Highlands Homes

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  /2

  $369,999 Sold Jun 13, 2025

  • 1,120 Sq Ft
  • $330/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  382 Panama Cir, Winter Springs, FL 32708

  Charming pool home in the heart of Winter Springs! This beautiful 3/2 home with 2 car garage features a brand new roof, and is perfectly situated on a fully fenced and over sized lot. Enjoy serene views of your private pool from the comfort of the screened in patio. With a huge side entry to the backyard, there's plenty of space for parking or storing your toys and equipment. Plus No HOA! Recent

  Jack Luiz LANDSHARK REALTY

  382 Panama Cir, Winter Springs, FL 32708
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  /27

  Est $334,383 Not Listed For Sale

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

  142 Bayberry Ct, Winter Springs, FL 32708

  142 Bayberry Ct, Winter Springs, FL 32708
• 

  

  

  /36

  $109,900

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  106 La Vista Dr, Winter Springs, FL 32708

  This stunning, move-in ready home is loaded with upgrades! Spacious primary suite and an oversized walk-in closet. Gorgeous tile flooring throughout. Water filtration system throughout the home. Screened side panel for carport, great for extra privacy and comfort. Located in the highly desirable Hacienda Village, a 55plus community packed with brand new amenities: Pickleball, Putt-putt golf, Dog

  Isabel Dalgleish Four Star Homes, Inc.

  106 La Vista Dr, Winter Springs, FL 32708
• 

  

  /2

  $287,550 Sold Jun 12, 2025

  • 974 Sq Ft
  • $295/SF
  • 63 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  341 Kirkcaldy Dr, Winter Springs, FL 32708

  One or more photo(s) has been virtually staged. Your dream home is waiting for you! This home has Fresh Interior Paint, Fresh Exterior Paint, Partial flooring replacement in some areas. Discover a bright interior tied together with a neutral color palette. The primary bathroom features plenty of under sink storage waiting for your home organization needs. The back yard is the perfect spot to kick

  GREGORY BLACKALL VERANDA REALTY GROUP

  341 Kirkcaldy Dr, Winter Springs, FL 32708
• 

  

  

  /24

  Est $377,303 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,129 Sq Ft

  200 Bitterwood St, Winter Springs, FL 32708

  200 Bitterwood St, Winter Springs, FL 32708
• 

  

  /7

  $315,000

  • 4 Beds
  • 2.5 Baths
  • 1,405 Sq Ft

  Unlisted Address

  The house is on a corner lot with a nice fenced in back yard. The big work has all been done - the roof was replaced in 2020, and the HVAC was replaced in 2023. The house has a formal Living Room, Dining Room, a Family Room in addition to the 4 bedrooms, and a private fenced in back yard. Make this beautiful property your new home!

  Mike Northam NORTHAM REALTY, LLC

  Unlisted Address
• 

  /2

  $445,000 Sold Jun 11, 2025

  • 1,728 Sq Ft
  • $258/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1992

  352 Inglenook Cir Unit 1, Winter Springs, FL 32708

  If you have been looking for a beautifully updated four-bedroom home in Winter Springs, look no further! Too many upgrades to list! This well-maintained home is 1,728 square feet with beautiful luxury vinyl plank flooring, modern updated kitchen and bathrooms, accent moldings on feature walls, an open floor plan, a split bedroom layout, a smart thermostat, beautiful curb appeal, updated lighting,

  Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

  352 Inglenook Cir Unit 1, Winter Springs, FL 32708
• 

  

  /27

  Est $364,321 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft

  218 Bitterwood St, Winter Springs, FL 32708

  218 Bitterwood St, Winter Springs, FL 32708
• 

  

  /49

  $34,900

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft

  20 La Vista Dr, Winter Springs, FL 32708

  Lots of Space to entertain! Open area between sunroom, living room and dining room.Clean and ready to move in. Hacienda Village, a Legacy Community. Base Lot rent price monthly $1025. Major highways close by with restaurants, doctors and shopping. Beaches only 45 minutes-1 hour away. A lot of activities in the Park, you won't be bored!

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  20 La Vista Dr, Winter Springs, FL 32708
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  /2

  $675,000 Sold Jun 09, 2025

  • 2,334 Sq Ft
  • $289/SF
  • 36 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2020

  34 Jackson Cir, Winter Springs, FL 32708

  Welcome to this custom-built home, where thoughtful design meets everyday luxury! Built in 2020 on a beautiful half-acre, along a tree-lined canopied street, this home offers privacy, style, and space with no HOA and access to top-rated schools.Inside, you’ll find elegant upgrades throughout, including: 8-foot solid core doors, quartz countertops, custom soft-close cabinets, a double oven, and

  Brittany Zapitz LPT REALTY, LLC

  34 Jackson Cir, Winter Springs, FL 32708
• 

  

  /25

  Est $367,938 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  426 S Hawthorn Cir, Winter Springs, FL 32708

  426 S Hawthorn Cir, Winter Springs, FL 32708
• 

  

  /51

  $39,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  86 Bonita Cir, Winter Springs, FL 32708

  Beautiful well maintained 2 bedroom 2 bath Home, ready to move in Great Enclosed Porch. Ideal location, home is located across from the Recreational Hall with Pool and Mail room. Rec Hall has a meeting room, kitchen, pool table, exercise Room, kitchen Tiki Huts outside, Pickle Ball, Doggie Park & More. Hacienda Village is close to major highways, restaurants, doctors & more. Monthly base lot

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  86 Bonita Cir, Winter Springs, FL 32708
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  /2

  $225,900 Sold Jun 06, 2025

  • 1,098 Sq Ft
  • $206/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  117 N Alderwood St, Winter Springs, FL 32708

  Sold as is. Great fixer-upper in a beautiful well maintained neighborhood. This home has a wonderful investment potential. Adorable 3 bedrooms 2 bathrooms home in Winter Springs with no HOA. The home also offers a spacious single car garage and a nice size fenced backyard. Excellent location close to shopping, local parks with natural trials, bike trails, dog parks, picnic areas, restaurants, and

  Humberto Cabrera COLDWELL BANKER RESIDENTIAL RE

  117 N Alderwood St, Winter Springs, FL 32708
• 

  

  /22

  Est $336,378 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,020 Sq Ft

  90 Lombardy Rd, Winter Springs, FL 32708

  90 Lombardy Rd, Winter Springs, FL 32708
• 

  

  /13

  $37,900

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

  31 La Vista Dr, Winter Springs, FL 32708

  A must-see home that has been totally renovated with new luxury vinyl flooring, Kitchen has quartz counter tops and all new stainless-steel appliances. New baseboards freshly painted throughout. New A/C ductwork. Master bathroom has been totally remodeled. a GREAT 55+ COMMUNITY offering lots of amenities. Restaurants & major roads nearby. Vacant & ready for a new owner!!!

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  31 La Vista Dr, Winter Springs, FL 32708
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  /2

  $575,000 Sold Jun 06, 2025

  • 2,382 Sq Ft
  • $241/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  120 W Trade Winds Rd, Winter Springs, FL 32708

  Escape to the country in this charming one-story home nestled on a 1.15-acre, tree-filled lot. If you’re seeking the peace of country living with NO HOA, without sacrificing everyday convenience, this is a must-see. Enter through your private gate into a welcoming foyer that opens to both the formal living and dining rooms.The spacious primary ensuite offers plenty of room to unwind, complete

  Barbara Mills COLDWELL BANKER REALTY

  120 W Trade Winds Rd, Winter Springs, FL 32708
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  /34

  Est $344,754 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,305 Sq Ft

  211 Banyan Ct, Winter Springs, FL 32708

  211 Banyan Ct, Winter Springs, FL 32708
• 

  

  /56

  $54,900

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

  217 El Camino Real Cir, Winter Springs, FL 32708

  Make an offer on this recently remodeled home! Updated nice screened in porch- Very neutral inside- bring your decorating ideas! This home is A MUST-SEE. Located near major roads, doctors, restaurants, shopping and more. Hacienda Village offers many great amenities, YOU WON'T BE BORED! BASE MONTHLY LOT RENT IS $1025. a BEAUTIFUL 55+ COMMUNITY WAITING FOR YOU.

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  217 El Camino Real Cir, Winter Springs, FL 32708
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  /2

  $330,000 Sold Jun 06, 2025

  • 1,386 Sq Ft
  • $238/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2008

  401 Harbor Winds Ct, Winter Springs, FL 32708

  Welcome home to this beautifully maintained 3-bedroom, 2-bath townhome tucked inside the highly sought-after Harbor Winds gated community in Winter Springs. This single-story gem offers the perfect balance of low-maintenance living and modern style — all within a private, gated setting complete with a resort-style community pool just steps away! New roof (2023) New windows throughout

  Carrie Shawfield SHAWFIELD REALTY GROUP

  401 Harbor Winds Ct, Winter Springs, FL 32708
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  /27

  Est $382,787 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft

  115 Hayes Rd, Winter Springs, FL 32708

  115 Hayes Rd, Winter Springs, FL 32708
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  /6

  $18,000

  • 2 Beds
  • 2 Baths

  211 El Camino Real Cir, Winter Springs, FL 32708

  This home is a handyman special, carport was replaced 2 years ago! 2 bedroom 2 bathroom mobile home for sale. front sunroom, lots of storage. carport storage shed, with washer/dryer hookups, nice lot. a great community. Hacienda Village has 2 swimming pools and several other amenities, pet friendly. a must see!!! this property is Located in Hacienda Village a 55+ community with a lot rent.

  Todd Vagts Hacienda Village

  211 El Camino Real Cir, Winter Springs, FL 32708
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  /2

  $390,000 Sold Jun 03, 2025

  • 1,834 Sq Ft
  • $213/SF
  • 108 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  440 Macgregor Rd, Winter Springs, FL 32708

  Welcome home to this stunning 3 bedroom, 2 bath home in The Highlands Village Community. Nestled in this serene and highly sought-after neighborhood, this charming property offers the perfect blend of comfort, style, and functionality to fit any lifestyle. Step into this 3-bedroom 2 bath home with a spacious open floor plan, perfect for entertaining, with a beautifully appointed kitchen

  Tiffany Polite LA ROSA REALTY LLC

  440 Macgregor Rd, Winter Springs, FL 32708
• 

  /2

  Est $467,890 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,050 Sq Ft

  874 Falkirk Dr, Winter Springs, FL 32708

  874 Falkirk Dr, Winter Springs, FL 32708
• 

  

  /5

  $30,000

  • 2 Beds
  • 2 Baths

  153 Hacienda Dr, Winter Springs, FL 32708

  Perfect first home for new home buyers! Fruit trees in the land. Large storage room off of carport. Enclosed porch to sit and enjoy the evenings, but in the air conditioner! Great price, come see this one today!

  Donovan Frantz Weichert, Realtors - Hallmark Properties

  153 Hacienda Dr, Winter Springs, FL 32708
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  /2

  $365,000 Sold Jun 02, 2025

  • 1,402 Sq Ft
  • $260/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  417 S Alderwood St, Winter Springs, FL 32708

  Welcome to 417 S Alderwood St, a beautifully updated 3-bedroom, 2-bathroom home in Winter Springs, Florida. This 1,402 square foot gem offers a perfect blend of modern amenities and comfort, with spacious rooms and thoughtful updates throughout. The home features luxury vinyl plank and tile floors, providing a stylish and low-maintenance surface, while crown molding and recessed lighting add

  kristen plourde CHARLES RUTENBERG REALTY ORLANDO

  417 S Alderwood St, Winter Springs, FL 32708
• 

  

  /35

  Est $365,956 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,906 Sq Ft

  115 N Alderwood St, Winter Springs, FL 32708

  115 N Alderwood St, Winter Springs, FL 32708
• 

  

  /25

  $185,000

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

  411 Sheoah Blvd Unit 33, Winter Springs, FL 32708

  BACK ON MARKET! BUYERS LOSS IS YOUR GAIN. Welcome to your dream home a corner unit 3-bedroom, 2.5-bathroom condo located in the desirable Highlands Community in Winter Springs. Nestled in the peaceful and charming Sheoah 2 community, this two-story condo boasts over 1,400 sq. ft. of move-in-ready living space with a private screened in patio for your enjoyment. Upstairs, you'll find all three

  Kevan Patel CENTRAL FLORIDA REALTY MANAGEMENT LLC

  411 Sheoah Blvd Unit 33, Winter Springs, FL 32708
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  /2

  $337,000 Sold May 30, 2025

  • 1,680 Sq Ft
  • $201/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  484 Harbor Winds Ct, Winter Springs, FL 32708

  Beautiful Townhome in Gated Harbor Winds – Winter SpringsWelcome to this charming 3-bedroom, 2.5-bathroom townhome located in the desirable gated community of Harbor Winds in Winter Springs. Offering 1,680 square feet of comfortable living space, this home features a bright, open floor plan designed for modern living.Property Highlights:Primary Suite on Main Floor: Enjoy the convenience of a

  Cheri Brandi COLDWELL BANKER REALTY

  484 Harbor Winds Ct, Winter Springs, FL 32708
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  /34

  Est $300,349 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,241 Sq Ft

  524 Seasons Ct, Winter Springs, FL 32708

  524 Seasons Ct, Winter Springs, FL 32708
• 

  

  /39

  $322,497

  • 4 Beds
  • 2.5 Baths
  • 1,878 Sq Ft

  702 Glasgow Ct, Winter Springs, FL 32708

  Two fenced in spaces for your dog ! Master bedroom DOWNSTAIRS Updated Townhome in Sought-After Pebble Creek at The Highlands4 Beds | 2.5 Baths | Gas Double Oven | Inside Utility | Appliances Included | HOA-Maintained ExteriorWelcome to 702 Glasgow Court—your peaceful retreat tucked away in the heart of Winter Springs. Located in the charming Pebble Creek enclave of The Highlands,

  Amy Phillips CALL IT CLOSED INTL REALTY

  702 Glasgow Ct, Winter Springs, FL 32708
• 

  /2

  $690,000 Sold May 22, 2025

  • 3,092 Sq Ft
  • $223/SF
  • 3 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2014

  528 Seven Oaks Blvd, Winter Springs, FL 32708

  **Stunning 5-Bedroom Home in Seven Oaks – Updated & Move-In Ready!**Rarely available and fully updated—this 5-bedroom, 4-bathroom home in Seven Oaks, Winter Springs, is ready to impress. With tasteful upgrades throughout, including brand-new luxury vinyl plank flooring, modern lighting, and a completely renovated kitchen and bathrooms, this home is the perfect blend of luxury and functionality.

  Carla Trine MAINFRAME REAL ESTATE

  528 Seven Oaks Blvd, Winter Springs, FL 32708
• 

  

  /19

  Est $367,229 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,661 Sq Ft

  322 Riunite Cir, Winter Springs, FL 32708

  322 Riunite Cir, Winter Springs, FL 32708
• 

  

  /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
• 

  /2

  $415,000 Sold May 22, 2025

  • 1,421 Sq Ft
  • $292/SF
  • 82 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  605 Marni Dr, Winter Springs, FL 32708

  Welcome to 605 Marni, a Stunningly Renovated One-Story Block Home Nestled at the End of a Cul-De-Sac with no Rear Neighbors. As you Step Inside, You'll be Impressed with the Vaulted Ceilings of the Spacious Living Room, Complete with Sliding Doors Opening onto the Screened Lanai. The Kitchen Boasts Granite Counters, White Cabinetry, Stylish White Appliances and a Convenient Pantry Closet. The

  Maria Shreve RE/MAX TOWN CENTRE

  605 Marni Dr, Winter Springs, FL 32708
• 

  

  /35

  Est $447,614 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  830 Finch Ct, Longwood, FL 32750

  830 Finch Ct, Longwood, FL 32750
• 

  

  /46

  $47,900

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

  320 Casa Grande Ct, Winter Springs, FL 32708

  Home has been completely redone roof, electric, plumbing, vapor barrier, waterproof, bath, flooring, new window. has been repainted inside & out. Only room left is the kitchen and it is in good shape. Tiled screened in porch, partial brick driveway-painted driveway. You name it, it has been done! Just bring your toothbrush. Hacienda is a Legacy 55+ Community, Monthly rent is $1025.00 with great

  Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

  320 Casa Grande Ct, Winter Springs, FL 32708
• 

  /2

  $183,000 Sold May 20, 2025

  • 1,187 Sq Ft
  • $154/SF
  • 75 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  230 Moree Loop Unit 4, Winter Springs, FL 32708

  Welcome to Baytree Village in the heart of Winter Springs and this RENOVATED & MOVE-IN READY second floor condo offering 3-bedrooms, 2-full baths, open living and dining with a wall of windows, LUXURY VINYL PLANK WOOD FLOORS, and a large SCREENED BALCONY with garden views! The covered front entry opens up to your light and bright great room with space for both living and dining and two sets of

  Jennifer Wemert WEMERT GROUP REALTY LLC

  230 Moree Loop Unit 4, Winter Springs, FL 32708
• 

  

  /17

  Est $310,059 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft

  512 David St, Winter Springs, FL 32708

  512 David St, Winter Springs, FL 32708
• 

  

  /60

  $42,000

  • 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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  /2

  $360,000 Sold May 16, 2025

  • 1,661 Sq Ft
  • $217/SF
  • 243 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1994

  466 Lancers Dr, Winter Springs, FL 32708

  This is your opportunity to own this beautiful Seminole county home in Mount Greenwood. It is located for easy access to shopping, schools, restaurants and all the Attractions. This 4 Bedroom, 2 Bath home has Granite counters in the Kitchen. The seller has also thoughtfully installed a new Range and Refrigerator. As you enter you will be taken by the vaulted ceiling and skylight that

  Jim Wright WATSON REALTY CORP

  466 Lancers Dr, Winter Springs, FL 32708

Showing Results 161 - 200, Page 5 of 18