Highlands Homes for Sale

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  /28

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,254 Sq Ft

  202 Murphy Rd, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome to 202 Murphy Road in beautiful Winter Springs! This inviting 3-bedroom, 2-bath home features a primary bedroom in the front of the home with the other bedrooms tucked in the back, making for a desirable split bedroom floor plan. There is no carpet anywhere, and a fenced backyard perfect for pets, play, or weekend gatherings. A 2-car garage

  

  Sue Smith

  RE/MAX CENTRAL REALTY

  (321) 237-3995

  202 Murphy Rd, Winter Springs, FL 32708
• Explore Highlands

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  /53

  $420,000

  • 3 Beds
  • 2.5 Baths
  • 1,721 Sq Ft

  622 Anhinga Rd, Winter Springs, FL 32708

  Buyers have the opportunity to choose the option that best fits their needs: purchase at $399,000 with the current roof, which still offers approximately 13 years of remaining life, or purchase at $420,000 with a brand-new roof installed at closing, designed for long-term durability with an estimated 50-year lifespan. Additional major updates include a 2018 AC system and a 2022 water heater. This

  

  Alexa Monasterio Flores

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (321) 450-3189

  622 Anhinga Rd, Winter Springs, FL 32708
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  /34

  $319,900

  • 4 Beds
  • 2 Baths
  • 1,356 Sq Ft

  114 Sundance Ct, Winter Springs, FL 32708

  Looking for a 4-bed home in Winter Springs with Seminole County schools, wooded views, and easy access to parks, trails, and shops? Welcome to 114 Sundance Ct, a move-in ready gem with real lifestyle value. Set in the quiet cul-de-sac community of The Seasons, this home offers a blend of comfort, convenience, and nature. The open floor plan features vaulted ceilings, fresh interior paint (2023),

  Nora Rios EXP REALTY LLC

  114 Sundance Ct, Winter Springs, FL 32708
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  /25

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,983 Sq Ft

  221 Albert St, Winter Springs, FL 32708

  This 4-bedroom, 2-bath home offers 1,983 sq. ft. of living space with an open layout connecting the family room, dining, and kitchen areas. The kitchen features a skylight and a peninsula that opens seamlessly to the family room, while a Florida room connects directly from the kitchen and leads out to the backyard deck with a 12x12 hardtop gazebo that conveys. Both bathrooms also have skylights,

  David Zambrano REDFIN CORPORATION

  221 Albert St, Winter Springs, FL 32708
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  /50

  $289,000

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft

  718 Lakeside Dr, Winter Springs, FL 32708

  Experience comfort and effortless living in this beautifully maintained Winter Springs home with LOW HOA fees and COMPLETE PRIVACY- NO SHARE WALLS. The open living area impresses with VAULTED CEILINGS, UPGRADED LAMINATE FLOORINGS, STYLIST FIXTURES, AND CHARMING FIREPLACE. The well-designed kitchen offers generous storage, while the serene primary suite features double closets and an ENSUITE BATH.

  Mariana Cisneros PREMIUM PROPERTIES R.E SERVICE

  718 Lakeside Dr, Winter Springs, FL 32708
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  /27

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  498 Club Dr, Winter Springs, FL 32708

  Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to the home. Sliding glass doors open to a screen enclosed patio to the rear of the property that overlooks Winter Springs

  Joyce Gary PAINE-ANDERSON PROPERTIES, INC

  498 Club Dr, Winter Springs, FL 32708
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  /19

  $20,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  153 Hacienda Dr, Winter Springs, FL 32708

  Remodeled 2 bedroom/2bath beautiful condition with updated features. Porch with vaulted ceiling & a finished look with wall A/C. Newer windows, Great working kitchen. Oversized storage shed. Room for a flower garden or other plants of your choice. Hacienda Village is a Legacy Community with base rent of $1025. Located close to major Highways, shopping restaurants. Close to Fire stations, Police &

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  153 Hacienda Dr, Winter Springs, FL 32708
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  /36

  $272,500

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft

  1340 Delaney Dr, Winter Springs, FL 32708

  Welcome to 1340 Delaney Drive, a move-in-ready home nestled in the heart of Winter Springs, FL. This beautifully maintained 3-bedroom, 2-bath residence offers 1,420 square feet of smartly designed living space, featuring a desirable split-bedroom floor plan that perfectly balances privacy and function. Step inside to discover a bright and neutral interior complemented by stunning laminate floors

  Todd Schroth EXP REALTY LLC

  1340 Delaney Dr, Winter Springs, FL 32708
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  /57

  $49,900

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  87 Bonita Cir, Winter Springs, FL 32708

  Beautiful home - Updated in 2022. Open and very unique. Nice Screened in Porch, Situated at the end of a Cul-de-sac. Hacienda is a legacy community 55+ - A lot of Amenities- 2 pools, pickleball court, putt-putt, doggy park and more

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  87 Bonita Cir, Winter Springs, FL 32708
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  /54

  $48,500

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft

  272 Ponce de Leon Dr, Winter Springs, FL 32708

  HACIENDA VILLAGE 55+ WELL MAINTAINED HOME! PERFECT FLOOR PLAN. INSIDE UTILITY CENTRAL AIR SYSTEM - FULL SYSTEM 2 HTD AREA 2 BEDROOMS - SPACIOUS MASTE SUITE WITH DRESSING, KITCHEN HAS AN ISLAND TOP COOKING. BEAUTIFUL BACKYARD AND SCREENED INSIDE PORCH. HACIENDA VILLAGE IS A LEGACY COMMUNITY - WITH NEW AMENITIES. MONTHLY RENT $1025 .COME SEE US TODAY!

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  272 Ponce de Leon Dr, Winter Springs, FL 32708
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  /25

  $169,900

  • 2 Beds
  • 2 Baths
  • 1,187 Sq Ft

  40 Sheoah Blvd Unit 27, Winter Springs, FL 32708

  Experience the perfect blend of comfort, convenience, and community with this beautifully maintained 2/2, 1187 sqft, first-floor condo located in the highly desirable Highlands neighborhood in Winter Springs. Set within the top-rated Seminole County School District, this ground-level residence offers true ease of living—no stairs, no hassle, just effortless accessibility from the moment you

  Travis Cepregi KELLER WILLIAMS WINTER PARK

  40 Sheoah Blvd Unit 27, Winter Springs, FL 32708
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  /17

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft

  429 Sheoah Blvd Unit 8, Winter Springs, FL 32708

  Discover Your Dream Home! Welcome to this stunning 3-bedroom, 2-bathroom condo, nestled on the serene 2nd floor. Recently updated to enhance your living experience, this residence boasts fresh interior paint and brand-new floor throughout, ensuring a move-in ready condition that invites comfort and style. The spacious living room and dining area merge seamlessly, featuring a charming wet bar area

  Elizabeth Dowell UPZEL REALTY LLC

  429 Sheoah Blvd Unit 8, Winter Springs, FL 32708
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  /54

  $39,999

  • 1 Bed
  • 1.5 Baths
  • 672 Sq Ft

  80 Majorca Dr, Winter Springs, FL 32708

  Just bring a toothbrush- This home has all new everything. It was completely remodeled in 2021/2022. 1 bedroom with a den in front (could be used as a second bedroom). New A/C unit to keep you nice & cool! Handicap accessible with a ramp. There is a gas line to the home. There is a gas tankless hot water heater. All new windows with exception of the kitchen bay window. The roof is new with

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  80 Majorca Dr, Winter Springs, FL 32708
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  /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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  /3

  $320,000

  • 4 Beds
  • 2 Baths
  • 1,558 Sq Ft

  431 S Alderwood St, Winter Springs, FL 32708

  Investor Special! House needs TLC. Living room, dining room and family room with fireplace that is not currently working. No appliances in kitchen. 4 bedrooms 2 full baths. Large screened in back porch. Huge yard. Good schools. Good location.

  Julie Bailey HOME SOLD NETWORK LLC

  431 S Alderwood St, Winter Springs, FL 32708
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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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  /53

  $39,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  442 Dorado Dr, Winter Springs, FL 32708

  Hacienda Village a 55+ Community has been updated-Pickel Ball Courts, 2 Pools one heated, Putt Putt, Doggy Park, Tiki Huts, Grills, always something going on. Hacienda Village has easy access to all major highways with beaches and Parks only 45 minutes away. Fire and Police Dept close by, Restaurants, Medical, Shopping and more in the area.

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  442 Dorado Dr, Winter Springs, FL 32708
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  /37

  $465,000

  • 5 Beds
  • 2.5 Baths
  • 2,092 Sq Ft

  431 S Hawthorn Cir, Winter Springs, FL 32708

  **Single-Family Home with Detached ADU & Pool**Tucked away in a quiet cul-de-sac, this over 2,000 sq. ft. home with a detached Accessory Dwelling Unit (ADU) is a rare find in the highly desirable, non-HOA community of North Orlando Terrace! NEWER ROOF (2022), as well as a massive remodel in 2023 that consisted of NEW kitchen, bathrooms, plumbing, electrical panel, interior/exterior paint,

  Elliot Shugan THE SHUGAN GROUP INC

  431 S Hawthorn Cir, 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
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  /32

  $210,000

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  30 Moree Loop Unit 39, Winter Springs, FL 32708

  Welcome to your move-in ready 3-bedroom, 2.5-bath townhome-style condo located in the desirable Highlands of Winter Springs community known for its beautiful tree-lined streets, scenic walking trails, and resort-style amenities. This stylish home offers approximately 1,400 square feet of updated living space designed for comfort and low-maintenance living. Inside, you’ll find a fully remodeled

  Casey Irwin PARK VIEW REALTY INC

  30 Moree Loop Unit 39, Winter Springs, FL 32708
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  /48

  $39,900

  • 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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  /60

  $38,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  47 La Vista Dr, Winter Springs, FL 32708

  HACIENDA VILLAGE 55+ 3 bedroom/2 bath with spacious floor plan, extra room with separate A/C/Heat- cute little tiled porch floor. Newer front windows, 2 storage sheds. Hacienda Village is a Legacy Community. Amenities include: Pickle Ball, Small Putt, Putt golf course, doggy park; tiki Huts, some with grills, 2 pools. Recreation Hall (Rec Hall has full kitchen; exercise room, pool tables and

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  47 La Vista Dr, 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

  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 appliances stay, so you can

  Alie Gattis MAINFRAME REAL ESTATE

  270 San Gabriel St, Winter Springs, FL 32708
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  /26

  $232,000 Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,130 Sq Ft

  411 Green Spring Cir, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. AS-IS Opportunity in the Vineyards of Mount Greenwood! This 3-bedroom, 1.5-bath townhome in Winter Springs is a true handyman’s special ideal for investors and first-time buyers looking to build equity. Inside, you’ll find a spacious living and dining area, kitchen, half bath, and extra storage under the stairs, while sliding glass doors open to a

  Sarita Cabrera WATSON REALTY CORP

  411 Green Spring Cir, Winter Springs, FL 32708
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  /55

  $49,900

  • 2 Beds
  • 2 Baths
  • 1,358 Sq Ft

  367 Casa Grande Ct, Winter Springs, FL 32708

  Hacienda Village 2 bedroom/ 2 bath well maintained home. 1358 Sq ft of heated area. Very spacious home! Great Layout. Nice Size Storage Living Room, Dining Rm, family rm, Breakfast Bar in Kitchen, Large screened in porch. On a circle-Great Lot in Phase III. Hacienda Village, A Legacy Community 55+ Monthly Lot Rent $1025. New/Newer Amenities. Close to major Highways, Shopping, Medical,

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  367 Casa Grande Ct, Winter Springs, FL 32708
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  /42

  $369,900

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft

  451 Harbor Winds Ct, Winter Springs, FL 32708

  Well maintained! Move-in Ready! Fabulous 2-story, 3 bedroom, 2 full bath and a half bath townhouse with attached 2-car garage in the exclusive gated community of Harbor Winds. Upgrades include: New Roof (2023); New Gutters (2023); New A/C System (2023); New Water Heater (2023); New Stainless Steel Appliances (2023) to include Refrigerator, Range, Dish Washer and Microwave. Inside, the perfectly

  Anderson (Luis) Zamora OLYMPUS EXECUTIVE REALTY INC

  451 Harbor Winds Ct, Winter Springs, FL 32708
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  /15

  $35,900

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft

  100 Hacienda Dr, Winter Springs, FL 32708

  This home boasts a spacious alley-style kitchen equipped with all appliances, including a built-in microwave, and features a cozy breakfast nook or sitting area. The expansive living room offers endless possibilities for furniture arrangements and includes a large window that welcomes the natural Florida sunlight. The dining area is ample enough to accommodate a generous table for gatherings or

  Allan Trager Four Star Homes, Inc.

  100 Hacienda Dr, Winter Springs, FL 32708
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  /50

  $79,900

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  168 Costa Cir, Winter Springs, FL 32708

  BEAUTIFUL RENOVATED HOME with ALL NEW APPLIANCES including a surface gas stove, new hot water heater & HVAC. Beautiful 4 panel doors, vinyl flooring throughout.All new vapor barrier and installation underneath. New homes will be put in next door and this home has beautiful landscaping all around. This is a must see home! Shopping,Restaurants, major highways nearby. Fire Department, hospital,

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  168 Costa Cir, Winter Springs, FL 32708
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  /17

  $799,500

  • 8 Beds
  • 8 Baths
  • 3,636 Sq Ft

  46 N Fairfax Ave, Winter Springs, FL 32708

  Great investment opportunity in Central Florida—4-unit quadplex with each unit featuring 2 bedrooms, 1 full bath, and 1 half bath. Washe/Dryer hookups in every unit. Currently, one unit is rented at $1,495/month, while three units are vacant, offering room to increase rental income to the market rate of $1,600 per unit. Recent updates include a new roof (2020), new AC units (2020), new water

  Matt White SLOANE REALTY, LLC

  46 N Fairfax Ave, Winter Springs, FL 32708
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  /89

  $93,500

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  411 La Vista Dr, Winter Springs, FL 32708

  HACIENDA VILLAGE 55+ - 1536 DOUBLE WIDE 3 BEDROOMS 2 BATHS SPLIT PLAN WITH A LOT OF UPGRADES. FAMILY ROOM, SCREENED IN AREA, LOTS & LOTS OF STORAGE, WATER PURIFIER, AND A NICE SIZE LOT TO ENJOY. NEIGHBORHOOD IS CLOSE TO ALL MAJOR HIGHWAYS, SHOPPING, DOCTORS AND RESTAURANTS. WE HAVE ALL THE LATEST AND GREATEST AMENITIES. HACIENDA VILLAGE IS A LEGACY COMMUNITY. MONTHLY RENT $1025

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  411 La Vista Dr, Winter Springs, FL 32708
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  /57

  $575,000

  • 6 Beds
  • 4 Baths
  • 1,123 Sq Ft

  212 Perth Ct, Winter Springs, FL 32708

  Exceptional investment opportunity in the sought-after Highlands community of Winter Springs! This well-maintained duplex offers two spacious 3-bedroom, 2-bath units, each featuring a 2-car garage, fenced backyard, and thoughtfully designed floor plan. Both sides are professionally leased, generating a combined $3,600/month in gross income, with tenants responsible for their own utilities —

  Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

  212 Perth Ct, Winter Springs, FL 32708
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  /31

  $179,900

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  40 Moree Loop Unit 7, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Experience comfort, space, and convenience in this inviting two-story condo featuring 3 bedrooms and 2.5 baths, ideally located in the heart of Winter Springs. The home offers spacious living areas and generously sized bedrooms, creating a bright, welcoming layout ideal for everyday living and entertaining. Notable features include an in-unit

  Jeff Singletary KELLER WILLIAMS HERITAGE REALTY

  40 Moree Loop Unit 7, Winter Springs, FL 32708
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  /36

  $390,000

  • 3 Beds
  • 2 Baths
  • 1,522 Sq Ft

  625 Nighthawk Cir, Winter Springs, FL 32708

  This charming 3 bedroom, 2 bathroom single family home boasts a beautiful open plan. The kitchen has been recently remodeled and includes solid counter tops and back splatch. The appliances are all within a couple years old and barely used. The tile roof is 2 years old. The water heater is brand new. The entire property has been recently painted and the carpeting is brand new. The primary

  Warren Gagne NEXTHOME NEIGHBORHOOD REALTY

  625 Nighthawk Cir, Winter Springs, FL 32708
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  /43

  $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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  /54

  $49,900

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  125 Las Almas Ln, Winter Springs, FL 32708

  Very Modern-open-Newer Windows, New Rood 2021, Newer Appliances, Replumbed. A beautiful setting. Hacienda Village is a Legacy 55+ Community with newer Amenities, Pickle Ball, Putt Putt, Doggie Park, 2 pools, one which is heated. Always something going on- Never a dull moment. Base mo. rent is $1025. (Pictures coming soon) Great buy for this large home!!

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  125 Las Almas Ln, Winter Springs, FL 32708
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  /33

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,336 Sq Ft

  121 N Fairfax Ave, Winter Springs, FL 32708

  Beautiful 3 bedrooms 2 baths home in Winter Springs, Florida. Sit out on your front porch and enjoy the lake/park view. Beautiful, paved driveway can hold 2 cars. Relax in the backyard within big area. This home is minutes from all shopping, Interstate 4 and the 417-toll road. Close to the police station for added security. The back yard has turf grass. Kitchen was remolded new counter and

  Edgar Quijano AVILA & ASSOCIATES REALTY

  121 N Fairfax Ave, Winter Springs, FL 32708
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  /35

  $159,999

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft

  80 Moree Loop Unit 10, Winter Springs, FL 32708

  Welcome to The Highlands, a highly sought-after community in Winter Springs! This inviting 3-bedroom, 2-bath condo features a bright, open layout with plenty of natural light. The spacious living and dining areas flow seamlessly into the kitchen, which offers ample cabinet space and a convenient breakfast bar. Head outside to enjoy your private balcony, perfect for relaxing with your morning

  Devina Tewari COLDWELL BANKER REALTY

  80 Moree Loop Unit 10, Winter Springs, FL 32708
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  /47

  $15,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  468 Ponce de Leon Cir, Winter Springs, FL 32708

  Perfect Location-circle-corner lot. Owner says "make an Offer!" priced to sell. Hacienda Village a 55+ Community has been updated-Pickel Ball Courts, 2 Pools one heated, Putt Putt, Doggy Park, Tiki Huts, Grills, always something going on. Hacienda Village has easy access to all major highways with beaches and Parks only 45 minutes away. Fire and Police Dept close by, Restaurants,

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  468 Ponce de Leon Cir, Winter Springs, FL 32708
• 

  

  /57

  $39,500

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  180 La Vista Dr, Winter Springs, FL 32708

  New Roof, New electrical, subflooring put in in 2024. Home has been well maintained, original family owners. Very Spacious. Lot of storage areas. 3 Bedrooms, 2 bath. appliances sold "as is". Hacienda Village, A Legacy Community 55+ Basic monthly lot rent $1025. This park offers many amenities, 2 pools (Family Pool-Recreation Hall, heated pool) Clun House, mini golf. You won't be bored,

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  180 La Vista Dr, Winter Springs, FL 32708
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  /14

  $64,800

  • 2 Beds
  • 2 Baths

  338 Casa Grande Dr, Winter Springs, FL 32708

  Discover your perfect Florida retreat in this beautifully updated 2-bedroom, 2-bath home located in a desirable 55+ community in Winter Springs. Featuring luxury plank flooring, a remodeled kitchen, and a semi-furnished, move-in-ready interior with all appliances included. The 5-year-old roof adds peace of mind, while resort-style amenities offer an active, social lifestyle just steps from your

  Gabriel Dumeng AMAZING MOBILE HOMES LLC

  338 Casa Grande Dr, Winter Springs, FL 32708

Showing Results 1 - 40, Page 1 of 2

Why Live in Highlands

Highlands in Winter Springs, Florida, is a neighborhood known for its lush natural scenery and access to urban amenities. The area is part of the Seminole County Public Schools, a Premier National School District, with highly rated institutions like Indian Trails Middle and Winter Springs High School. The neighborhood features a mix of single-family homes, condos, and townhomes, with styles ranging from ranch-style to Spanish-revival, built primarily in the mid-to-late 20th century. The Highlands Homeowner's Association provides amenities such as tennis courts, a junior-sized Olympic swimming pool, a playground, a lakeside park, nature trails, and an outdoor grill area. Residents enjoy proximity to several parks, including Spring Hammock Preserve with its ancient bald cypress trees and Soldiers' Creek Park, which offers championship baseball fields and access to the Cross Seminole Trail. Torcaso Park provides a nautical-themed playground and splash pad for children, while anglers can fish in Lake Jessup. Dining options include Chilangos for Mexican cuisine, Argentinian Bakery and Café for sweet treats, and Victorio's for Italian fare. The Winter Springs Town Center offers shopping and nightlife, with additional retail options at nearby Altamonte Mall and Oviedo Mall. Highlands is safer than the national average, making it a practical choice for families. While biking is popular, most residents rely on cars and trucks, with public buses and SunRail providing transportation to Downtown Orlando, 15 miles away. The neighborhood hosts events like the Central Florida Scottish Highland Games and the Hometown Harvest Festival, adding to its community appeal.

Learn more about living in Highlands

Frequently Asked Questions

Is Highlands a good place to live?

Highlands is a good place to live. Highlands is considered very car-dependent and somewhat bikeable. Highlands has 9 parks for recreational activities. It is fairly sparse in population with 4.7 people per acre and a median age of 40. The average household income is $72,590 which is below the national average. College graduates make up 29.8% of residents. A majority of residents in Highlands are home owners, with 39.1% of residents renting and 60.9% of residents owning their home. A local real estate agent serving Highlands can help you decide if this neighborhood is the right one for you. Learn more on our Highlands neighborhood guide.

Is Highlands, FL a safe neighborhood?

Highlands, FL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.

How much do you need to make to afford a house in Highlands?

The median home price in Highlands is $324,900. If you put a 20% down payment of $65,000 and had a 30-year fixed mortgage with an interest rate of 6.15%, your estimated principal and interest payment would be $1,580 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $68K a year to afford the median home price in Highlands. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Highlands is $73K.

What are the best public schools in Highlands?

The best public schools that serve Highlands are:

• Seminole High School has an A- Niche grade, a student teacher ratio of 21:1 and an average review score of 3.9.
• Lake Mary High School has an A- Niche grade, a student teacher ratio of 21:1 and an average review score of 3.9.
• Winter Springs High School has an A- Niche grade, a student teacher ratio of 19:1 and an average review score of 3.6.

What are the best private schools in Highlands?

The best private schools that serve Highlands are:

• The Geneva School has an A+ Niche grade, a student teacher ratio of 9:1 and an average review score of 4.5.
• Oak Arbor Christian School has a student teacher ratio of 50:1.
• Revival Fire Christian Academy has a student teacher ratio of 10:1.

What are the most popular zip codes in Highlands, Winter Springs, FL?

The most popular zip codes in Highlands, Winter Springs, FL include 32708, 32750, 32707, 32746 and 32773.

What are the most popular neighborhoods near Highlands, Winter Springs, FL?

The most popular neighborhoods near Highlands, Winter Springs, FL are Longwood Lakes, Greenwood Lakes, Alaqua, Lake Howell and Spring Valley.

Are home prices dropping in Highlands?

Yes, home prices in Highlands are down 7% in the last 12 months.

Home Trends in Highlands, FL

On average, homes in Highlands, Winter Springs sell after 53 days on the market compared to the national average of 53 days. The median sale price for homes in Highlands, Winter Springs over the last 12 months is $307,000, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$307,000

Median Single Family Sale Price

$330,000

Median Townhouse Sale Price

$500,000

Median 2 Bedroom Sale Price

$174,950

Median 1 Bedroom Sale Price

$140,000

Average Price Per Sq Ft

$227

Number of Homes for Sale

35

Last 12 months Home Sales

163

Months of Supply

2.60

Median List Price

$324,900

Median Change From 1st List Price

3%

Median Home Sale Price YoY Change

-6%