Highlands Homes for Sale

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  /53

  $399,000

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

  622 Anhinga Rd, Winter Springs, FL 32708

  NEW ROOF!!! NEW ROOF!!! NEW ROOF!!! The roof is currently being replaced — what you have been waiting for is finally here. Take advantage of this opportunity to own a home with a BRAND NEW roof, offering peace of mind, easier insurance, and long-term value. This 3-bedroom, 2.5-bathroom home offers over 1,700 sq ft of living space and is located in a top-rated Seminole County school zone. The

  

  Alexa Monasterio Flores

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (321) 215-7420

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

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  /15

  $224,900

  • 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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  /33

  $317,700

  • 4 Beds
  • 2.5 Baths
  • 1,778 Sq Ft

  702 Glasgow Ct Unit 702, Winter Springs, FL 32708

  Welcome to a beautifully updated patio home tucked away on a quiet, tree-lined cul-de-sac in the desirable Pebble Creek community of The Highlands in Winter Springs. Enjoy Villa-style living with a two-story layout. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout with the primary suite conveniently located on the first floor, this home blends comfort, functionality, and

  

  Carrie Shawfield

  SHAWFIELD REALTY GROUP

  (321) 485-6741

  702 Glasgow Ct Unit 702, Winter Springs, FL 32708
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  /30

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  30 S Edgemon Ave, Winter Springs, FL 32708

  One owner Vintage home. 66 years old. VIEW SHORT VIRTUAL TOUR! So much potential. Needs full remodel but a nice piece of land with lots of living options. NO HOA with an amazing location. Multifamily Multi-generational potential. Was added onto many years ago. Originally built as a 2/1. Had another room with a second bath many years ago. Fireplace and family room was added on years ago. Also has

  

  Laurie Cash Cain

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 285-1861

  30 S Edgemon Ave, 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

  $360,000

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

  762 Sheoah Blvd, Winter Springs, FL 32708

  PRICE REDUCTION. SOLD “AS IS”. 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

  Beverly Curry ABSOLUTE REALTY GROUP, LLC

  762 Sheoah Blvd, Winter Springs, FL 32708
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  /24

  $374,900

  • 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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  /4

  $399,000

  • 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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  /21

  $375,000 Open Sun 1PM - 4PM

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

  710 Briarwood Dr, Winter Springs, FL 32708

  Welcome to this beautifully updated 4-bedroom, 2-bath home in Winter Springs, FL, featuring thoughtful upgrades and a well-designed layout. Inside, you’ll find fresh interior paint, new baseboards and trim, updated lighting and ceiling fans, and custom shelving in the living room that adds both style and functionality. The layout includes multiple living areas and four well-sized bedrooms. The

  Steven Koleno BEYCOME OF FLORIDA LLC

  710 Briarwood Dr, Winter Springs, FL 32708
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  /12

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,053 Sq Ft

  214 N Alderwood St, Winter Springs, FL 32708

  Completely remodeled 3-bedroom, 2 bathroom home located located in the heart of Winter Springs, offering convenience , comfort , and modern upgrades throughout. Situated on an oversized lot, this property features a large private pool, perfect for entertaining or relaxing in your own backyard oasis. Inside , you'll find a brand -new kitchen with modern finishes ,complemented by all-new appliances

  Krasimira Kakarova WORLD PROPERTIES GROUP

  214 N Alderwood St, 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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  /23

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  403 Murphy Rd, Winter Springs, FL 32708

  Welcome home to this beautiful 3 bedrooms, 2 bathrooms house with a pool. Come and enjoy the large pool, modern and updated kitchen with granite countertop and stainless-steel appliances. The spacious interior along with the bonus room will give your family enough space to grow. In the last 4 years the roof, air conditioning unit and water heater have all been replaced. The solar panels will

  Celeste Baez FLORIDA REALTY INVESTMENTS

  403 Murphy Rd, Winter Springs, FL 32708
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  /52

  $285,000

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

  476 Club Dr, Winter Springs, FL 32708

  Welcome to 476 Club Drive, a beautifully cared-for townhome nestled in the highly sought-after Cypress Club section of The Highlands in Winter Springs—a community known for its incredible amenities and natural surroundings. This spacious 3-bedroom, 2-bath residence blends comfort, functionality, and peace of mind with key updates already completed. Enjoy the benefits of a 2020 A/C system, a full

  Jeff Singletary KELLER WILLIAMS HERITAGE REALTY

  476 Club 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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  /2

  $132,500

  • 2 Beds
  • 2 Baths

  8 La Vista Dr, Winter Springs, FL 32708

  This brand-new 2026 "The Solara" model offers a perfect blend of style and functionality, featuring recessed lighting, luxury plank flooring, and a beautiful decorative glass entry door. The modern kitchen is equipped with stainless steel appliances and a spacious island, ideal for cooking and entertaining. The home also includes a walk-in closet for added storage and a shed with

  Todd Vagts Hacienda Village

  8 La Vista Dr, Winter Springs, FL 32708
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  /34

  $135,000

  • 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 Home - The Riviera - 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

  Todd Vagts Hacienda Village

  77 Majorca Dr, Winter Springs, FL 32708
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  /54

  $28,700

  • 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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  /24

  $365,000

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

  420 Harbor Winds Ct, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. This stunning 3-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern luxury and serene living, complete with a two-car garage and an unbeatable location. Step inside to a home that feels brand new, featuring a freshly repainted interior and an open, airy layout designed for both comfort and style. The heart of the home is a

  Robert Arnold SAND DOLLAR REALTY GROUP INC

  420 Harbor Winds Ct, Winter Springs, FL 32708
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  /29

  $185,000

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

  60 Sheoah Blvd Unit 38A, Winter Springs, FL 32708

  **Seller may consider buyer concessions if made in an offer**Welcome to this BEAUTIFULLY UPDATED 2-bedroom, 1.5-bath condo in The Highlands of Winter Springs, offering the feel of a townhome with NO REAR NEIGHBORS and peaceful green space views. Thoughtfully maintained and MOVE-IN READY, this home combines comfort, style, and a desirable location. A SCREENED FRONT PORCH welcomes you in—perfect

  Jennifer Wemert WEMERT GROUP REALTY LLC

  60 Sheoah Blvd Unit 38A, Winter Springs, FL 32708
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  $33,900

  • 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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  /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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  /47

  $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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  /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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  /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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  /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

  $19,900

  • 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 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

  $269,900

  • 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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  /25

  $195,000 Open Sat 1PM - 4PM

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

  30 Moree Loop Unit 37, Winter Springs, FL 32708

  New to market. Seller offering $5,000 toward buyer closing costs and concessions! This newly remodeled unit is a two-bedroom, 2.5 bath with converted office/flex room in the wonderful community of Bay Tree. Bay Tree is part of a diverse set of communities in the community of Highlands, offering an array of amenities including tennis, lake, community park, gazebos, playground, community pool, and

  Brett Womack PREMIER SOTHEBYS INT'L REALTY

  30 Moree Loop Unit 37, 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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  $847,500 Pre-Foreclosure

  • 6 Beds
  • 4 Baths
  • 3,100 Sq Ft

  135 W Trade Winds Rd, Winter Springs, FL 32708

  As you arrive, you’re greeted by a circular driveway and the peace, privacy, and wide-open feel of over an acre of land. Step inside to a thoughtfully designed layout that flows with ease. To the right, a staircase leads to three spacious bedrooms, a full bathroom, and the primary suite featuring its own private bath. To the left, a cozy living room offers the perfect setting to relax and unwind.

  Joshua Crittendon EXP REALTY LLC

  135 W Trade Winds Rd, 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. A brand-new roof will be installed adding value and peace of mind. Situated in a quiet, established neighborhood with no HOA restrictions. Conveniently located near local parks, shopping

  Melissa Maldonado CENTURY 21 MCBRIDE REALTY GROUP

  222 W Panama Rd, Winter Springs, FL 32708
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  /32

  $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
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  /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 is considered car-dependent and bikeable with minimal transit options. 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 6.46%, your estimated principal and interest payment would be $1,640 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $70K 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 2% in the last 12 months.

Home Trends in Highlands, FL

On average, homes in Highlands, Winter Springs sell after 64 days on the market compared to the national average of 55 days. The median sale price for homes in Highlands, Winter Springs over the last 12 months is $313,500, down 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$313,500

Median Single Family Sale Price

$330,000

Median Townhouse Sale Price

$500,000

Median 2 Bedroom Sale Price

$180,000

Median 1 Bedroom Sale Price

$125,000

Average Price Per Sq Ft

$230

Number of Homes for Sale

42

Last 12 months Home Sales

150

Months of Supply

3.40

Median List Price

$324,900

Median Change From 1st List Price

3%

Median Home Sale Price YoY Change

-4%