29

Winter Springs, FL Homes for Sale under $800,000

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  • /16

    $533,888

    $84K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,502 Sq Ft

    1421 Happy Bird Ln, Winter Springs, FL 32708

    Welcome home! Fall in love this welcoming two-story home that features 4 bedrooms and 3.5 bathrooms, perfectly positioned across from the Cross Seminole Trail. Start your day with a cup of coffee on the charming covered front porch, where you can take in the refreshing breeze and picturesque views of the 13-mile trail that winds through Seminole County and connects to other scenic trails. Step

    Agent Photo

    Brent DeHoop

    RE/MAX ASSURED

    1421 Happy Bird Ln, Winter Springs, FL 32708
  • /52

    $525,000

    $24K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,922 Sq Ft

    440 Buckskin Ct, Winter Springs, FL 32708

    PAID-OFF SOLAR + 2018 ROOF + WHOLE-HOME 10Gb ETHERNET all on a corner lot in the heart of Winter Springs! Welcome to 440 Buckskin Court, a 4-bedroom, 2.5-bath home in the established Deer Run community with the kind of character and charm you do not find in your average Florida home. Set on a spacious corner lot with fresh landscaping and a brand-new fence, this home blends classic curb appeal,

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    440 Buckskin Ct, Winter Springs, FL 32708
  • /36

    $549,900

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,153 Sq Ft

    50 Oak Bend Ct, Oviedo, FL 32765

    Nestled in the highly desirable Tuskawilla community of Oviedo, this beautifully maintained home offers the perfect blend of comfort, privacy, and timeless charm. Featuring 3 bedrooms, 2.5 bathrooms, and a versatile BONUS LOFT area ideal for a home office, playroom, or potential 4th bedroom, this home is thoughtfully designed for both everyday living and entertaining. Enjoy peace of mind with

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    Evelyn Hartnett

    SOUTHERN REALTY ENTERPRISES

    50 Oak Bend Ct, Oviedo, FL 32765
  • /38

    $775,000

    • 4 Beds
    • 2.5 Baths
    • 2,826 Sq Ft

    426 Terravista Place, Oviedo, FL 32765

    Timeless architecture, exceptional craftsmanship, and effortless elegance come together in this remarkable custom-built residence nestled within one of Oviedo's most sought-after gated communities. Perfectly positioned on a private homesite with wooded views and no rear neighbors, this home offers the rare combination of luxury, privacy, and everyday comfort in an A+ school district. A grand

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    Nick Gustafson

    FLORIDA REALTY INVESTMENTS

    426 Terravista Place, Oviedo, FL 32765
  • /26

    $624,000

    • 4 Beds
    • 2.5 Baths
    • 3,334 Sq Ft

    1204 Swan St, Winter Springs, FL 32708

    Rare opportunity in the heart of Winter Springs! Situated on an expansive 0.72-acre lot with NO HOA, this unique 4-bedroom, 2.5-bath pool home offers endless potential for the buyer seeking space, privacy, and the chance to create something truly special. The property features a recently resurfaced pool, a fully fenced backyard, and an incredible outdoor setting designed for entertaining and

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    Chandler Williams

    EXIT REALTY PREMIER LEGACY

    1204 Swan St, Winter Springs, FL 32708
  • /35

    $735,000

    $14K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,205 Sq Ft

    126 Seville Chase Dr, Winter Springs, FL 32708

    Welcome to Seville Chase, one of Winter Springs' premier gated communities. Situated on a private .41-acre lot, this custom-designed 5-bedroom, 4-bath home offers over 3,000 square feet of thoughtfully designed living space with a functional split floor plan that's perfect for both everyday living and entertaining. From the moment you walk through the double front doors, you'll appreciate the

    Agent Photo

    Milton James

    COLDWELL BANKER REALTY

    126 Seville Chase Dr, Winter Springs, FL 32708
  • /46

    $719,990

    $130K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,762 Sq Ft

    124 Blue Creek Dr, Winter Springs, FL 32708

    Welcome to this 5 bedroom, 3 bathroom pool home in the highly desirable Tuskawilla neighborhood of Chestnut Estates. This home offers open-concept living with pool access from the primary bedroom, living room, and family room. As you walk through the front door, the dining room and spacious living room open to the lanai and screened-in pool area. The master bedroom and 5th bedroom are located on

    Ryan Langley FLORIDA REALTY INVESTMENTS

    124 Blue Creek Dr, Winter Springs, FL 32708
  • /44

    $559,000

    • 4 Beds
    • 2 Baths
    • 1,941 Sq Ft

    324 Ringwood Cir, Winter Springs, FL 32708

    Don’t miss your chance to own this luxury 4-bedroom, 2-bath pool home retreat in the highly sought-after Tuscawilla Forest. Beautifully designed for everyday living and comfortable formality, this home offers an open layout with multiple living spaces. Walk in to a formal conversation area followed by a chef's kitchen with all granite countertops, and backsplashes. A spacious primary bedroom with

    Tyler Allen VELOCITY

    324 Ringwood Cir, Winter Springs, FL 32708
  • /71

    $625,000

    • 5 Beds
    • 3 Baths
    • 2,523 Sq Ft

    1015 Antelope Trail, Winter Springs, FL 32708

    Welcome home to this thoughtfully updated 5-bedroom, 3-bath residence nestled on an oversized lot beneath a canopy of mature trees in the highly sought-after Tuskawilla community of Winter Springs. Offering over 2,500 square feet of thoughtfully designed living space, this home features a desirable split floor plan with the primary suite tucked away in its own private wing, creating a peaceful

    Larissa Suggs KELLER WILLIAMS ADVANTAGE REALTY

    1015 Antelope Trail, Winter Springs, FL 32708
  • /41

    $749,000

    Open Sat 12PM - 3PM $26K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,164 Sq Ft

    1209 Deer Run Dr, Winter Springs, FL 32708

    Beautiful 5 bedroom, 3 full bath home, in highly sought after Tuscawilla golf community, on a large lot with desirable side entry 2-car garage. The home boast neutral paint and flooring décor, abundant natural light with views of the lake. The primary bedroom sits on one side of the house and has an adjoining room that can be used as an office or gym area. The remodeled kitchen is a chef’s dream,

    Tommy Fransen, Jr EXIT REAL ESTATE RESULTS

    1209 Deer Run Dr, Winter Springs, FL 32708
  • /40

    $595,000

    • 4 Beds
    • 2 Baths
    • 2,398 Sq Ft

    696 Wyckliffe Place, Winter Springs, FL 32708

    Welcome to this beautifully updated 4-bedroom, 2-bath home in the highly desirable Tuskawilla area of Winter Springs, offering picturesque views of Lake Skittles. Nestled along a charming oak tree-lined street, this home makes a lasting first impression with beautiful, mature landscaping that greets you as you arrive. Thoughtfully maintained and upgraded, the home features new laminate flooring

    Marion Thacker RED BIRD REALTY OF FLORIDA INC

    696 Wyckliffe Place, Winter Springs, FL 32708
  • /54

    $525,000

    Open Sat 11AM - 1PM $24K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,250 Sq Ft

    809 Big Buck Cir, Winter Springs, FL 32708

    Welcome home to this beautifully renovated 4-bedroom, 2-bath residence offering approximately 2,250 square feet of thoughtfully designed living space in the highly desirable Oak Forest subdivision. From the moment you arrive, you'll appreciate the exceptional care and attention to detail that make this home truly move-in ready.The open-concept floor plan creates a bright and inviting

    Cheri Brandi COLDWELL BANKER REALTY

    809 Big Buck Cir, Winter Springs, FL 32708
  • /44

    $620,000

    $30K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,470 Sq Ft

    170 Wooded Vine Dr, Casselberry, FL 32708

    Built in 2019, this thoughtfully designed floor plan is ideal for multigenerational living, extended stays for guests, remote professionals, or anyone seeking additional privacy and versatility. The main residence encompasses 3 bedrooms, 2.5 bathrooms, and an additional dedicated office/flex room, while a separate 1 bedroom, 1 bath suite above the garage creates a private retreat complete with

    Ashley Swindell DIBS REALTY, LLC

    170 Wooded Vine Dr, Casselberry, FL 32708
  • /31

    $685,000

    Open Sat 1PM - 3PM
    • 4 Beds
    • 3 Baths
    • 3,246 Sq Ft

    525 Saddlewood Ln, Winter Springs, FL 32708

    Pride of ownership is evident throughout this beautifully updated, MOVE-IN PERFECT, one-owner home located in the highly sought-after WINDING HOLLOW community of Winter Springs. This ideal two-story floor plan offers 4 BEDROOMS, 3 FULL BATHS, BONUS ROOM, 3-CAR GARAGE, and a LARGE SCREENED LANAI, showcasing timeless style, thoughtful updates, and versatility with TILE FLOORING throughout the first

    Rob Breese, III RE/MAX TOWN & COUNTRY REALTY

    525 Saddlewood Ln, Winter Springs, FL 32708
  • /28

    $610,000

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,456 Sq Ft

    749 Willow Run Ln, Winter Springs, FL 32708

    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

    Tasha Blomenkamp COLDWELL BANKER REALTY

    749 Willow Run Ln, Winter Springs, FL 32708
  • /30

    $540,000

    $5K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,852 Sq Ft

    811 Maple Leaf Loop, Winter Springs, FL 32708

    Explore 811 Maple Leaf Loop, recently enhanced with fresh interior paint. The kitchen includes a functional island, and the primary bathroom provides double sinks for practical use, a walk in closet and convenience of a separate tub and shower. Beyond the interior, exterior grounds feature a covered patio and a fenced in backyard. Discover modern comfort and practical living in this updated

    Karen Albright OPENDOOR BROKERAGE LLC

    811 Maple Leaf Loop, Winter Springs, FL 32708
  • /47

    $799,900

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,381 Sq Ft

    510 Sonata Ct, Winter Springs, FL 32708

    SELLER MOTIVATED!! Make OFFER! Freshly Painted Exterior and Interior! Walk in and feel instantly at home! This beautifully renovated 4-bedroom, 3-bathroom triple-split pool home sits on nearly half an acre in the gated community of Seville Chase and is completely move-in ready. Step inside to soaring ceilings and a thoughtfully designed open layout that still offers comfortable separation of

    Lindsay Kaye Voss VOSS REALTY INC

    510 Sonata Ct, Winter Springs, FL 32708
  • /45

    $557,900

    $12K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,415 Sq Ft

    268 Tavestock Loop, Winter Springs, FL 32708

    New Price **268 Tavestock Loop, Winter Springs, FL 32708** Perfectly situated in the heart of Winter Springs, this stunning 4-bedroom, 2.5-bathroom home offers the ideal location with easy access to shopping, dining, theme parks, major roads, and the airport. Nestled within a desirable gated community, you'll enjoy peace of mind along with fantastic amenities including a community Lake Jess Up,

    Zep Bholai-Lawrence FUSILIER REALTY GROUP

    268 Tavestock Loop, Winter Springs, FL 32708
  • /27

    $520,000

    • 3 Beds
    • 2 Baths
    • 1,927 Sq Ft

    1134 Seafarer Ln, Winter Springs, FL 32708

    Paradise found, and a gardener's dream! This one owner home has been meticulously maintained! The first thing you will see when you walk in the front door is the amazing screened pool surrounded by lush and colorful mature landscaping. If you're looking for a bright "happy" house, then look no further...it is so bright that you may need to wear sunglasses inside! This is a split bedroom

    Lily Bambas RE/MAX CENTRAL REALTY

    1134 Seafarer Ln, Winter Springs, FL 32708
  • /36

    $699,900

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,195 Sq Ft

    1838 Seneca Blvd, Winter Springs, FL 32708

    Rare opportunity to own a spacious pool home on a private 2.1-acre conservation homesite in the highly desirable Chelsea Woods section of Tuscawilla. Offering 4 bedrooms, 3 bathrooms and over 3,100 square feet of living space, this home features a dedicated office with custom built-ins, formal living and dining areas, a wood-burning fireplace, and a large upstairs loft that provides flexible

    Uno Sorlie HOPKEY REALTY

    1838 Seneca Blvd, Winter Springs, FL 32708
  • /46

    $769,900

    $10K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,129 Sq Ft

    140 Seville Chase Dr, Winter Springs, FL 32708

    Welcome to a residence that truly embodies the phrase "NEIGHBOR'S ENVY, OWNER'S PRIDE" - an exceptional opportunity to own a showpiece home in the gated enclave of Seville Chase where smart living meets timeless elegance. This impeccably maintained, Solar-Powered SMART home offers an unparalleled blend of luxury, comfort, and sustainability. With Fully Paid Solar Panels keeping monthly electric

    Joji Jacob WEICHERT REALTORS HALLMARK PROPERTIES

    140 Seville Chase Dr, Winter Springs, FL 32708
  • /11

    $569,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,674 Sq Ft

    30 Sable Ct, Winter Springs, FL 32708

    REDUCED! Beautiful Executive 4 bedroom POOL home in Tuscawilla Country Club Golf Community! NO HOA! Mediterranean feel with wrought iron accents and courtyard. Huge Kitchen with island in the middle. All appliances. Hot water heater 2017. Lots of cabinet space. Spacious eat-in area beside kitchen. Formal Dining and Living rooms. Large bedrooms. Big Owners bedroom with walk-in closet and updated

    Julie Bailey HOME SOLD NETWORK LLC

    30 Sable Ct, Winter Springs, FL 32708
  • /50

    $695,000

    • 4 Beds
    • 3 Baths
    • 2,724 Sq Ft

    223 Blue Creek Dr, Winter Springs, FL 32708

    Elegant conservation retreat in prestigious Chestnut Estates-Tuscawilla. On a quiet cul-de-sac, this impeccably maintained four-bedroom, three-bath residence offers a rare combination of privacy, timeless comfort and everyday luxury. Backing to a serene conservation area with no rear neighbors, the home is surrounded by mature landscaping and picturesque natural views, creating a peaceful

    Gwyn Picerne PREMIER SOTHEBYS INT'L REALTY

    223 Blue Creek Dr, Winter Springs, FL 32708
  • /61

    $650,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,509 Sq Ft

    156 Seville Chase Dr, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Welcome to refined Florida living in the exclusive gated community of Seville Chase, a hidden gem in desirable Winter Springs. With just 110 homes, this intimate community offers a rare blend of privacy, charm, and timeless appeal. As you enter, you’re greeted by the picturesque, tree-lined Seville Chase Drive, where mature landscaping and a serene

    Cyndy Valence VALENCE REALTY GROUP

    156 Seville Chase Dr, Winter Springs, FL 32708
  • /35

    $559,000

    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    1329 Augusta National Blvd, Winter Springs, FL 32708

    Renovated, remodeled, and reimagined in the highly sought-after Country Club Village at Tuskawilla. This beautifully renovated residence has been thoughtfully transformed with an extraordinary level of quality and attention to detail, delivering a truly turnkey opportunity for today’s discerning buyer - NO EXPENSE SPARED! Extensive recent improvements include a NEW TILE ROOF (July 2025), new

    Frank Benevento COLDWELL BANKER REALTY

    1329 Augusta National Blvd, Winter Springs, FL 32708
  • /25

    $630,000

    $10K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,355 Sq Ft

    216 Tavestock Loop, Winter Springs, FL 32708

    Welcome to this beautifully maintained 5-bedroom, 2-bath pool home in the highly sought-after gated community of Parkstone in Winter Springs. Perfectly positioned with tranquil pond views, this spacious home offers a desirable three-way split floor plan, open living spaces, and an ideal blend of comfort, functionality, and outdoor living. Inside, you'll find luxury vinyl plank flooring throughout

    Jessica Gallant CREEGAN GROUP

    216 Tavestock Loop, Winter Springs, FL 32708
  • /41

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 2,416 Sq Ft

    947 Glen Abbey Cir, Winter Springs, FL 32708

    Virtually Staged. Welcome to 947 Glen Abbey Circle in the sought-after Greenbriar Country Club and Golf Course community of Winter Springs. This impeccably maintained 4-bedroom, 3-bathroom home with a spacious loft offers thoughtfully designed living space with beautiful conservation views and a flexible floor plan perfect for everyday living and entertaining.The bright and open layout

    Denise McKinley RE/MAX TOWN & COUNTRY REALTY

    947 Glen Abbey Cir, Winter Springs, FL 32708
  • /15

    $550,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,978 Sq Ft

    2501 Civitas Place, Casselberry, FL 32707

    Virtually Staged. PRICE REDUCED!!! Welcome to this beautifully maintained 4-bedroom, 2-bath home, ideally situated on a quiet cul-de-sac within a desirable gated community in Casselberry. Certificate of Occupancy issued on January 8, 2018, this move-in-ready home offers an open-concept floor plan on a spacious 0.30-acre conservation lot with no rear neighbors, providing exceptional privacy and

    Radhakrishna Yerra BLISSFUL REAL ESTATE LLC

    2501 Civitas Place, Casselberry, FL 32707
  • /30

    $524,900

    $45K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,363 Sq Ft

    2277 Nectar Way, Oviedo, FL 32765

    A great place to call home in popular Tuska Ridge. This home features a split floor plan offering flexible family living with a separate bonus office/(4th bedroom) for those who work remotely. Adding your personal touch will be easy with its fresh neutral pallet, custom shutters and barn doors. The kitchen features a center island and all SS appliances with easy flow to the screen patio for

    Kim Carthen CARTHEN REALTY INC

    2277 Nectar Way, Oviedo, FL 32765

Home Price Trends

Median Sale Price
$418,141
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$413,459
Median 2 Bedroom Sale Price
$262,000
Median 1 Bedroom Sale Price
$145,000
Average Price Per Sq Ft
$241
Number of Homes for Sale
130
Last 12 months Home Sales
599
Months of Supply
2.60
Median List Price
$434,950
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-2%
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