024)Community: North Orlando Terrace Unit 1 Sec 3Single Family
Taxes:$657
Remarks: Under contract-accepting backup offers. Completely remodeled 3-bedroom, 2 bathroom home located located in the heart of Winter Springs, offering convenience , comfort , and modern upgrades throughout. Situated on an oversized lot, this property features a large private pool, perfect for entertaining or relaxing in your own backyard oasis. Inside , you'll find a brand -new kitchen with modern finishes ,complemented by all-new appliances . The home also includes luxury vinyl flooring throughout, creating a stylish and durable living space . Additional upgrades include: new roof, brand new AC system , fully remodeled bathrooms with upgraded fixtures , gas water heater for added efficiency and flexibility . Ideally located near shopping , dining, and entertainment, this home offers the perfect blend of modern living and prime location
Listing is courtesy of: WORLD PROPERTIES GROUP (407-574-5920)
Listing Agent: Krasimira Kakarova (240-506-5959)
572 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
$330,00061 Days on yellowkey MLS ID: O6397068
REDUCED by $3,000 (0.9%) on 05/12/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1564 Built: 2005Monthly Fee: $264 Tax: $3,808 (2024)Community: Barclay Reserve TwnhmsTownhouse
Taxes:$3,808
Middle School: Jackson Heights Middle
Remarks: This beautiful 3 bedroom 2.5 bath townhome is located in Winter Springs near 417 plenty of shopping with a premium lot. new roof 2022 updated HVAC system. includes refrigerator, range, and dishwasher, and microwave This gated community has so much to see lots of walking the balcony is private over looking the trees and nature.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: April Angry (407-697-0528)
506 CLUB DR, WINTER SPRINGS, FL 32708
$232,000206 Days on yellowkey MLS ID: O6362326
REDUCED by $5,000 (2.1%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1002 Built: 1987Monthly Fee: $398 Tax: $1,908 (2024)Community: Cypress ClubTownhouse
Taxes:$1,908
Remarks: Move-in ready 2-bedroom, 2-bathroom single-level townhome in the heart of Winter Springs! Enjoy an updated kitchen with granite countertops, freshly painted interior, and new flooring. Relax on the screened and tiled lanai overlooking serene greenspace. This quiet, secluded community offers two assigned parking spaces and a community pool just steps from your front door. Residents enjoy amenities including community pool, tennis courts, lush parks, and scenic walking trails throughout the neighborhood. Conveniently located near shopping, dining, entertainment, major highways, and all the area’s conveniences.
Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)
Listing Agent: Kathleen Harrison (407-435-9565)
130 E BAHAMA RD, WINTER SPRINGS, FL 32708
$725,00059 Days on yellowkey MLS ID: O6398011
0 Days Off yellowkey (back on 5/9/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2158 Built: 1991 Tax: $3,366 (2024)Community: Bahama RanchesSingle Family
Taxes:$3,366
Remarks: Under contract-accepting backup offers. Don’t miss the opportunity to see this exceptional property! Located in the desirable Ranchlands neighborhood of Winter Springs, this exceptional property sits on over 1.5 acres of land, offering both space and privacy. A large circular driveway provides easy access and ample parking. This well-maintained home features 4 bedrooms, 2 bathrooms, and over 2,100 square feet of living space, with a split floor plan ideal for both everyday living and entertaining. As you enter, you’re welcomed by a bright, open interior showcasing tile flooring throughout the home, high ceilings, and an abundance of natural light. The upgraded kitchen is a standout, featuring stainless steel appliances, granite countertops, plenty of cabinet storage and a kitchen nook. The spacious family room includes a cozy fireplace, along with a mounted TV and surround sound system that will convey with the home. The primary suite offers private access to the backyard through sliding glass doors, a walk-in closet, and a generously sized en-suite bathroom complete with dual sinks, and a tub/shower combo. Step outside to enjoy the expansive covered lanai—perfect for relaxing or entertaining—along with a 30' above-ground pool to enjoy Florida’s warm weather and a play area for the little ones. Additional upgrades include a home generator, AC and septic tank and pump all installed in 2017, a water heater in 2018, pool in 2020, roof in 2021 and pool pump in 2026. In addition to the attached 2-car garage, the property also features a 25' x 30' detached garage equipped with electricity and AC—ideal for extra vehicles, a workshop, or storage. A side-entry gate provides access for RV or boat parking to store in your backyard. With no HOA, you’ll enjoy the flexibility to use the property as a primary residence, investment, or income-producing opportunity. This hidden gem offers a peaceful, country-style setting while still being conveniently located near major roads, shopping, and dining. Come see it today and make it yours!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Zac Hernandez (407-576-7622)
335 KIRKCALDY DR, WINTER SPRINGS, FL 32708
$339,90040 Days on yellowkey MLS ID: O6400818
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1178 Built: 1984Monthly Fee: $36 Tax: $3,693 (2025)Community: Highland Village 1Single Family
Taxes:$3,693
Remarks: Welcome home to this cozy 3-bedroom, 2-bath bungalow-style home located in the resort-like Highlands community, offering 1,178 sq. ft. of living space. This home features vaulted ceilings, ceramic tile throughout, fresh interior paint, and a newly renovated kitchen with granite countertops, solid wood shaker-style cabinets, and black appliances. Major updates include a 2025 water heater and a new electrical panel inside and outside. The generously sized primary bedroom includes a built-in California Closets system, providing stylish and highly functional custom storage. The secondary and third bedrooms are also well-sized—perfect for guests, family, or easily converted into a home office. Washer and dryer are included in the sale. Enjoy the covered and screened lanai overlooking a charming New Orleans-style courtyard with pavers, a firepit, and a lamp post. The oversized, fully fenced, and cleared backyard offers plenty of space to relax, entertain, or garden, providing a strong sense of privacy. The Highlands is a highly sought-after, established community with low HOA fees and beautiful mature trees throughout. Amenities include an Olympic-size community pool, walking trails, playground, tennis court, volleyball court, and a clubhouse. Ideally situated just off State Road 434 Florida and Tuskawilla Road, this home offers quick access to Winter Springs Town Center for shopping and dining, and is just a short stroll from Torcaso Park—a lively neighborhood park featuring basketball courts, soccer and football fields, playgrounds for all ages, a splash pad, sand play areas, and picnic pavilions, perfect for both active days and relaxed family outings.
Listing is courtesy of: MILLENIUM REALTY GROUP (407-277-1400)
Listing Agent: Irina Carp (407-969-9937)
607 CASA PARK COURT K, WINTER SPRINGS, FL 32708
$239,90047 Days on yellowkey MLS ID: O6402801
0 Days Off yellowkey (back on 5/5/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1088 Built: 1985Monthly Fee: $207 Tax: $1,556 (2024)Community: Casa Park Villas Ph 2Townhouse
Taxes:$1,556
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully reimagined 2-bedroom, 2-bath townhome in the heart of Winter Springs. From the moment you step inside, you’re greeted by a bright, open-concept layout that seamlessly connects the family room, dining area, and kitchen—creating a warm, inviting space perfect for both everyday living and entertaining. Every detail has been thoughtfully updated, featuring luxury vinyl flooring throughout, fresh modern paint, and a stunning, fully renovated kitchen complete with brand-new cabinetry, sleek countertops, and stainless steel appliances. The result is a clean, contemporary feel that’s as stylish as it is functional. Upstairs, you’ll find a serene primary suite along with a spacious second bedroom, offering comfort and privacy. The bathroom has been completely transformed with elegant marble flooring, adding a touch of luxury to your daily routine. Step outside to your large, screened-in covered patio—an ideal retreat for morning coffee, evening relaxation, or hosting friends in a peaceful outdoor setting. Beyond the beauty, this home offers peace of mind with major upgrades already taken care of, including a brand-new A/C (2026), new Pella double-pane high-impact windows, and a tankless water heater (2026). Located in a desirable community close to parks, scenic trails, dining, shopping, top-rated schools, and major highways, this home truly delivers the perfect blend of comfort, convenience, and value. This isn’t just a townhome—it’s a place where you can settle in, unwind, and feel at home from the very first moment.
Listing is courtesy of: KGV REALTY GROUP (407-474-0844)
Listing Agent: Kristin Vogt Pllc (407-417-7206)
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