Homes for Sale near Winter Springs High School

• 

  

  

  /5

  $90,000

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  624 Bonita Rd, Winter Springs, FL 32708

  Foreclosure Auction Ends December 04, 2025 at 11:00 AM EST. Comfortable 3-bedroom, 2-bath home with an open design, updated finishes, and a relaxing patio in a quiet residential area. Sold As-is. Explore more details and submit your bid through Federa Home App.

  Jamie Boone Federa

  

  624 Bonita Rd, Winter Springs, FL 32708
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• 

  

  

  /18

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,587 Sq Ft

  909 Augusta National Blvd Unit 1, Winter Springs, FL 32708

  Welcome home! This charming Winter Springs property features high ceilings, an updated kitchen, and a new roof installed May 2025. The spacious yard is perfect for entertaining, relaxing, or giving your pets room to play. Located in an excellent Central Florida location, you’ll enjoy convenient access to shops, restaurants, parks, and major highways. A comfortable home with great upgrades in a

  Kim Pollaro REAL BROKER, LLC

  909 Augusta National Blvd Unit 1, Winter Springs, FL 32708
• 

  

  

  /21

  $147,900

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  474 C St Unit K2, Casselberry, FL 32707

  Excellent investment opportunity in Casselberry. This well-maintained 1-bedroom, 1-bath property is currently leased month-to-month, providing immediate and flexible rental income. With a functional layout, solid condition, and strong demand in the area, it offers dependable performance and long-term appreciation potential. A great addition to any investment portfolio.

  Barbas Barbastefano LA ROSA REALTY KISSIMMEE

  474 C St Unit K2, Casselberry, FL 32707
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  /26

  $135,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  967 Laura St, Casselberry, FL 32707

  Welcome to this impeccably maintained 2020 built 2 bedroom, 2 bath home located in one of Central Floridas most sought after waterfront lifestyle communities. This stunning residence offers low maintenance living, modern upgrades, and access to an incredible array of resort style amenities. Step inside to find luxury plank vinyl LPV flooring, spacious bedrooms, and a bright, open concept living

  Michelle Goodin Four Star Homes, Inc.

  967 Laura St, Casselberry, FL 32707
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  /33

  $239,000

  • 2 Beds
  • 2 Baths
  • 1,002 Sq Ft

  506 Club Dr, Winter Springs, FL 32708

  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

  Kathleen Harrison CALL IT CLOSED INTL REALTY

  506 Club Dr, Winter Springs, FL 32708
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  /41

  $45,000

  • Land
  • 0.15 Acre
  • $300,000 per Acre

  0 Azalea Ave, Casselberry, FL 32707

  This is a buildable lot. see Lot Research and Survey attached * R-1 Dimensions 70 x 126 x Parcel was created in conformance with County Subdivision regulations and is eligible forresidential or commercial permits to be issued pursuant to Seminole County LandDevelopment Code Section 35.201.

  Jeanie Johnson COLDWELL BANKER REALTY

  0 Azalea Ave, Casselberry, FL 32707
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  /4

  $3,577,750

  • Land
  • 13.01 Acres
  • $275,000 per Acre

  0 Florida 419, Winter Springs, FL 32708

  Discover a prime investment opportunity in Winter Springs area with this expansive Seminole County A-1 zoned parcel offering versatile potential for a range of development projects. Situated in a rapidly evolving corridor surrounded by a mix of commercial, industrial and employment-based uses, the property presents a compelling prospect for investors or end-users seeking to capitalize on regional

  Carl Lentz IV SVN Alliance Commercial Real Estate Advisors

  0 Florida 419, Winter Springs, FL 32708
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  /26

  $375,000

  • 3 Beds
  • 2 Baths
  • 2,030 Sq Ft

  219 Bennett St, Winter Springs, FL 32708

  Nestled in the charming community of Winter Springs, this home has been meticulously cared for by its owner. The master bedroom is a true retreat, featuring a large walk-in closet and abundant skylights that flood the room with natural light. The master bathroom exudes luxury, featuring a hot tub, glass shower, and marble finishes, providing a spa-like experience at home. The family room,

  Fook Snipper PARK PLACE REAL ESTATE

  219 Bennett St, Winter Springs, FL 32708
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  /35

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,089 Sq Ft

  270 San Gabriel St, Winter Springs, FL 32708

  Home for the Holidays! Welcome to 270 San Gabriel Street in Winter Springs, Florida — this home perfectly blends comfort, style, and the easygoing "Florida" lifestyle. A well-cared-for, single-story residence featuring vaulted ceilings and an open great-room plan that creates a bright, spacious feel throughout. The home’s neutral décor and ceramic tile flooring make it move-in ready, and all

  Alie Gattis MAINFRAME REAL ESTATE

  270 San Gabriel St, Winter Springs, FL 32708
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  /13

  $97,500

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  314 Pawnee Trail, Winter Springs, FL 32708

  This Home has an excellent view from its all window front. Enjoy the pond and wildlife . Spacious Living Room, Family Room and Kitchen, Screen room adjacent to dining area makes it nice for outside relaxing or entertaining. Home has some unique features such as the wood accent walls in Living Room and Dining area. Private backyard a plus as well. Land lease is $703.00 per month ( No additional

  Todd Newby NEWBY REALTY INC

  314 Pawnee Trail, Winter Springs, FL 32708
• 

  

  /21

  $425,000

  • 4 Beds
  • 4 Baths
  • 1,858 Sq Ft

  566 Land Ave, Longwood, FL 32750

  Excellent investment opportunity in the heart of Longwood! This income-producing duplex features long-term tenants who have been in place for many years, providing consistent rental income. Both units include 2 bedrooms, 1 bathroom, tile flooring throughout, inside laundry, and attached garages. Enjoy easy maintenance with no HOA fees and a recent re-roof. Each unit also offers a spacious

  Teresa Idaspe-Yovaish REGENCY REAL ESTATE LLC

  566 Land Ave, Longwood, FL 32750
• 

  

  /21

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,694 Sq Ft

  523 Sundown Trail, Casselberry, FL 32707

  Looking for a quiet, peaceful neighborhood with plenty of space to relax, this may be your next home! Located in Casselberry, this Wil O’ Wik home offers a large 80X125 lot with room for a pool in the rear yard. No Rear Neighbors, this home backs up to Gee Creek and a wooded tree line for extra privacy! The home features 3 bedrooms in a split design with vaulted ceilings throughout. L-Shape

  Chris Brown RE/MAX TOWN & COUNTRY REALTY

  523 Sundown Trail, Casselberry, FL 32707
• 

  

  /20

  $395,000

  • 4 Beds
  • 2 Baths
  • 1,592 Sq Ft

  539 Land Ave, Longwood, FL 32750

  Income-producing duplex in the heart of Longwood—ready for your investment portfolio! Both units are tenant-occupied with long-term leases recently renewed, offering reliable income from day one. Enjoy peace of mind with a newer roof, no HOA fees, and easy maintenance. Each unit features 2 bedrooms, 1 bathroom, tile flooring throughout, and spacious backyards. Centrally located near Downtown

  Teresa Idaspe-Yovaish REGENCY REAL ESTATE LLC

  539 Land Ave, Longwood, FL 32750
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  /36

  $35,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  867 Tumbleweed Loop Unit 16, Casselberry, FL 32707

  This home offers an open floor plan with spacious kitchen, breakfast bar, dining area and large living room. The 2 bedroom 2 bath's floor plan features plenty of closet space and is ready for your customization. Both bedrooms are spacious and have walk-in closets. Guest bath has a tub, and master bath has a walk in shower. Come see this home with a expansive front screened porch with pull down

  Marilyn Kinsell Summerloch Green

  867 Tumbleweed Loop Unit 16, Casselberry, FL 32707
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  /34

  $42,400

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  346 Casa Grande Dr, Winter Springs, FL 32708

  Beautiful well-kept home-Peaceful backyard, screened in porch, carport with storage shed & laundry facilities. Freshly painted inside. Location: Major Roads nearby about 45 minutes to Beaches & Parks. There are lots of amenities including 2 pools, (1 heated), Pickel ball, Putt Putt, Doggy Park and more. Plenty of activities for all. Base rent is 1025. ( average rent is $1200 which includes a

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  346 Casa Grande Dr, Winter Springs, FL 32708
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  /2

  $25,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  39 La Vista Dr, Winter Springs, FL 32708

  Really cute single wide, 2 bedroom/1 bath. Living area is very open-Just plain cozy. Side screened in porch-So Cute!! Beautiful treed private backyard. Hacienda Village, near all major highways. 45 minutes to the beaches & parks, Hospital, Police, Fire Departments are close, also shopping and restaurants. The amenities include 2 pools, 1 that is heated. Pickel ball, putt Putt, Doggie Park & much

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  39 La Vista Dr, Winter Springs, FL 32708
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  /18

  $399,999

  • 3 Beds
  • 2 Baths
  • 1,313 Sq Ft

  838 Dunbar Terrace, Winter Springs, FL 32708

  This single-family residence is located in the established community of The Highlands in Winter Springs, Florida, on a quiet cul-de-sac. The home was fully renovated in 2021 and features numerous custom upgrades. The property upgrade also includes a complete re-pipe using modern PEX plumbing and an on-demand gas hot water system, along with new doors and energy-efficient windows throughout. The

  Jay Bachwani OLYMPUS EXECUTIVE REALTY INC

  838 Dunbar Terrace, Winter Springs, FL 32708
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  /32

  $759,000

  • 5 Beds
  • 4 Baths
  • 3,205 Sq Ft

  126 Seville Chase Dr, Winter Springs, FL 32708

  Seller will consider paying buyer concessions up to $5,000 with an acceptable offer ****Welcome to Seville Chase, one of Winter Springs’ hidden gems - complete with GATED ACCESS, tree-lined streets and access to sought-after schools like “A” RATED Winter Springs High! This CUSTOM DESIGNED 5-bedroom, 4-full bath home sits on a sprawling .41 ACRE LOT and offers over 3,000 square feet of versatile

  Jennifer Wemert WEMERT GROUP REALTY LLC

  126 Seville Chase Dr, Winter Springs, FL 32708
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  /40

  $475,000

  • 4 Beds
  • 2 Baths
  • 1,275 Sq Ft

  742 E Church Ave Unit 744, Longwood, FL 32750

  Income-Producing Duplex in the Heart of Longwood!Discover a fantastic investment opportunity with this well-located duplex near Historic Downtown Longwood and minutes to SunRail, I-4, and major corridors. Whether you’re an investor looking for steady rental income or a buyer seeking to live in one unit while renting out the other, this property offers endless potential. Property Features:

  Lisa Eichenblatt KELLER WILLIAMS HERITAGE REALTY

  742 E Church Ave Unit 744, Longwood, FL 32750
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  /58

  $739,900

  • 4 Beds
  • 4 Baths
  • 3,186 Sq Ft

  1149 Eagles Watch Trail, Winter Springs, FL 32708

  Beautiful and spacious 4 bed 4 bath pool home in the sought after community of Eagles Point nestled in the heart of Winter Springs! Home sits on a one of a kind oversized lot with pond views in the front, side and conservation behind! This home has been well maintained and boasts a large open kitchen with shaker cabinets, stainless appliances, custom shutters, tile throughout common areas

  Thomas Marchetto OPTIMA REAL ESTATE

  1149 Eagles Watch Trail, Winter Springs, FL 32708
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  /25

  $35,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  849 Poinsettia St, Casselberry, FL 32707

  Furnished Tiny home 2/1 move -in Description: This well-maintained home is in Summerloch Green $1 million resort active with amazing facilities must be 55 plus to enjoy. Amenities include a boat launch into Lake Katherine 75 acres skiable lake (great for the grand kids) heated pools two clubhouses, courts for pickle, tennis, basketball, fitness center, whirlpools, Sauna ,50 social clubs, catered

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  849 Poinsettia St, Casselberry, FL 32707
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  /25

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,287 Sq Ft

  800 Diane Cir, Casselberry, FL 32707

  Welcome to 800 Diane Dr. — a beautifully updated corner-lot home perfect for families and first-time buyers. This warm and inviting property features a brand-new kitchen with modern finishes, new flooring throughout, and updated windows that fill the home with natural light. Three majestic live oak trees frame the property, adding timeless beauty, shade, and curb appeal. The open layout provides

  Michael Mullvain WESTIN REALTY GROUP

  800 Diane Cir, Casselberry, FL 32707
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  /25

  $245,900

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft

  1355 Casa Park Cir, Winter Springs, FL 32708

  Casa Park Villas Townhome for Sale!! Great investment opportunity. Located in Tuscawilla Country Club Community just across the street from Trotwood Park. Cozy townhouse is a 2 bed 2 & half bath, freshly remodeled in 2018, new kitchen cabinets, new tubs and fixtures in bathroom and Brand New AC replaced in 2020. Close to Parks and Recreation, shopping and dining... Appliances included:

  Rick Protheroe RE/MAX TOWN & COUNTRY REALTY

  1355 Casa Park Cir, Winter Springs, FL 32708
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  /73

  $735,000

  • 5 Beds
  • 3.5 Baths
  • 3,014 Sq Ft

  375 Dancing Water Dr, Winter Springs, FL 32708

  WOW! Welcome to this stunning ONE-STORY home in SOUGHT AFTER Tuskawilla Crossings BUILT IN 2020! There is so much to enjoy in this incredible 5 Bedroom and 3.5 Bathroom home starting with the beautiful LUXURY VINYL PLANKS throughout. The SPECTACULAR KITCHEN is appointed with stainless steel appliances, quartz countertops, double built-in ovens, separate cooktop, range-hood, 42" cabinets, large

  Amy Moline EXP REALTY LLC

  375 Dancing Water Dr, Winter Springs, FL 32708
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  /39

  $660,000

  • 4 Beds
  • 2 Baths
  • 1,916 Sq Ft

  310 Wooded Vine Dr, Winter Springs, FL 32708

  Welcome to this beautifully maintained, move-in-ready 4-bedroom, 2-bathroom Ayden II model, built in 2019 and perfectly situated in the highly desirable Tuskawilla Crossings neighborhood of Winter Springs. This home offers the ideal blend of modern design, open-concept living, and functional comfort on a premium lot with serene pond views. Step inside to discover a spacious open floor plan with

  Kerry Westmeyer PALMANO GROUP RE BROKERAGE LLC

  310 Wooded Vine Dr, Winter Springs, FL 32708
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  /40

  $230,000

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  1408 Easton Way, Casselberry, FL 32707

  Welcome home to this stylish 2019-built 3-bedroom, 2-bath modern residence offering over 900 sq. ft. of thoughtfully designed living space. The open layout is bright and inviting, featuring beautiful wood cabinetry and sleek laminate flooring throughout. Sitting on a generous double lot (.28 acres), there’s plenty of room to create your dream outdoor space — add a garden, patio, or park your

  Jay & Christina Weaver CENTURY 21 ALTON CLARK

  1408 Easton Way, Casselberry, FL 32707
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  /31

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft

  757 Longdale Ave, Longwood, FL 32750

  Welcome to 757 Longdale Ave this fully renovated spacious 3-bedroom, 2-bath residence redefines everyday living with its blend of sophistication and style. Step inside to discover an open-concept design, light oak luxury vinyl floors and every finish has been thoughtfully curated. The chef-inspired kitchen is the heart of the home, featuring solid wood cabinetry, quartz countertops, the most

  Rene Droz, III CHARLES RUTENBERG REALTY ORLANDO

  757 Longdale Ave, Longwood, FL 32750
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  /34

  $362,500 Open Sat 10AM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,353 Sq Ft

  851 N Wayman St, Longwood, FL 32750

  Welcome to this beautifully updated Longwood pool home full of charm, warmth, and timeless character. From the freshly painted exterior and metal roof to the gleaming wood floors, every detail has been designed for comfort and style.Step inside to an open and inviting layout filled with natural light. The spacious living and dining areas flow effortlessly to the backyard oasis — complete with

  Angel Ayala KELLER WILLIAMS ADVANTAGE III

  851 N Wayman St, Longwood, FL 32750
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  /52

  $399,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3.5 Baths
  • 1,854 Sq Ft

  539 Crimson Ln, Winter Springs, FL 32708

  Welcome to 539 Crimson Lane, a beautifully designed townhome nestled in the charming community of Jesup's Reserve. Impeccably maintained and nicely upgraded, this 3 bedroom, 3.5 bathroom, 2 car garage END UNIT offers so many beautiful upgrades and unique features.Conveniently located in the heart of Winter Springs, the townhome offers the perfect balance of style, tranquility and location. The

  J. Hope Carter Snoap FUTURE HOME REALTY INC

  539 Crimson Ln, Winter Springs, FL 32708
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  /35

  $315,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  150 N Edgemon Ave, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome home to this 1959 Charming Home, the county has recorded as a 1980's home! This well-cared-for 3-bedroom, 1-bath residence ideal for first-time buyers seeking a low-maintenance lifestyle with all the big-ticket updates already done. (VIRTUAL RENDERING OF 1/2 BATH)Set on nearly a 1⁄4-acre lot, this property offers the perfect balance of

  Kathern Cox-Uvalle EMPIRE NETWORK REALTY

  150 N Edgemon Ave, Winter Springs, FL 32708
• 

  

  /20

  $25,000

  • 2 Beds
  • 1 Bath
  • 764 Sq Ft

  812 Orchid Ave, Casselberry, FL 32707

  Beautifully renovated 2/1 mobile home on a corner lot in the desirable Summerloch Green 55+ community! This move-in ready home features fresh paint, new floors, an updated bathroom, and central A/C. Enjoy resort-style amenities including 2 pools, clubhouse, fitness center, and more-all in a welcoming neighborhood close to shopping and dining. Fully Renovated 2/1 Mobile Home in Summerloch Green -

  Sinan Zakaria Listed Simply

  812 Orchid Ave, Casselberry, FL 32707
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  /47

  $39,900

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  293 Casa Grande Dr, Winter Springs, FL 32708

  Beautiful Home all Remodeled-New HVAC, all new ductwork, freshly painted-Move in Ready! New Kitchen-corner Lot, No Flood Zone, Phase III. Clubhouse , Recreation Hall, 2 Pools (one heated), Pickle Ball Court, Putt, Putt, Doggy Park and more. Close to all major Highways, close to Restaurants, Shopping, Parks & Beaches (45 minutes away) lot of activities-You won't be bored. Mo. Base Lot Rent $1025.

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  293 Casa Grande Dr, Winter Springs, FL 32708
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  /28

  $348,000

  • 4 Beds
  • 3 Baths
  • 1,270 Sq Ft

  31 S Edgemon Ave, Winter Springs, FL 32708

  This charming home offers a spacious floor plan with a unique twist— the garage has been converted into a private studio with its own entrance, perfect for guests, a home office, extra living space or residual income. Inside, you'll find comfortable living areas, cozy bedrooms, and a kitchen ready for your culinary adventures. Enjoy the convenience of being close to local amenities, parks, and

  Florentino Beltran KELLER WILLIAMS ADVANTAGE 2 REALTY

  31 S Edgemon Ave, Winter Springs, FL 32708
• 

  /2

  $12,500

  • 2 Beds
  • 2 Baths

  322 Casa Grande Ct, Winter Springs, FL 32708

  2 bedroom, 2 bath needs everything, real fixer upper located in a cul-de-sac great location in Hacienda Village.

  Todd Vagts Hacienda Village

  322 Casa Grande Ct, Winter Springs, FL 32708
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  /8

  $16,000

  • 2 Beds
  • 2 Baths

  433 Dorado Dr, Winter Springs, FL 32708

  This home is a handyman special, with large sunroom, carport storage area with washer and dryer hookups, join the great community of Hacienda Village that features 2 swimming pools and several other amenities, pet friendly residential community.

  Todd Vagts Hacienda Village

  433 Dorado Dr, Winter Springs, FL 32708
• 

  

  /36

  $298,500

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  737 Sherwood Dr, Winter Springs, FL 32708

  Explore your ideal Florida Forever Townhome! Prepare to be captivated by this beautifully renovated one-story, two-bedroom, two-bath home located in the tranquil and well-established Wildwood community. Tucked away on a quiet, low-traffic dead-end street in a highly sought-after Winter Springs neighborhood, this townhome offers the perfect blend of peace and convenience. Featuring an open and

  Rafael Salado GREATER ORLANDO REALTY, LLC

  737 Sherwood Dr, Winter Springs, FL 32708
• 

  

  /21

  $366,000

  • 5 Beds
  • 2 Baths
  • 1,533 Sq Ft

  710 East Ct, Longwood, FL 32750

  Welcome to this beautifully maintained single-family home featuring 5 bedrooms and 2 bathrooms on a spacious 10,619 sq ft (0.24 acres) lot. Enjoy a remodeled kitchen with modern finishes, ceramic tile flooring throughout, and paid-off solar panels that provide energy efficiency and long-term savings. This property offers the perfect blend of comfort and convenience—located just minutes from

  Celines Pomales LA ROSA REALTY LLC

  710 East Ct, Longwood, FL 32750
• 

  

  /9

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft

  109 Mockingbird Ln, Winter Springs, FL 32708

  There’s still time to get in before the end of year. You can now make this beautifully renovated 3 bed 2 bath Single Family Home in the popular Winter Springs Ranchlands your very own. No HOA and 1 Full Acre. This terrific home has vaulted ceilings and a skylight, a super spacious layout with large windows, new flooring, all new cabinets and new granite countertops throughout the home including

  John Vincent JR REALTY GROUP LLC

  109 Mockingbird Ln, Winter Springs, FL 32708
• 

  

  /43

  $650,000

  • 4 Beds
  • 2 Baths
  • 2,608 Sq Ft

  805 Leopard Trail, Winter Springs, FL 32708

  Welcome to this beautifully updated 4-bedroom, 2-bath custom home located in the desirable Tuskawilla community—known for its top-rated schools and family-friendly charm. Set on a nearly half-acre lot, this 2,608 sq ft residence offers the perfect mix of comfort, character, and everyday convenience.Step inside and you’ll immediately notice the inviting warmth of the engineered hardwood

  Miguel Anastacio COLDWELL BANKER REALTY

  805 Leopard Trail, Winter Springs, FL 32708
• 

  

  /39

  $496,000

  • 4 Beds
  • 3.5 Baths
  • 2,344 Sq Ft

  427 Diamond Dove Cove, Winter Springs, FL 32708

  Spectacular Corner Townhome Awaits!!!Experience the lifestyle you’ve always dreamed of in this stunning three-story townhome showcasing modern finishes and serene conservation views. Sip your favorite beverage or unwind on the spacious private front porch. The first floor offers a versatile flex space, ideal for a home office, den, or even a fourth bedroom. On the second floor, enjoy an

  Monica Puche LPT REALTY, LLC

  427 Diamond Dove Cove, Winter Springs, FL 32708

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