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Highlands Homes for Sale

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  • /58

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,387 Sq Ft

    45 S Edgemon Ave, Winter Springs, FL 32708

    LOCATION LOCATION LOCATION This charming fully renovated home offers 3-bedroom, 2-bathroom home featuring 1,387 sqft of stylish living space. This property boasts brand-new cabinets, elegant quartz countertops, Brand new stainless steel appliances, cozy fireplace, and sleek laminate flooring throughout. Brand new roof. Enjoy outdoor living at its best with an in-ground pool perfect for

    Agent Photo

    John Gomez

    EXP REALTY LLC

    (321) 385-8619

    45 S Edgemon Ave, Winter Springs, FL 32708
  • /32

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    737 Tanglewood Rd, Winter Springs, FL 32708

    Welcome to your new home! This charming 3-bedroom, 2-bathroom home also features a versatile flex room—perfect as a 4th bedroom or home office. The open layout and vaulted ceilings create a spacious, airy feel throughout, while the inviting sunken living room, complete with a cozy wood-burning fireplace, is perfect for relaxing on cool evenings. The custom-designed kitchen is a true highlight,

    Agent Photo

    Martha Grasty

    RE/MAX ASSURED

    (321) 496-7412

    737 Tanglewood Rd, Winter Springs, FL 32708
  • /23

    $299,990

    • 3 Beds
    • 2 Baths
    • 1,105 Sq Ft

    298 San Gabriel St, Winter Springs, FL 32708

    Welcome to 298 San Gabriel Street — a beautifully maintained 3-bedroom, 2-bath home perfectly situated on a desirable corner lot in the heart of Winter Springs. This property offers an exceptional location, close to some of the area’s most sought-after amenities. Enjoy the peaceful view of a large open green space right outside your window. Close proximity to Torcaso Park, a neighborhood park

    David Bollet REDFIN CORPORATION

    298 San Gabriel St, Winter Springs, FL 32708
  • /25

    $399,900

    • 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
  • /68

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,604 Sq Ft

    221 N Devon Ave, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Welcome to a stunning oasis in the heart of Winter Springs, where style meets convenience. This beautifully maintained 4-bedroom, 2-bathroom pool home has been updated to provide a bright and open floor plan, featuring durable laminate and ceramic tile flooring.This home features elegant Level 3 granite countertops in both the kitchen and

    Sara Nicholas, PA CHARLES RUTENBERG REALTY ORLANDO

    221 N Devon Ave, Winter Springs, FL 32708
  • /45

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,652 Sq Ft

    746 N Gretna Ct, Winter Springs, FL 32708

    Welcome to Your Dream Home in The Highlands of Winter Springs!This beautifully maintained residence offers everything you've been waiting for — and more! Featuring a desirable split-bedroom floor plan, this home boasts upgraded appliances, a brand-new HVAC system, and a bright, inviting family room perfect for gatherings or quiet evenings in.Enjoy Florida living at its best with a

    John Muccigrosso RE/MAX 200 REALTY

    746 N Gretna Ct, Winter Springs, FL 32708
  • /36

    $495,000

    • 3 Beds
    • 2.5 Baths
    • 2,185 Sq Ft

    821 Sheoah Cir, Winter Springs, FL 32708

    Exceptional two-story home in the sought-after Highlands of Winter Springs, a community surrounded by scenic nature trails and lush green spaces. Located within walking distance to top-rated Seminole County schools, with shopping, dining, and major roadways just minutes away. Situated on a premium conservation lot with no rear neighbors, this 3-bedroom, 2.5-bath residence offers nearly 2,200 sq.

    Sean Calegan CFRP REALTY LLC

    821 Sheoah Cir, Winter Springs, FL 32708
  • /23

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,168 Sq Ft

    409 Murphy Rd, Winter Springs, FL 32708

    In the heart of Winter Springs lies your next model home or your next short-term cash-flowing business!! This warm, cozy yet spacious home will make you fall in love from the start and that's not just the homestyle screened in front porch w/ rocking chairs! Step inside & discover a wide-open layout w/ spacious bedrooms, gleaming wood-look flooring, & abundant natural light. The primary suite

    Brandon Ford TOWER TEAM REALTY, LLC

    409 Murphy Rd, Winter Springs, FL 32708
  • /51

    $410,000

    • 4 Beds
    • 3 Baths
    • 2,008 Sq Ft

    878 Elgin Dr, Winter Springs, FL 32708

    Previous buyer felt on financing- MOTIVATED SELLER- Step into comfort and flexibility at 878 Elgin Dr in Winter Springs! This spacious home offers a rare layout with two master bedrooms, three full bathrooms, and plenty of room for everyone. Whether you’re looking for space to grow, host guests, or live with extended family — this one fits the bill. You’ll love the solar panels, fenced backyard,

    Yasesky Abreu LPT REALTY, LLC

    878 Elgin Dr, Winter Springs, FL 32708
  • /36

    $404,000

    • 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
  • /49

    $365,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,490 Sq Ft

    602 Nighthawk Cir, Winter Springs, FL 32708

    BEAUTIFUL HOME IN WINTER SPRINGS! ***SELLER OFFERING $5,000 TOWARDS BUYER'S CLOSING COSTS/RATE BUY DOWN*** Located in the sought-after neighborhood of THE HIGHLANDS, this MOVE-IN READY home offers a great OPEN CONCEPT with the living room offering a wood-burning FIREPLACE and a dining room with BAY WINDOWS. The kitchen has an EAT-IN BAR and access to a small screened patio with ceramic

    Alexandra Repetto REPETTO REALTY GROUP LLC

    602 Nighthawk Cir, Winter Springs, FL 32708
  • /13

    $174,900

    • 2 Beds
    • 1 Bath
    • 759 Sq Ft

    348 San Rafael St, Winter Springs, FL 32708

    Step inside your new home experience the perfect blend of comfort and convenience. This inviting 2-bedroom, 1-bath villa is ready for immediate move-in and offers a bright, open layout with ceramic tile floors throughout. The spacious living and dining room combo is filled with natural light, while the generously sized master bedroom provides a relaxing retreat. A second cozy bedroom offers

    Michael Ussery Gaff's Realty Company

    348 San Rafael St, Winter Springs, FL 32708
  • /32

    $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

    Ruben Cabrera AVILA & ASSOCIATES REALTY

    121 N Fairfax Ave, Winter Springs, FL 32708
  • /37

    $525,000

    • 4 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
  • /25

    $245,000

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

    411 Green Spring Cir, Winter Springs, FL 32708

    Opportunity knocks in the Vineyards of Mount Greenwood! This 3-bedroom, 1.5-bath townhome in Winter Springs is full of potential and ready for a buyer with vision. The main floor features a spacious living and dining area, kitchen, convenient half bath, and extra storage under the stairs. Sliding glass doors lead to a covered and screened rear porch with an additional storage closet—ideal for

    Sarita Cabrera WATSON REALTY CORP

    411 Green Spring Cir, Winter Springs, FL 32708
  • /56

    $49,900

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

    365 Casa Grande Ct, Winter Springs, FL 32708

    Home has an open feeling-nice layout, nice side screened-in porch with open patio. Beautiful corner lot! Area close to major highways, shopping, doctors, restaurants, police, fire station, etc. Hacienda Village is a Legacy Community, 55+. Base Lot rent is $1025. This Community offers lots of amenities -something to do all of the time. "YOU WON'T BE BORED!"

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    365 Casa Grande Ct, Winter Springs, FL 32708
  • /59

    $58,900

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

    209 El Camino Real Cir, Winter Springs, FL 32708

    This home was completely remodeled in 2020. The current owner put in a generator, plus wiring in the outside panel. Gutters 024. Roof coated in 2023, new AC 2020, Hot Water tank in newer. Newer pump for irrigation system, newer vapor barrier, ducts & water proofing in 2024.Kitchen and baths plus flooring updated around 2020. Hacienda Village has been updated with a Pickleball Court, Putt

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    209 El Camino Real Cir, Winter Springs, FL 32708
  • /54

    $69,900

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    294 Casa Grande Dr, Winter Springs, FL 32708

    Home completely remodeled, dry wall and knock down ceilings. Newer appliances, newer windows' siding, newer AC, great sunroom/Florida Room enclosed 12X20. Home backs up to privacy, creek and greenery. Hacienda is a Legacy Community 55+ close to major highways, Disney and the beaches, shopping, doctors, restaurants, etc. Monthly basic rent is $1025.00

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    294 Casa Grande Dr, Winter Springs, FL 32708
  • /31

    $235,000

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

    30 Moree Loop Unit 39, Winter Springs, FL 32708

    Fall in love with this 3 bed, 2.5 bath townhome-style condo in one of Winter Springs’ most sought-after communities! Featuring a remodeled kitchen, luxury vinyl plank floors, updated baths with new vanities, new tile shower, and fresh paint, this home is stylish and low-maintenance. Roof replaced in 2021, new fencing, and newer water heater mean peace of mind for years to come!Inside,

    Casey Irwin PARK VIEW REALTY INC

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

    $309,000

    • 3 Beds
    • 1 Bath
    • 945 Sq Ft

    150 N Cortez Ave, Winter Springs, FL 32708

    Move-In Ready! Beautifully Remodeled 3-Bedroom Home with No HOAWelcome to this charming and fully remodeled 3-bedroom, 1-bath home located in the heart of Winter Springs! Centrally situated near top-rated schools, shopping, dining, and just minutes from scenic bike and walking trails, this home offers the perfect blend of convenience and comfort. Enjoy quick access to I-4 and the 417

    Robert McGrew, PA FLAT FEE REAL ESTATE SERVICES LLC

    150 N Cortez Ave, Winter Springs, FL 32708
  • /28

    $55,000 Open Thu 5:30PM - 7:30PM

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    219 El Camino Real Cir, Winter Springs, FL 32708

    BRING ALL REASONABLE OFFERS! This 2 - bedroom 2-bathroom home has 960 sq. ft. of well thought out and spacious living space. The home has good bones and has been totally remodeled. If you have been looking for a maintenance free home that will give you years of peace of mind without having to worry about costly repairs, this home is for you! This gem of a home is a must see and is as nice as it

    Sean Mullins USA Mobile & Manufactured Homes Sales, LLC.

    219 El Camino Real Cir, Winter Springs, FL 32708
  • /58

    $110,000

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

    152 Columbus Cir, Winter Springs, FL 32708

    3 bedrooms, 2 baths-hardly lived in. Front door entrance with small porch. Very Open for entertaining. Lots of storage inside and outside. Use your imagination for decorating. Location-dead end street. Monthly fee base 41025. Located near major highways and close to shopping, restaurants and more. 55+ Community.

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    152 Columbus Cir, Winter Springs, FL 32708
  • /34

    $57,900

    • 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

    Frank Filippelli SOUTHERN REALTY ENTERPRISES INC

    382 La Vista Dr, Winter Springs, FL 32708
  • /13

    $174,900

    • 2 Beds
    • 1 Bath
    • 759 Sq Ft

    348 San Rafael St Unit 348, Winter Springs, FL 32708

    Step inside your new home at 348 San Rafael St, Unit 348, and experience the perfect blend of comfort and convenience. Ready for immediate move-in, this inviting 2-bedroom, 1-bath villa is nestled in the heart of Winter Springs, offering a lifestyle of ease and accessibility. The spacious living and dining room combo welcomes you with a bright, airy atmosphere, thanks to the abundance of natural

    Michael Ussery GAFF'S REALTY COMPANY

    348 San Rafael St Unit 348, Winter Springs, FL 32708
  • /27

    $199,900

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

    90 Moree Loop Unit 15, Winter Springs, FL 32708

    Welcome home to this beautifully updated 3-bedroom, 2- bath condo in the heart of Seminole County! This desirable FIRST- floor unit offers privacy with peaceful views - NO rear neighbors. Step inside to find brand new flooring throughout, new granite kitchen countertops, new appliances, new washer & drier and stylishly renovated bathrooms that give a fresh, modern feel. The spacious layout is

    Lynnette Mentlick FLORIDA REALTY INVESTMENTS

    90 Moree Loop Unit 15, Winter Springs, FL 32708
  • /21

    $31,999

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

    42 La Vista Dr, Winter Springs, FL 32708

    If you've been waiting for the perfect investment in a thriving, active 55+ community, this is it! 42 La Vista Drive offers 2 bedrooms, 2 baths, and a prime location on a quiet street with a babbling creek right behind the home. Big-ticket upgrades are already in place: NEW roof (2025) with 3-year transferable warranty, AC (2023), refrigerator (2023), range (2021), and microwave (2024). In 2019,

    Veronica Zerpa Partners Dealership LLC

    42 La Vista Dr, Winter Springs, FL 32708
  • /22

    $64,800

    • 2 Beds
    • 2 Baths

    338 Casa Grande Dr, Winter Springs, FL 32708

    Welcome to your ideal Florida retreat! This beautifully updated 2-bedroom, 2-bath home is nestled in a highly sought-after 55+ community in Winter Springs, just minutes from shopping, dining, and entertainment. Step inside to find luxury plank flooring throughout and a fully remodeled kitchen-perfect for cooking and entertaining. The semi-furnished interior offers both comfort and convenience,

    Gabriel Dumeng AMAZING MOBILE HOMES LLC

    338 Casa Grande Dr, Winter Springs, FL 32708
  • /34

    $319,000

    • 4 Beds
    • 2 Baths
    • 1,322 Sq Ft

    551 Laurel Ct Unit 3, Winter Springs, FL 32708

    Priced well below recent appraisal! Investor special in the sought-after Highlands of Winter Springs! This home is in a desirable community of Winter Springs. Sitting on a large cul-de-sac lot, this property needs some TLC, but offers strong flip or rental potential. Features a split floor plan, open living/dining area, and access to community amenities including pool, tennis, and walking

    Miraya Lane KELLER WILLIAMS ADVANTAGE III

    551 Laurel Ct Unit 3, Winter Springs, FL 32708
  • /32

    $282,000 Open House 9/13

    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft

    466 Club Dr, Winter Springs, FL 32708

    Beautiful Single-Level Townhome in Winter Springs!This charming single-level townhome seamlessly blends comfort, style, and a prime location. Thoughtfully crafted for those who appreciate practicality without compromising on elegance, every detail has been carefully considered to create a warm, functional living experience.The home features a whole-house water purification system,

    Diana Gutierrez Venegas LPT REALTY, LLC

    466 Club Dr, Winter Springs, FL 32708
  • /42

    $298,990

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

    718 Lakeside Dr, Winter Springs, FL 32708

    Welcome to 718 LAKESIDE Drive in the heart of Winter Springs! This beautifully move in ready 2-bedroom, 2-bath Home perfectly blends style, comfort, and convenience. As you step inside, you are greeted by a BRIGHT OPEN LIVING SPACE with VAULTED CEILINGS, UPDATED FIXTURE, STYLIST NEWER LAMINATE FLOORING, and a COZY FIREPLACE that instantly makes the home feel warm and inviting. The spacious

    Mariana Cisneros PREMIUM PROPERTIES R.E SERVICE

    718 Lakeside Dr, Winter Springs, FL 32708
  • /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
  • /16

    $169,900

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    130 Columbus Cir, Winter Springs, FL 32708

    Looking for your dream home? This stunning 3-bedroom, 2-bathroom property is ready for you! From the moment you arrive, you'll appreciate the curb appeal, with a generous 3-car driveway and a 1-car garage. Step inside and discover an open-concept living space with vaulted ceilings, modern light fixtures, and a walk-in food pantry for all your storage needs. The kitchen is a chef's delight,

    Gabriel Dumeng AMAZING MOBILE HOMES LLC

    130 Columbus Cir, Winter Springs, FL 32708
  • /23

    $337,500 Open Sat 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    391 Panama Cir, Winter Springs, FL 32708

    Welcome to 391 Panama Circle:This move-in ready 3 bedroom, 2 bath residence features fresh interior paint and brand new carpet and luxury vinyl laminate throughout, offering a clean and inviting atmosphere. Enjoy Florida living on the screened-in porch overlooking a private, fully fenced backyard perfect for relaxing or entertaining. Additional highlights include a spacious 2-car

    Summer Hornburg BELMONT REALTY

    391 Panama Cir, Winter Springs, FL 32708
  • /29

    $290,000

    • 3 Beds
    • 2 Baths
    • 1,101 Sq Ft

    435 Horizon Dr, Winter Springs, FL 32708

    Welcome to this charming 3-bedroom, 2-bath home nestled in the desirable SEASONS THE community! From the moment you step inside, you'll appreciate the bright and airy feel, with tile flooring throughout and all major appliances—including a washer and dryer—already in place for your convenience.With spacious rooms and a smart, functional layout, this home offers a solid foundation and

    Jason Neves MARK SPAIN REAL ESTATE

    435 Horizon Dr, Winter Springs, FL 32708
  • /42

    $299,900

    • 4 Beds
    • 1 Bath
    • 1,120 Sq Ft

    206 Charles St, Winter Springs, FL 32708

    Discover your dream home nestled in the heart of Winter Springs, a charming bungalow all on one floor, perfect for all family types. ALl new nuetral FRESH INTERIOR PAINT! Split plan. Great eat in kitchen and floorplan! This enchanting single-family residence boasts four cozy bedrooms, offering a flexible split layout with the fourth bedroom conveniently situated off the kitchen. This versatile

    Laurie Cash Cain CHARLES RUTENBERG REALTY ORLANDO

    206 Charles St, Winter Springs, FL 32708
  • /57

    $45,000

    • 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
  • /31

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,318 Sq Ft

    207 Bitterwood St, Winter Springs, FL 32708

    Welcome to 207 Bitterwood St – A Pool Home Gem in the Heart of Winter Springs! Tucked into a quiet, established neighborhood with NO HOA, this move-in-ready 3-bedroom, 2-bath home sits on a generous 9,104 sq ft lot and offers the perfect blend of space, comfort, and convenience. Step inside to find an open, flexible floor plan with neutral tile flooring throughout, spacious living and dining

    Milton Figueroa EMPIRE NETWORK REALTY

    207 Bitterwood St, 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
  • /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
  • /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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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.

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 is a suburban neighborhood. 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.
How much do you need to make to afford a house in Highlands?
The median home price in Highlands is $327,000. If you put a 20% down payment of $65,400 and had a 30-year fixed mortgage with an interest rate of 6.56%, your estimated principal and interest payment would be $1,660 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $71K a year to afford the median home price in Highlands. 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:
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 Wekiwa Springs.
Are home prices dropping in Highlands?
Yes, home prices in Highlands are down 5% in the last 12 months.

Home Trends in Highlands, FL

Housing Trends

Median Sale Price
$322,000
Median Single Family Sale Price
$337,000
Median Townhouse Sale Price
$500,000
Median 2 Bedroom Sale Price
$175,000
Median 1 Bedroom Sale Price
$147,500
Average Price Per Sq Ft
$229
Number of Homes for Sale
40
Last 12 months Home Sales
165
Months of Supply
2.90
Median List Price
$327,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-2%
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