Highlands Homes for Sale

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  /53

  $394,000

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

  622 Anhinga Rd, Winter Springs, FL 32708

  4-Point Inspection completed 01/12/2026 is available in the MLS. The clay tile roof has approximately 13 years of remaining useful life. HVAC (2017–2018), electrical panels, plumbing, and water heater (2022) were all reviewed and marked satisfactory. An insurance quote is available upon request. This well-maintained two-story home offers 1,721 sq ft of living space with a bright, open layout,

  

  Alexa Monasterio Flores

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (321) 450-3189

  622 Anhinga Rd, Winter Springs, FL 32708
• Explore Highlands

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  /11

  $237,000

  • 3 Beds
  • 2 Baths
  • 1,032 Sq Ft

  328 San Miguel St, Winter Springs, FL 32708

  Welcome home to this charming 3-bedroom, 2-bathroom home, which offers 1,032 square feet of beautifully updated living space. This property features a newly painted interior and a fully remodeled eat-in kitchen equipped with brand-new stainless steel appliances, shaker cabinets with modern hardware, a trendy backsplash, and granite countertops. The home is designed with a functional split-floor

  

  Carmen Vazquez

  REALTY TECH INC

  (321) 463-4822

  328 San Miguel St, 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

  Discover comfort and convenience at 114 Sundance Ct, a 4-bedroom home in the cul-de-sac community of The Seasons in Winter Springs. Backing to conservation for added privacy, this home features vaulted ceilings, an open layout, tile flooring in the main living areas, laminate flooring in the bedrooms, and fresh interior paint. The split-bedroom design offers a functional layout, while the kitchen

  Nora Rios WEICHERT REALTORS HALLMARK PRO

  114 Sundance Ct, 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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  /28

  $350,000

  • 4 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  130 Lombardy Rd, Winter Springs, FL 32708

  Welcome to 130 Lombardy Road in Winter Springs! This 4-bedroom, 2 bath pool home is ready for new owners. With a newer roof (2024), vinyl flooring through most of the home, and an updated kitchen -- it's a great investment and priced to sell. A fenced yard, in ground pool and large screened patio make living the Florida lifestyle easy. The house has been replumbed and the interior recently

  Shannon Riva COLDWELL BANKER REALTY

  130 Lombardy Rd, Winter Springs, FL 32708
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  /40

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  446 Club Dr, Winter Springs, FL 32708

  Discover effortless living in this immaculate 3-bedroom, 2-bath townhome nestled in the desirable Cypress Club at The Highlands. Thoughtfully maintained and beautifully updated, this residence offers the perfect blend of comfort, style, and convenience with a desirable split-bedroom floor plan—featuring one bedroom and a full bathroom on the main level, and the primary suite along with a third

  Hanoi Burgos COLDWELL BANKER REALTY

  446 Club Dr, Winter Springs, FL 32708
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  /29

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,686 Sq Ft

  762 Sheoah Blvd, Winter Springs, FL 32708

  PRICE REDUCTION. This home is located in one of the most desired communities in the Winter Springs area. The home offers 3 bedrooms and 2 bathrooms, an open floor plan, a Florida Room, split bedrooms, high ceiling, crown molding and much more. It is located close to all major highways making easy access to shopping centers and restaurants offering convenient travel to all areas of Central

  Beverly Curry ABSOLUTE REALTY GROUP, LLC

  762 Sheoah Blvd, Winter Springs, FL 32708
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  /24

  $379,500

  • 3 Beds
  • 2.5 Baths
  • 1,771 Sq Ft

  618 Nighthawk Cir, Winter Springs, FL 32708

  Move in Ready home in Greenspointe section of The Highlands. This Light & Bright Home has No Rear Neighbors and a Nice View of the open space out back. New Tile Roof 2017, New A/C. Primary Bathroom has a Large Step-In Shower/Tub. The community offers a variety of amenities including a Olympic Size Community Pool, Tennis & Pickleball Courts, Audibon Park, Nature Trails and a Clubhouse. Highly

  Paul Buscemi FLORIDA HOME TEAM REALTY LLC

  618 Nighthawk Cir, Winter Springs, FL 32708
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  /24

  $330,000

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  712 Linden Dr, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Welcome to this well-maintained 3-bedroom, 2-bathroom block townhome offering 1,366 square feet of comfortable living space in the desirable Wildwood community of Winter Springs. Tucked along a quiet tree-lined street. Inside, the home features an open and inviting layout highlighted by vaulted ceilings, neutral tones, and vinyl flooring that create

  Kaleb Shaw SHAW SIGNATURE RE

  712 Linden Dr, Winter Springs, FL 32708
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  /30

  $399,000 Open Sat 10AM - 12PM

  • 4 Beds
  • 2 Baths
  • 1,769 Sq Ft

  710 Briarwood Dr, Winter Springs, FL 32708

  Welcome to 710 Briarwood Drive in highly desirable Winter Springs! This beautifully maintained 4-bedroom, 2-bath home offers 1,769 square feet of comfortable living space, perfectly positioned on a quiet cul-de-sac with a private backyard setting. Inside, you’ll find Luxury vinyl and tile flooring throughout — no carpet — creating a clean, cohesive look and easy maintenance. The bright white

  Hank Paxson CREEGAN GROUP

  710 Briarwood Dr, Winter Springs, FL 32708
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  /24

  $352,000

  • 3 Beds
  • 3 Baths
  • 1,104 Sq Ft

  310 Panama Cir, Winter Springs, FL 32708

  BEAUTIFUL HOME! TOTALLY UPGRADED 3 BEDROOMS 2 BATHS!! & IN-LAW SUITE 1 BEDROOM 1 BATHROOM AND LAUNDRY. Priced to Sell! This home is not like no other home in this area, Nice Kitchen Cabinets and Granite counter tops, modern tile floors, Stain Steel appliances, Refrigerator, Range & microwave. This home is clean, immaculate and a pleasure to show.

  Everardo Santos ESG INVESTMENT ENTERPRISE INC

  310 Panama Cir, Winter Springs, FL 32708
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  /28

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  502 Lancers Dr, Winter Springs, FL 32708

  Charming 3-bedroom, 2-bath home offering an open split floor plan with vaulted ceilings and abundant natural light. The main living areas feature tile and laminate flooring for a stylish, low-maintenance finish. The primary suite includes a generous walk-in closet with elevated ceilings for added storage. Sliding glass doors open to a private backyard with a concrete patio and easy-care lawn,

  Kayla Williams Realty Pros Commercial

  502 Lancers Dr, Winter Springs, FL 32708
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  /27

  $235,000

  • 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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  /38

  $249,900

  • 2 Beds
  • 1.5 Baths
  • 1,363 Sq Ft

  565 Green Spring Cir, Winter Springs, FL 32708

  Discover an affordable townhome in Winter Springs, Florida offering 2 bedrooms, 1.5 bathrooms and peaceful water & conservation views — all for less than rent. This move-in ready townhome is an excellent opportunity for first-time homebuyers, downsizers, or investors seeking rental income in Seminole County. Step inside to a spacious open-concept floor plan designed for comfortable everyday

  Sharyon Neilen COLDWELL BANKER REALTY

  565 Green Spring Cir, Winter Springs, FL 32708
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  /37

  $329,900

  • 4 Beds
  • 2 Baths
  • 1,485 Sq Ft

  5 Gumtree Ct, Winter Springs, FL 32708

  Beautiful 4 Bedroom Home in Winter Springs. This well-maintained 4 bedroom, 2 bathroom home in Winter Springs sits on an almost quarter-acre lot, offering plenty of space both inside and out. The home features a split floor plan that provides privacy between the primary suite and additional bedrooms. Enjoy brand new flooring in the master bedroom and updated flooring throughout the main living

  Dean Erlandson LIVE FLORIDA NOW LLC

  5 Gumtree Ct, Winter Springs, FL 32708
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  /26

  $314,900

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  102 Camphorwood Ct, Winter Springs, FL 32708

  Welcome to this charming 3-bedroom, 2-bath home nestled on a spacious cul-de-sac lot in the heart of Winter Springs. Offering added privacy and room to spread out, the oversized homesite provides a peaceful setting while still being close to everything you need. Inside, you’ll find a warm and inviting interior with tile and wood flooring throughout, complemented by neutral tones that make it easy

  Brooke Brown THE AGENCY FL

  102 Camphorwood Ct, Winter Springs, FL 32708
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  /34

  $145,000

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  10 Moree Loop Unit 3, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. You will LOVE living in Baytree, a towhome styled condominium community in the desirable Highlands of Winter Springs! This home has been well loved and owned by the same owner for many years and is ready for YOU to make it YOURS. Offering a great floor plan and lots of space with a screen enclosed back porch and covered entry. Two large bedrooms on

  Carla Stanton MAINFRAME REAL ESTATE

  10 Moree Loop Unit 3, Winter Springs, FL 32708
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  /2

  $135,500

  • 2 Beds
  • 2 Baths

  77 Majorca Dr, Winter Springs, FL 32708

  Brand-new 2026 Jacobsen Home offering modern design and quality craftsmanship throughout. This beautifully appointed residence features recessed lighting, elegant crown molding, and luxury plank flooring that flows seamlessly through the home. The stylish kitchen is equipped with stainless steel appliances, creating a sleek and functional space for everyday living and entertaining. A decorative

  Todd Vagts Hacienda Village

  77 Majorca Dr, Winter Springs, FL 32708
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  /54

  $39,900

  • 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 Base RENT $1075. COME SEE US TODAY!

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  272 Ponce de Leon Dr, Winter Springs, FL 32708
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  /32

  $38,900

  • 1 Bed
  • 2 Baths
  • 1,008 Sq Ft

  421 Costa Rica Dr, Winter Springs, FL 32708

  Located in the wonderful Hacienda Village 55 plus community in Winter Springs, this 1 Bed, 2 Bath home has been beautifully renovated and is truly a must-see to believe. Pictures simply do not do it justice! Whether you are looking for the perfect winter retreat or a full-time residence, this home offers comfort, style, and an amazing location close to everything you need. Move-in ready,

  Isabel Dalgleish Four Star Homes, Inc.

  421 Costa Rica Dr, 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

  $35,000

  • 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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  /39

  $1,399,900

  • 4 Beds
  • 3 Baths
  • 4,464 Sq Ft

  120 E Bahama Rd, Winter Springs, FL 32708

  This property offers a rare opportunity to own a home with true flexibility, privacy, and long-term value—perfect for today’s evolving lifestyles. Designed with flexibility in mind, this home features a private in-law or guest suite with its own separate exterior entrance and full bathroom, creating an ideal setup for multigenerational living, visiting guests, or a private home office. The in-law

  Alma Merrill EXP REALTY LLC

  120 E Bahama Rd, Winter Springs, FL 32708
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  /33

  $237,000

  • 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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  /31

  $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

  $28,000

  • 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 1075. ( 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

  $274,900

  • 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

  $229,900 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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  /4

  $450,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  3711 N Ronald Reagan Blvd, Longwood, FL 32750

  Tear down property located on a major road in an actively developng area. Included in the price is an additional lot that makes this property almost .40 of an acre. Surrounded by new development, including a new school. High-visibility location ideal for recevelopment, long term investment or future commercial potential (subject to city/county approvals).

  Vivian Lehman YOU HAVE REALTY LLC

  3711 N Ronald Reagan Blvd, Longwood, FL 32750
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  $360,900

  • 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

  Isabel Dalgleish 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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  /25

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,044 Sq Ft

  222 W Panama Rd, Winter Springs, FL 32708

  Well-maintained 3-bedroom, 2-bath home located in sought-after Winter Springs. This property offers a fully fenced backyard with a private pool, providing excellent privacy and space for outdoor entertaining. Situated in a quiet, established neighborhood with no HOA restrictions. Conveniently located near local parks, shopping centers, dining, and major highways for easy commuting. Zoned for

  Melissa Maldonado CENTURY 21 MCBRIDE REALTY GROUP

  222 W Panama Rd, Winter Springs, FL 32708
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  /34

  $49,900

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  382 La Vista Dr, Winter Springs, FL 32708

  NEWLY RENOVATED- 2 BEDROOM/2 BATH- 1 MONTH FREE LOT RENT!!! Totally Renovated home with new drywall, paint, & baseboards. Bathrooms have been beautifully renovated with new vanities, showers, and fixtures. Flooring and sub flooring has been installed with waterproof vinyl laminate. All new stainless-steel appliances. The A/C is a 3-new A/C mini split installed, 1 in each bedroom and 1 in the main

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  382 La Vista Dr, Winter Springs, FL 32708
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  /28

  $287,900

  • 2 Beds
  • 2 Baths
  • 974 Sq Ft

  337 Kirkcaldy Dr, Winter Springs, FL 32708

  Warm and inviting home located in the highly sought-after Highland Village community of Winter Springs—where residents love to live and rarely want to leave. This 2-bedroom, 2-bath home features an open floor plan, abundant natural light, and no carpet throughout. The spacious living and dining areas open a comfortable layout, perfect for everyday living or entertaining. The primary bedroom is

  Daniel Goodman CHARLES RUTENBERG REALTY ORLANDO

  337 Kirkcaldy Dr, Winter Springs, FL 32708
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  /3

  $110,000

  • Land
  • 0.29 Acre
  • $379,310 per Acre

  Unlisted Address

  Incredible opportunity to build your dream home on this fantastic vacant land! Great location,situated near Highway 17-92, and SR 434, this property has many conveniences only a few minutesaway from popular spots like Winter Springs town center, Target, Publix, Lowes, Home Depot, and thebeautiful Lake Concord Park. Enjoy life in a well established neighborhood with quick access

  R Webb REALTY PROFESSIONALS USA LLC

  Unlisted Address
• 

  

  /54

  $25,000

  • 2 Beds
  • 2 Baths

  364 Casa Grande Dr, Winter Springs, FL 32708

  Priced to Sell - Make Offer - Screened in Porch, Good Size Shed, 2 Bedrooms, 2 Baths, Located in Phase III, Golf Cart Path Close. Hacienda Village has a lot of amenities, 2 pools (1 heated), Pickleball, Putt Putt, Doggy Park. Hacienda is located near major highways within 45 minutes of beaches & parks - Check us out! Base Monthly rent is $1075.

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  364 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 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 $324,950. If you put a 20% down payment of $65,000 and had a 30-year fixed mortgage with an interest rate of 6%, your estimated principal and interest payment would be $1,560 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $67K 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, 32707, 32750, 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 4% in the last 12 months.

Home Trends in Highlands, FL

On average, homes in Highlands, Winter Springs sell after 61 days on the market compared to the national average of 54 days. The median sale price for homes in Highlands, Winter Springs over the last 12 months is $308,000, down 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$308,000

Median Single Family Sale Price

$330,000

Median Townhouse Sale Price

$500,000

Median 2 Bedroom Sale Price

$172,000

Median 1 Bedroom Sale Price

$132,500

Average Price Per Sq Ft

$229

Number of Homes for Sale

40

Last 12 months Home Sales

154

Months of Supply

3.10

Median List Price

$324,950

Median Change From 1st List Price

3%

Median Home Sale Price YoY Change

-7%