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Highland Fairways Homes for Sale

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  • /51

    $385,000

    • 3 Beds
    • 2 Baths
    • 2,145 Sq Ft

    3535 Saddlebrook Way, Lakeland, FL 33810

    Discover serene lakefront living in the highly sought-after Highland Fairways, a premier 55+ golf community. This spacious 2,145 sq. ft. home offers an exceptional blend of comfort, style, and functionality—perfect for those looking to enjoy an active yet peaceful lifestyle. Boasting a true three-car garage, this residence welcomes you with an open floor plan, volume ceilings in both the living

    Debbie Ward-Terry REGAL REAL ESTATE LLC

    3535 Saddlebrook Way, Lakeland, FL 33810
  • /24

    $284,000

    • 3 Beds
    • 2 Baths
    • 1,665 Sq Ft

    2259 Grand Cypress Dr, Lakeland, FL 33810

    Welcome home to this lovely 3 bedroom, 2 bath residence. Over 1600 square feet of gracious living in the highly sought after mid-Florida 55+ golf community of Highland Fairways. This meticulously maintained home is move-in ready. From the moment you step through the front door, you'll be drawn to the open floor plan and the very spacious living room that flows seamlessly into the dining and

    Pat Doud, LLC HARPER REALTY FL, LLC

    2259 Grand Cypress Dr, Lakeland, FL 33810
  • /57

    $279,000

    • 2 Beds
    • 2 Baths
    • 1,657 Sq Ft

    1958 Long Boat Dr, Lakeland, FL 33810

    Outstanding GOLF COURSE FRONTAGE home in Highland Fairways! Enjoy beautiful views and privacy from this 2-bedroom, 2-bath home located at the hole #12. The kitchen has been tastefully updated with custom cabinetry, stone countertops, stainless appliances, real wood flooring and includes a cozy breakfast nook. The large dining room is just off the kitchen and provides a great space for

    Lorrie Clark REMAX EXPERTS

    1958 Long Boat Dr, Lakeland, FL 33810
  • /8

    $69,900

    • Land
    • 0.19 Acre
    • $367,895 per Acre

    3116 Sand Trap Ct, Lakeland, FL 33810

    Build your dream home in Highland Fairways, one of North Lakeland’s most sought-after 55+ golf communities! This cleared and ready-to-build lot sits directly on the 16th hole, offering beautiful views and peaceful surroundings.Highland Fairways is known for its quiet streets, friendly camaraderie, and vibrant community spirit. Perfectly located just minutes from Publix, the North Lakeland

    Bill Hardy BOARDWALK REALTY ASSOCIATES LLC

    3116 Sand Trap Ct, Lakeland, FL 33810
  • /41

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    2137 Grand Cypress Dr, Lakeland, FL 33810

    HUGE PRICE ADJUSTMENT ON THIS HOME FOR THE HOLIDAYS! 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

    Craig Burke CRAIG BURKE REAL ESTATE GROUP, LLC

    2137 Grand Cypress Dr, Lakeland, FL 33810
  • /23

    $154,900

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    3175 Pebble Bend Dr, Lakeland, FL 33810

    Now is your chance to live in the very popular golf community of Highland Fairways . . . at a much lower cost. IT IS PRICED TO SELL. Roof was installed in 2020 and a new A/C in 2021 - two very big items that you don't have to worry about. It backs to a beautiful golf course and has lots of rooms and space. You make the decision - do you want this particular room as an office, card room, crafts,

    Pat Doud, LLC HARPER REALTY FL, LLC

    3175 Pebble Bend Dr, Lakeland, FL 33810
  • /30

    $181,999

    • 2 Beds
    • 2 Baths
    • 1,274 Sq Ft

    2206 Golden Horseshoe Cir, Lakeland, FL 33810

    ?? Welcome to 2206 Golden Horseshoe – Lakeland, Florida Discover this beautifully maintained home located in one of Lakeland’s desirable communities. With its spacious layout, modern updates, and prime location, this property offers the perfect blend of comfort and convenience. Step inside to find an inviting open-concept living area filled with natural light, ideal for both everyday living and

    Tina Glendenning LPT REALTY, LLC

    2206 Golden Horseshoe Cir, Lakeland, FL 33810
  • /29

    $235,000

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

    1836 Prairie Dunes Cir N, Lakeland, FL 33810

    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 a newly renovated gym. Maintenance conveniences are part of the

    Melissa McIntosh S & D REAL ESTATE SERVICE LLC

    1836 Prairie Dunes Cir N, Lakeland, FL 33810
  • /50

    $299,999

    • 3 Beds
    • 2 Baths
    • 1,851 Sq Ft

    3658 Highland Fairways Blvd, Lakeland, FL 33810

    Buyers dream on the fairway! Step into turnkey perfection in Lakeland’s coveted golf-course enclave, where every detail has been meticulously upgraded for effortless living. A 2024 architectural shingle roof and impact-rated windows(2023)—complete with custom treatments from 2023—ensure lasting protection and style, while fresh paint throughout brightens every room and provides the perfect canvas

    ashley braverman LOKATION

    3658 Highland Fairways Blvd, Lakeland, FL 33810
  • /48

    $245,000

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    3279 Pebble Bend Dr, Lakeland, FL 33810

    Buyers changed there mind on moving to the area. Their loss is your gain! Welcome to your new home in the highly sought-after Highland Fairways, an active 55+ golf course community! This beautifully maintained 2 bedroom, 2 bathroom home offers a prime location with a scenic view of the 18th Green and just a short walk to the clubhouse and sparkling community pool. Step inside to find a gorgeous,

    Kristi Donay HOMETRUST REAL ESTATE & PTY MGT

    3279 Pebble Bend Dr, Lakeland, FL 33810
  • /55

    $210,000

    • 2 Beds
    • 2 Baths
    • 1,355 Sq Ft

    2324 Sea Island Cir S, Lakeland, FL 33810

    Seller agrees to pay the buyer's community capital contribution at closing. Welcome to this beautifully maintained 2-bedroom, 2-bath home in one of the most desirable 55+ communities! Featuring a brand-new 2025 roof, this move-in-ready gem is designed for comfort, convenience, and an active lifestyle. Step inside to a warm and inviting atmosphere, where the spacious open living and dining area

    Petra Norris LAKELAND REAL ESTATE GROUP

    2324 Sea Island Cir S, Lakeland, FL 33810
  • /41

    $199,900

    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

    3130 Prairie Dunes Cir W, Lakeland, FL 33810

    Welcome to your opportunity to own your own affordable retirement home in the established Highland Fairways Golf Community in Lakeland, Florida! Highland Fairways is located near I-4, and is situated between Tampa and Orlando, the property has close access to lots of shopping (Lakeland Square Mall), entertainment (Cinemark), and many restaurants near the mall. This community offers an 18 hole

    Anthony Schiavone LAND MERCHANTS REAL ESTATE SERVICES, LLC

    3130 Prairie Dunes Cir W, Lakeland, FL 33810
  • /94

    $235,000

    • 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
  • /38

    $234,500

    • 2 Beds
    • 2 Baths
    • 1,045 Sq Ft

    3245 Prairie Dunes Cir E, Lakeland, FL 33810

    Price improvement, 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

    Sherry Sapp COLDWELL BANKER REALTY

    3245 Prairie Dunes Cir E, Lakeland, FL 33810
  • /49

    $315,900

    • 2 Beds
    • 2 Baths
    • 1,637 Sq Ft

    1957 Prairie Dunes Cir N, Lakeland, FL 33810

    Step into modern elegance with this beautifully remodeled 2-bedroom, 2-bath home in the Highland Fairways 55+ Golf Community. Designed with the latest colors and trends, this home features a huge custom kitchen with abundant cabinetry, gleaming granite countertops, and a cozy dining nook. A formal dining area flows seamlessly into the open-concept living room, creating the perfect space for

    Lorrie Clark REMAX EXPERTS

    1957 Prairie Dunes Cir N, Lakeland, FL 33810
  • /25

    $260,000

    • 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

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. 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 $272,400. If you put a 20% down payment of $54,500 and had a 30-year fixed mortgage with an interest rate of 6.21%, your estimated principal and interest payment would be $1,340 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $57K 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 Hampton Hills, TerraLargo, Kathleen, Gibsonia and Robson Street.
Are home prices dropping in Highland Fairways?
Yes, home prices in Highland Fairways are down 4% in the last 12 months.

Home Trends in Highland Fairways, FL

Housing Trends

Median Sale Price
$247,000
Median Single Family Sale Price
$250,000
Average Price Per Sq Ft
$162
Number of Homes for Sale
12
Last 12 months Home Sales
38
Months of Supply
3.80
Median List Price
$272,400
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-7%
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