Tuskawilla Rd, FL Homes for Sale

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  /38

  $356,000

  $320K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,085 Sq Ft

  455 Old Farm Ln, Winter Springs, FL 32708

  Welcome to this charming townhome in the highly desirable Jesup Reserve community located in beautiful Winter Springs. This 2-bedroom, 2-bath home offers comfort, convenience, and excellent potential for both homeowners and savvy investors. Step inside to find a spacious layout featuring a modern kitchen equipped with stainless steel appliances and a newer Carrier A/C system for year-round

  James Rice WEICHERT REALTORS HALLMARK PRO

  455 Old Farm Ln, Winter Springs, FL 32708
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  /57

  $529,000

  $16K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  1675 Thornhill Cir, Oviedo, FL 32765

  Motivated seller !!! NEW ROOF 2025,NEW PLUMBING 2025 ,NEW Plank FLOORS 2026 ,NEW PAINT inside 2026 ,water heater 2023, A/C 2021 and with a 10k credit to the buyer at closing and a little TLC the possibilities are endless !!! This 4-bedroom, 2.5 -bathroom 2 car garage home ready for a new family . Seminole County School District is one of the best in Florida. Designed with a spacious split floor

  Steve Wermager REAL BROKER, LLC

  1675 Thornhill Cir, Oviedo, FL 32765
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  /24

  $274,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  600 Northern Way Unit 1608, Winter Springs, FL 32708

  Very motivated sellers! Condo in Tuskawilla’s Tuscany Place •Discover comfort and convenience in Winter Springs’ Tuskawilla neighborhood. Tuscany Place is a gated community with a private pool, near Trotwood Park, Cross Seminole Trail, and top-rated schools. •Double Balcony (length of condo) •Corner unit with pool view •Updated kitchen w/stainless steel appliances •New water heater (2023) •New

  Kelly Boulton WORTH CLARK REALTY

  600 Northern Way Unit 1608, Winter Springs, FL 32708
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  /48

  $440,800

  $23K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,433 Sq Ft

  4649 Creekview Ln, Oviedo, FL 32765

  Located in Oviedo’s desirable Bear Creek community, this spacious 4-bedroom, 2.5-bathroom home offers over 2,430 square feet of single-story living space on a generous 0.27-acre fenced lot. The open-concept interior features vaulted ceilings, formal living and dining rooms, and a versatile Florida room, while the split floor plan ensures privacy. Notable interior details include solid wood

  Sara Nicholas, PA CHARLES RUTENBERG REALTY ORLANDO

  4649 Creekview Ln, Oviedo, FL 32765
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  /34

  $369,000

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft

  1018 Weathered Wood Cir, Winter Springs, FL 32708

  Welcome to refined, low-maintenance living in the highly sought-after Wedgewood Golf Villas within Tuscawilla. Perfectly positioned in one of Seminole County’s most established golf communities, this beautifully maintained residence offers the ideal blend of comfort, privacy, and convenience with golf cart-friendly streets, mature surroundings, and HOA-maintained lawn care for truly effortless

  Darryl Donkel HOME WISE REALTY GROUP, INC.

  1018 Weathered Wood Cir, Winter Springs, FL 32708
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  /35

  $448,900

  Open Sat 1PM - 4PM $26K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,763 Sq Ft

  2878 Pewter Mist Ct, Oviedo, FL 32765

  One or more photos has been virtually staged. Back to the market with Recent upgrades, NEW luxury vinyl plank flooring in all 3 bedrooms, on the stairs, and the living room. Welcome to your new home! This beautiful two-story property is ideally located in the highly desirable Oviedo area, offering convenient access to restaurants, markets, banks, parks, shopping centers, the hospital, and Oviedo

  Maru Reyes WEICHERT REALTORS HALLMARK PROPERTIES

  2878 Pewter Mist Ct, Oviedo, FL 32765
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  /47

  $269,000

  Open Sat 10AM - 1PM $21K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  600 Northern Way Unit 502, Winter Springs, FL 32708

  MOTIVATED SELLER!!! Seller offering concession toward buyer closing cost. Location! Location! Location! This pristine condo nestled in the heart of Tuscawilla offers an incredible opportunity for low maintenance living in a serene and gated community. Enjoy summer days by the beautiful community pool and relax in the cabana. Across the way you will find access to Trotwood Park, with its

  Robert Bretz, PA EXP REALTY LLC

  600 Northern Way Unit 502, Winter Springs, FL 32708
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  /39

  $269,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  600 Northern Way Unit 302, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to Tuscany Place, a GATED COMMUNITY in the heart of Tuskawilla – one of Winter Springs’ most desirable and established areas! This UPDATED second-floor condo delivers the perfect blend of modern style, LOW MAINTENANCE LIVING, and an unbeatable Central Florida location. Major updates

  Jennifer Wemert WEMERT GROUP REALTY LLC

  600 Northern Way Unit 302, Winter Springs, FL 32708
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  /54

  $649,900

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,636 Sq Ft

  2220 Fairglenn Way, Winter Park, FL 32792

  WOW - Price Reduction!!! Experience the perfect blend of classic elegance and modern comfort in this spacious pool home. From the moment you step inside, the open spindle staircase sets a sophisticated tone that carries throughout the residence. In the Heart of the home is an upscale Kitchen equipped with solid wood cabinetry, sleek granite countertops, and a convenient breakfast bar for your

  Jay LaCourt ELLIS GROUP REALTY, LLC

  2220 Fairglenn Way, Winter Park, FL 32792
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  /43

  $1,200,000

  • 5 Beds
  • 3.5 Baths
  • 3,212 Sq Ft

  1281 Natures Way, Winter Springs, FL 32708

  Experience the beauty of city living on 2.3 acres in the highly desirable city of Winter Springs with no HOA—where open space, natural surroundings, and an equestrian friendly lifestyle come together. This unique property offers the freedom of rural living while remaining conveniently located near the Tuscawilla area.The fully usable acreage is ideal for horses, cattle, or other livestock. If

  Javid Owji EQUITY REAL ESTATE BROKERS

  1281 Natures Way, Winter Springs, FL 32708
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  /28

  $349,000

  $9K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,518 Sq Ft

  1385 San Diego Ct, Winter Springs, FL 32708

  SUNRISE VILLAGE 2/2 UPDATED HOME! PLUS A BONUS ROOM PERFECT FOR OFFICE, NURSERY, PLAYROOM, HOBBY ROOM, FLORIDA ROOM OR JUST ADDITIONAL LIVING SPACE! OPEN FLOOR PLAN! KITCHEN FEATURES TILE FLOORS, EAT IN KITCHEN AND LIGHT WOOD CABINETRY! ROOF 2022, A/C 2023, WATER HEATER 2025! MAIN BATH UPDATED WITH DECORATIVE TILE, GRANITE COUNTER, TILE FLOOR! DOUBLE PANED WINDOWS! WIDE BLINDS! KNOCKDOWN

  Diane Fuller COLDWELL BANKER REALTY

  1385 San Diego Ct, Winter Springs, FL 32708
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  /38

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  5335 Hidden Cypress Ln, Oviedo, FL 32765

  Enter into gated Clayton Crossing, where prime location, a resort-style community pool and lush park-like surroundings define elevated living. This upgraded corner-unit townhome delivers three-bedrooms, 2.5 baths and a spacious two-car garage, all set against tranquil pond views. The first level is designed for open-concept living, anchored by a centrally positioned kitchen, an expansive living

  JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

  5335 Hidden Cypress Ln, Oviedo, FL 32765
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  /38

  $424,000

  $121K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1024 Dinero Dr, Winter Springs, FL 32708

  Beautiful 3-bedroom, 2-bath pool/spa home located in the highly desirable Sunrise Estates in Winter Springs, featuring a split floor plan on nearly 1⁄4 acre with no front neighbors for added privacy. This home boasts a newer roof and newer pool/spa heater, making it perfect for entertaining family and friends, while the oversized backyard and large covered screened-in patio provide an ideal

  Antonio Salinger CALL IT CLOSED INTL REALTY

  1024 Dinero Dr, Winter Springs, FL 32708
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  /37

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 1,502 Sq Ft

  5080 Cypress Branch Point, Oviedo, FL 32765

  BEAUTIFULLY APPOINTED 3-BEDROOM TOWNHOME IN A QUIET GATED COMMUNITY. Welcome home to this thoughtfully designed two-story townhome located in the desirable, gated community of Clayton Crossing Townhomes. Ideally situated just minutes from the 417, this home offers convenient access to destinations east and west while maintaining a serene neighborhood setting. Driving through the community under a

  Trisha Anderson COLDWELL BANKER REALTY

  5080 Cypress Branch Point, Oviedo, FL 32765
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  /36

  $690,000

  $29K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,562 Sq Ft

  4951 Courtland Loop, Winter Springs, FL 32708

  This beautifully updated home blends timeless character with modern comfort, offering an inviting layout designed for both everyday living and entertaining. The light-filled interior showcases a stunning, renovated kitchen with new quartz extended countertops, a butcher block island, recessed lighting, and a full suite of high-end appliances including a JennAir refrigerator, KitchenAid pull-out

  Carolina Taborda MOMENTUM REALTY

  4951 Courtland Loop, Winter Springs, FL 32708
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  /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
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  /77

  $1,799,999

  $150K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,288 Sq Ft

  4469 Old Bear Run, Winter Park, FL 32792

  Private, gated lakefront living on Bear Gully Lake one of Winter Park’s most desirable spring-fed ski lakes. Set on an expansive 137-acre body of water, this custom residence offers a rare combination of privacy, scale, and true Florida waterfront lifestyle. A circular driveway behind a private gate welcomes you to a thoughtfully renovated home designed to capture sweeping lake views. Bear Gully

  Keigan Lewis LPT REALTY, LLC

  4469 Old Bear Run, Winter Park, FL 32792
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  /31

  $310,000

  • 4 Beds
  • 2.5 Baths
  • 1,726 Sq Ft

  600 Northern Way Unit 1804, Winter Springs, FL 32708

  Welcome to Tuscany Place in the heart of sought after Tuscawilla! This well-maintained townhouse style condo offers a spacious floor plan with abundant natural light, generous living and dining areas, and a well-appointed kitchen perfect for everyday living and entertaining. Enjoy spacious bedrooms, ample storage and an outdoor patio ideal for relaxing after a long day. Located in a gated

  Sandra Moshir BHHS FLORIDA REALTY

  600 Northern Way Unit 1804, Winter Springs, FL 32708
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  /15

  $419,900

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,658 Sq Ft

  820 Wakulla Ln, Winter Springs, FL 32708

  Move-in ready and thoughtfully updated, this 3-bedroom, 2-bath home offers bright, comfortable living with fresh interior paint, new carpet, and new light fixtures throughout. The open main living area flows easily into the kitchen, where new quartz countertops, a new range, microwave, and dishwasher add style and everyday functionality. A new roof provides valuable peace of mind, while the

  Robert Jones OFFERPAD BROKERAGE FL, LLC

  820 Wakulla Ln, Winter Springs, FL 32708
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  /12

  $389,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  1262 Tarflower Dr, Winter Springs, FL 32708

  The Catalina I is a harmonious blend of style, functionality, and comfort, offering a lifestyle that caters to your every need. As you step inside you are greeted by an open-concept design that seamlessly integrates the gathering room, dining room, and kitchen, creating an inviting space for both everyday living and entertaining. This townhome features 3 bedrooms, providing flexible living

  Mattamy Homes Builder

  1262 Tarflower Dr, Winter Springs, FL 32708
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  /31

  $290,000

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,609 Sq Ft

  600 Northern Way Unit 906, Winter Springs, FL 32708

  Turnkey townhouse, exclusivity, gated community, & close proximity to local parks, this is a prestige product in Tuscany Place located in beautiful Winter Springs. The townhouse style is limited to only a few homes in the new phase of this great community. Spacious open-concept kitchen and overall excellent layout—all bedrooms have their own private full bathroom—one of the bedrooms with en-suite

  John Vincent JR REALTY GROUP LLC

  600 Northern Way Unit 906, Winter Springs, FL 32708
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  /2

  $525,000

  • 4 Beds
  • 3.5 Baths
  • 2,164 Sq Ft

  424 Flatwood Dr, Winter Springs, FL 32708

  Excellent opportunity in desirable Tusca Oaks/Tuscawilla area. Spacious 4BR/2.5BA with functional floor plan, generous room sizes, and strong curb appeal. Home has been well maintained and is in mostly original condition, offering buyers the chance to update to their personal taste while gaining value in a highly desirable Seminole County location. Brand New Roof - 1 yr old. Community features

  Alexandra Arena-Gil EXP REALTY LLC

  424 Flatwood Dr, Winter Springs, FL 32708
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  /46

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 1,468 Sq Ft

  171 Constitution Way, Winter Springs, FL 32708

  Welcome to this beautifully maintained townhome located in the desirable gated community of Heritage Park in Winter Springs. Perfectly positioned directly across from the community pool with ample guest parking nearby, this move-in ready home offers both comfort and convenience. Step inside to find attractive laminate flooring flowing throughout the first floor, complemented by neutral paint and

  Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

  171 Constitution Way, Winter Springs, FL 32708
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  /15

  $199,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,930 Sq Ft

  1083 Cherokee Village Trail, Winter Springs, FL 32708

  This updated 1,930 sq. ft. home combines timeless charm with modern peace of mind. Nestled in a quiet, established community, the property immediately impresses with its spacious front porch, paver driveway, and soaring high ceilings. The heart of the home features a freshly updated kitchen with newly refinished cabinet doors and updated appliances. The expansive layout includes three bedrooms, a

  Todd Newby NEWBY REALTY INC

  1083 Cherokee Village Trail, Winter Springs, FL 32708
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  /50

  $719,000

  Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,661 Sq Ft

  7030 Winding Lake Cir, Oviedo, FL 32765

  Looking for Beauty and PRIVACY in a Sought-After Community? You’ve Found It! This Gorgeous 4 Bedroom, 3 Full Bath, Pool Home sits on an Oversized Premium Lot where CONSERVATION abounds in the Back of the home, in the Desirable Gated Community of Kenmure, a community on the edge of Oviedo, close to Winter Springs, Florida! The photos merely give a taste of the CHARM this home has. Enjoy the

  Jennifer Thompson UNITED REALTY GROUP INC

  7030 Winding Lake Cir, Oviedo, FL 32765
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  /68

  $329,900

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,504 Sq Ft

  439 Old Farm Ln, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Location, Location, Location! Welcome to this beautifully designed 3-level townhome in the highly sought-after Jesups Reserve community. Featuring 3 spacious bedrooms—each on its own floor—this home offers exceptional comfort, flexibility, and privacy.The top-floor primary suite is a true retreat, complete with a large private balcony, perfect

  Brian Goodwin ORLANDO REALTY & PROPERTY MGNT

  439 Old Farm Ln, Winter Springs, FL 32708
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  /26

  $438,000

  $7K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,881 Sq Ft

  1307 Ortega St, Winter Springs, FL 32708

  A home with its very own private oasis. This home boasts a 2019 AC UNIT and a 2021 ROOF REPLACEMENT. Enjoy the simple living that Seminole County offers. An updated kitchen centers the floorplan of 1307 Ortega St with an adjoining living room, dining room, and fully enclosed Florida room with attractive cedar plank built in storage. The true showstopper of the home sits in the backyard though.

  James Evans CENTURY 21 ALTON CLARK

  1307 Ortega St, Winter Springs, FL 32708
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  /33

  $539,999

  • 4 Beds
  • 2 Baths
  • 2,064 Sq Ft

  1360 Via Villa Nova, Winter Springs, FL 32708

  Location, Location, Location... Don't miss out this opportunity to own a turn-key home in a sought-after Winter springs location close to schools, shopping, dining, and major roadways access. Welcome to this beautifully updated 4-bedroom,2-bathroom single-family home...perfectly maintained and thoughtfully remodeled, this residence offers modern upgrades throughout while retaining a warm and

  Tori Nguyen LOKATION

  1360 Via Villa Nova, Winter Springs, FL 32708
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  /20

  $385,000

  • 4 Beds
  • 2 Baths
  • 1,582 Sq Ft

  1328 Andes Dr, Winter Springs, FL 32708

  Welcome to 1328 Andes Dr! Tile floors run throughout this well-maintained 4-bed, 2-bath in Sunrise Village, giving the home a clean, consistent look from room to room. The living room flows naturally into the dining area and kitchen, an open feel that works well for everyday living and entertaining.The kitchen includes stone countertops, well-maintained cabinetry, and easy access to the back

  Chad Jarvis AVENIR REAL ESTATE BROKERS LLC

  1328 Andes Dr, Winter Springs, FL 32708
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  /30

  $340,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,502 Sq Ft

  2833 Shady Willow Ln, Oviedo, FL 32765

  Welcome home to Clayton Crossing, one of Oviedo’s most desirable gated townhome communities. This beautifully designed 3-bedroom, 2.5-bath home with a 1-car garage offers a perfect blend of comfort, style, and convenience. Step inside to an open-concept layout featuring upgraded 18-inch tile and a bright modern kitchen with stainless steel appliances overlooking the dining and family room ideal

  Liza Figueroa EXP REALTY LLC

  2833 Shady Willow Ln, Oviedo, FL 32765
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  /13

  $129,000

  $21K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  306 Pawnee Trail, Winter Springs, FL 32708

  Move-in ready to a well sought after All Age Community. Home has many new renovations including a new roof. Relaxing in the screen porch with a view of the pond and its birdlife is inviting. Land Lease is $755.00 per month (no additional fees or taxes) Lease also includes Septic Maintenance and use of amenities.

  Todd Newby NEWBY REALTY INC

  306 Pawnee Trail, Winter Springs, FL 32708
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  /18

  $439,940

  New Construction $45K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  173 Bear Springs Dr, Winter Springs, FL 32708

  With an open concept ground floor and spacious living areas, the Sofia is ideal for entertaining and everyday life. Dedicated as an end unit, this floorplan features 3 bedrooms, 2.5 bathrooms and a rear-loading 2-car garage. The 2nd floor features a loft, abundant storage, and laundry space. Located on the 1st floor, the owner's suite that has it all - a spacious walk-in closet, great natural

  Mattamy Homes Builder

  173 Bear Springs Dr, Winter Springs, FL 32708
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  /36

  $470,000

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,066 Sq Ft

  1126 Trotwood Blvd, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Top-Rated Schools! Beautiful and well-maintained 4-bedroom, 2-bath home located in desirable Winter Springs. This home features ceramic tile flooring throughout for easy maintenance and a spacious layout perfect for comfortable living. Enjoy a huge patio—ideal for family gatherings and entertaining guests. Brand new roof (2025) provides peace of

  Joyce Tang JOY ESTATE ENTERPRISE INC

  1126 Trotwood Blvd, Winter Springs, FL 32708
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  /29

  $399,000

  $19K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  1411 Borg Ln, Winter Springs, FL 32708

  Price Reduced!! Your wait is over! Welcome to your new home! This beautiful 3 bedroom, 2 bath home delivers 1,368 sq. ft. of peaceful living area in a quiet corner lot. Located in the gorgeous Tuskawilla Country Club community, this home features luxury vinyl flooring throughout the house. Entertain effortlessly with a spacious kitchen featuring stainless steel appliances, recessed lighting, and

  Trevor Laug. Realtor SOLID OAK REAL ESTATE LLC

  1411 Borg Ln, Winter Springs, FL 32708
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  /28

  $499,990

  $50K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,312 Sq Ft

  4609 Tiffany Woods Cir, Oviedo, FL 32765

  Welcome to 4609 Tiffany Woods Cir, Oviedo, FL — a beautifully maintained 4-bedroom, 2-bath POOL home nestled in the quiet and highly desirable community of Tiffany Woods. This home offers a functional and inviting layout with multiple living spaces, perfect for both everyday living and entertaining. The kitchen flows seamlessly into the main living area, creating a comfortable and open feel,

  Armando Lopez RE/MAX PRIME PROPERTIES

  4609 Tiffany Woods Cir, Oviedo, FL 32765

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