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Highland Fairways Homes for Sale

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  • /56

    $210,000

    $17K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,355 Sq Ft

    2324 Sea Island Cir S, Lakeland, FL 33810

    2 bedroom, 2 bath single family home located in the gated Highland Fairways community in Lakeland. The property includes an attached 1-car garage, is part of an age-qualified 55+ community per HOA guidelines, features a new roof installed in 2025, and is located in Flood Zone X. This well maintained residence offers an open living and dining area with laminate flooring and ceiling fans. The

    Petra Norris LAKELAND REAL ESTATE GROUP

    2324 Sea Island Cir S, Lakeland, FL 33810
  • /38

    $224,900

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,045 Sq Ft

    3245 Prairie Dunes Cir E, Lakeland, FL 33810

    Seller is ready to sell... Welcome to 3245 Prairie Dunes Circle E – a beautifully maintained 2-bedroom, 2-bathroom home located in the desirable 55+ gated community of Highland Fairways. This charming residence offers a perfect blend of comfort, convenience, and privacy in a tranquil golf course setting. Step inside to discover an inviting open floor plan that seamlessly connects the living and

    Sherry Sapp COLDWELL BANKER REALTY

    3245 Prairie Dunes Cir E, Lakeland, FL 33810
  • /94

    $235,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,529 Sq Ft

    3154 Prairie Dunes Cir W, Lakeland, FL 33810

    Live the Florida Golf Lifestyle in Comfort and Style!Welcome to this lovely 2-bedroom, 2-bath home with a double car garage located in a beautifully maintained 55+ gated golf community. Thoughtfully designed for comfort and convenience, this home features an open-concept layout with a spacious living area perfect for relaxing or entertaining. The primary suite boasts a generous walk-in closet

    Ron Denney LAND SOUTH REALTY, LLC

    3154 Prairie Dunes Cir W, Lakeland, FL 33810
  • /35

    $225,000

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

    2363 Sea Island Cir S, Lakeland, FL 33810

    Welcome to easy, low-maintenance living in this charming 2-bedroom, 2-bath home located in a desirable 55+ community! This well-maintained residence offers a spacious living room with soaring ceilings, creating an open and airy feel perfect for both relaxing and entertaining. The bright sunroom is filled with natural light, making it an ideal spot for morning coffee or a cozy reading nook. The

    Ginger Quirk COLDWELL BANKER REALTY

    2363 Sea Island Cir S, Lakeland, FL 33810
  • /41

    $284,900

    $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    2137 Grand Cypress Dr, Lakeland, FL 33810

    HUGE PRICE ADJUSTMENT ON THIS HOME! Welcome to one of the largest homes in the highly sought-after Highland Fairways 55+ community in North Lakeland, boasting over 1,800 square feet of living space, this beautifully maintained 3-bedroom, 2-bath residence offers a bright, open layout with soaring vaulted ceilings, updated luxury vinyl plank flooring, and a newer roof for added peace of mind. The

    Craig Burke CRAIG BURKE REAL ESTATE GROUP, LLC

    2137 Grand Cypress Dr, Lakeland, FL 33810
  • /29

    $235,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,545 Sq Ft

    1836 Prairie Dunes Cir N, Lakeland, FL 33810

    Seller is offering $5k towards Buyers Closing cost or a rate buy down Price Improvement***Welcome to Florida Living at its finest in this spacious two-bedroom, two-bath home located in Highland Village, a desirable 55+ Golf Course Community. The community amenities are tailored to enhance your leisure and wellness, including a full-size swimming pool and spa, tennis courts, pickleball courts, and

    Melissa McIntosh S & D REAL ESTATE SERVICE LLC

    1836 Prairie Dunes Cir N, Lakeland, FL 33810
  • /35

    $230,000

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,394 Sq Ft

    2140 Grand Cypress Dr, Lakeland, FL 33810

    Welcome to this beautifully maintained home located in the highly desirable Highland Fairways, a gated 55+ golf community in North Lakeland. This charming single-story residence offers comfortable, low-maintenance living with access to resort-style amenities and a vibrant social atmosphere. Featuring approximately 1,500–1,800 square feet of living space, this home offers 2 to 3 bedrooms and 2

    Robert Combes UNIVERSITY REALTY OF TAMPA

    2140 Grand Cypress Dr, Lakeland, FL 33810
  • /47

    $245,000

    • 2 Beds
    • 2 Baths
    • 1,162 Sq Ft

    3123 Prairie Dunes Cir W, Lakeland, FL 33810

    Welcome to easy Florida living in the highly sought-after Highland Fairways 55+ Golf Course Community! This beautifully maintained 2-bedroom, 2-bath home with a single-car garage offers the perfect blend of comfort, convenience, and low-maintenance living.Step inside to discover luxury vinyl plank flooring throughout, creating a seamless and modern feel. With 1,162 sq. ft. of living space,

    Jill Aubin RE/MAX REALTY UNLIMITED

    3123 Prairie Dunes Cir W, Lakeland, FL 33810
  • /25

    $260,000

    $65K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,955 Sq Ft

    1967 Long Boat Dr, Lakeland, FL 33810

    REDUCED PRICE !!! Welcome to Highland Fairways, in Lakeland Fl. A 55+ golf community in Central Florida. This 1955 sq. ft. heated house has NEW (20 layer) lux vinyl flooring throughout and the interior has just been repainted. Includes Living Room, Family Room w/ exterior door to the screened patio. Bonus Room w/ double exterior door to the back yard. Two bedrooms and two full baths. Dining room

    Frank Pollock FUTURE HOME REALTY INC

    1967 Long Boat Dr, Lakeland, FL 33810

Why Live in Highland Fairways

Golf is at the center of life in Highland Fairways. Most houses in this 55-and-over community in Lakeland, Florida, have an 18-hole course acting as a backyard, and most streets bear the names of famous courses or events. Homes here have smaller ...

Frequently Asked Questions

Is Highland Fairways a good place to live?
Highland Fairways is a good place to live. Highland Fairways is considered car-dependent and bikeable with minimal transit options. It has a median age of 41. The average household income is $91,641 which is below the national average. College graduates make up 26.3% of residents. A majority of residents in Highland Fairways are home owners, with 16.8% of residents renting and 83.2% of residents owning their home. A local real estate agent serving Highland Fairways can help you decide if this neighborhood is the right one for you. Learn more on our Highland Fairways neighborhood guide.
Is Highland Fairways, FL a safe neighborhood?
Highland Fairways, FL is less safe than the average neighborhood in the United States. It received a crime score of 5 out of 10.
How much do you need to make to afford a house in Highland Fairways?
The median home price in Highland Fairways is $252,450. If you put a 20% down payment of $50,500 and had a 30-year fixed mortgage with an interest rate of 6.51%, your estimated principal and interest payment would be $1,280 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $55K a year to afford the median home price in Highland Fairways. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Highland Fairways is $92K.
What are the best public schools in Highland Fairways?
The best public schools that serve Highland Fairways are:
What are the best private schools in Highland Fairways?
The best private schools that serve Highland Fairways are:
What are the most popular zip codes in Highland Fairways, Lakeland, FL?
The most popular zip codes in Highland Fairways, Lakeland, FL include 33810, 33805, 33809, 33815 and 33801.
What are the most popular neighborhoods near Highland Fairways, Lakeland, FL?
The most popular neighborhoods near Highland Fairways, Lakeland, FL are TerraLargo, Robson Street, Gibsonia, Webster Park and Jewel Avenue.
Are home prices dropping in Highland Fairways?
Yes, home prices in Highland Fairways are down 3% in the last 12 months.

Home Trends in Highland Fairways, FL

Housing Trends

Median Sale Price
$239,900
Median Single Family Sale Price
$236,500
Average Price Per Sq Ft
$158
Number of Homes for Sale
9
Last 12 months Home Sales
41
Months of Supply
2.60
Median List Price
$252,450
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-4%
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