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Highland Fairways Homes for Sale

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  • /33

    $317,777

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    3748 Innisbrook Dr, Lakeland, FL 33810

    Charming 3-Bedroom Home in the Desirable Highland Fairways Golf Community.Welcome to this delightful 3-bedroom, 2-bathroom home in Highland Fairways, a sought-after 55+ golf community in Lakeland, FL. Offering the perfect blend of comfort, convenience, and an active lifestyle, this well-maintained residence is move-in ready!Step inside to find a spacious living and dining area with soaring

    Agent Photo

    Manny del Valle

    KELLER WILLIAMS WINTER PARK

    (863) 734-6330

    3748 Innisbrook Dr, Lakeland, FL 33810
  • /31

    $244,000

    • 2 Beds
    • 2 Baths
    • 1,351 Sq Ft

    2235 Harbor Town Ln, Lakeland, FL 33810

    Welcome to this beautifully renovated 2-bedroom, 2-bathroom home located in the desirable 55+ gated golf community of Highland Fairways in Lakeland. Move-in ready and meticulously updated in 2025, this home offers the perfect blend of modern finishes, comfort, and low-maintenance living. The exterior of the home features a newer roof installed in 2023 and fresh St. Augustine sod laid in 2025,

    Agent Photo

    Kaley Hansen

    COLDWELL BANKER HUBBARD HANSEN

    (863) 343-0563

    2235 Harbor Town Ln, Lakeland, FL 33810
  • /34

    $280,000

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

    2012 Long Boat Dr, Lakeland, FL 33810

    Desirable 55+ community! This spacious 3-bedroom, 2-bathroom home offers comfort, style, and functionality all in one. The heart of the home is the updated kitchen, featuring granite countertops, ample cabinetry, and a cozy breakfast nook with a large window that fills the space with natural light and offers golf course views of the backyard.The open-concept living and dining area is

    Kelley Vogel Blackburn COLDWELL BANKER REALTY

    2012 Long Boat Dr, Lakeland, FL 33810
  • /30

    $268,000 Open Sat 10AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,561 Sq Ft

    1970 Long Boat Dr, Lakeland, FL 33810

    Beautiful 2-bedroom, 2-bath home located on a golf course in a desirable 55+ community, conveniently situated between Tampa and Orlando, FL. This well-maintained property features an open floor plan with seamless flow between the living area and kitchen. The bright dining room offers abundant natural light and picturesque views. Additional highlights include a spacious 2-car garage,

    Tiffany Dennis LESLIE WELLS REALTY, INC.

    1970 Long Boat Dr, Lakeland, FL 33810
  • /37

    $274,900

    • 2 Beds
    • 2 Baths
    • 1,699 Sq Ft

    2235 Grand Cypress Dr Unit 561, Lakeland, FL 33810

    Welcome to this vibrant 55+ gated community of Highland Fairways boasting an 18 hole executive Golf Course with a Club House, Exercise Room, Swimming Pool, Tennis & Pickle Ball Courts and many more. This 2BR 2BA house is very spacious and open with plenty of natural lighting, have an additional bonus room that can be used as the 3rd Bed Room if needed. This coveted golf community is ideally

    Joe Joseph JOSEPH REALTY, INC

    2235 Grand Cypress Dr Unit 561, Lakeland, FL 33810
  • /42

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    3618 Highland Fairways Blvd, Lakeland, FL 33810

    Located in the sought-after 55+ gated community of Highland Fairways, this lovely 3-Bedroom/2-Bathroom home has TONS OF BRAND-NEW UPDATES with high-end products, inspired by a PROFESSIONAL INTERIOR DESIGNER. This home is truly stunning and move-in ready! Charming curb appeal draws the eye while a NEW ROOF IN 2022 and increased privacy from a backyard retention area/pond complete the exterior

    Zach Lay WATSON REALTY CORP.

    3618 Highland Fairways Blvd, Lakeland, FL 33810
  • /45

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,942 Sq Ft

    3149 Sand Trap Ct, Lakeland, FL 33810

    Welcome to your dream home located on the 13th hole of the golf course—where serene views and comfortable living come together. This spacious 2-bedroom, 2-bath residence offers over 1,900 square feet of thoughtfully designed living space. Step into a chef’s kitchen featuring a large center island, perfect for entertaining or casual meals. You'll love the formal and casual dining areas, giving

    Lorrie Clark REMAX EXPERTS

    3149 Sand Trap Ct, Lakeland, FL 33810
  • /25

    $299,500

    • 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
  • /24

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,057 Sq Ft

    2243 Sea Island Cir N, Lakeland, FL 33810

    Quaint 2 bedroom 2 bath home in the very desirable mid-Florida golf retirement community of Highland Fairways. Many upgrades and changes have already started and you'll have a blank slate to improve upon. The kitchen features newer appliances and nice wood looking floors. You will enjoy entertaining or just resting in the screened in room off the kitchen. Newer garage door, windows, roof

    Pat Doud, LLC HARPER REALTY FL, LLC

    2243 Sea Island Cir N, Lakeland, FL 33810
  • /41

    $229,000

    • 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
  • /28

    $225,000

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

    2234 Sea Island Cir N, Lakeland, FL 33810

    Charming two bedroom/2 bath home in the very popular retirement golf community of Highland Fairways. You will appreciate the size of the living room as you enter though the front door. Walk on through to the beautifully updated large eat-in kitchen. Granite counters, LARGE eating area, lots of storage and newer appliances . . . microwave (2 yrs old), refrigerator (4.5 yrs old), garage

    Pat Doud, LLC HARPER REALTY FL, LLC

    2234 Sea Island Cir N, Lakeland, FL 33810
  • /94

    $240,000

    • 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

    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
  • /47

    $239,900

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    3341 Highland Fairways Blvd, Lakeland, FL 33810

    Enjoy affordable living with golf course views in the sought-after 55+ gated community of Highland Fairways! This well-maintained home is perfectly positioned on the 1st hole of the golf course, offering serene views and the privacy of no rear neighbors. Enjoy peaceful greenscape views from both the living area and the primary bedroom suite. The vaulted ceilings in the living room and bedrooms

    Lorrie Clark REMAX EXPERTS

    3341 Highland Fairways Blvd, Lakeland, FL 33810
  • /28

    $219,000

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

    2085 Long Boat Dr, Lakeland, FL 33810

    Welcome to the very popular Highland Fairways - a mid-Florida retirement/golfing community. This house is a blank slate to do with what you want! A small screened porch will enable you to meet and greet all your new neighbors on their way to the clubhouse just 2 houses away! Walking into the VERY large living room, you'll have plenty of options on how you would like to arrange your furniture.

    Pat Doud, LLC HARPER REALTY FL, LLC

    2085 Long Boat Dr, Lakeland, FL 33810
  • /16

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft

    3647 Wildcat Run, Lakeland, FL 33810

    Highland Fairways - one of the most sought after retirement golfing communities in Central Florida. This beautiful, well kept and loved home will be at the top of your I NEED TO SEE THIS ONE LIST! As you enter the front door, you'll appreciate how warm and welcoming it feels. The large living room/dining room combination will allow you the room to entertain many or just kick back and relax.

    Pat Doud, LLC HARPER REALTY FL, LLC

    3647 Wildcat Run, Lakeland, FL 33810
  • /34

    $314,900

    • 3 Beds
    • 2 Baths
    • 1,644 Sq Ft

    2173 Mission Hills Dr, Lakeland, FL 33810

    Located in the much sought-after 55+ gated-community of Highland Fairways, this is a coveted 3-bedroom, 2-bath home which offers a comfortable lifestyle PLUS great community amenities. Conveniently located within ten minutes of Publix, Lowe’s, Home Depot, Wal-Mart, Target, Lakeland Square Mall, Lakeland Regional Hospital, Watson Clinic and tons of other shopping and restaurants! Highland Fairways

    Brian Stephens EXP REALTY LLC

    2173 Mission Hills Dr, Lakeland, FL 33810
  • /62

    $244,900

    • 2 Beds
    • 2 Baths
    • 1,452 Sq Ft

    3102 Pebble Bend Dr, Lakeland, FL 33810

    BACK ON MARKET DUE TO BUYER'S FINANCING FALLING THROUGH!Your Dream Home Awaits in the Prestigious Highland Fairways 55+ Gated Community!This beautifully maintained 2-bedroom, 2-bathroom corner-lot gem is a rare find in one of the most sought-after 55+ communities! With a brand-NEW 2025 ROOF, this home is move-in ready and packed with features designed for comfort, convenience, and an

    Melissa Frederick DREAM REALTY GROUP

    3102 Pebble Bend Dr, Lakeland, FL 33810
  • /49

    $329,900

    • 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
  • /33

    $190,990

    • 2 Beds
    • 2 Baths
    • 1,004 Sq Ft

    3203 Bear Creek Ln, Lakeland, FL 33810

    Welcome to Your Dream 55+ Retreat in Highland Fairways! ????Step into this stunning 2-bedroom, 2-bathroom home that radiates elegance, comfort, and a carefree lifestyle! With brand-new porcelain tile flooring, fresh paint, and an open, airy layout, this home is move-in ready. Need furniture? No problem! This gem can be sold fully turn-key, making your transition effortless.Enjoy

    Sejida Self OPULENT REALTY INTERNATIONAL

    3203 Bear Creek Ln, Lakeland, FL 33810
  • /52

    $234,900

    • 2 Beds
    • 2 Baths
    • 1,624 Sq Ft

    3109 Sand Trap Ct, Lakeland, FL 33810

    Golf Course Living with Modern Comfort in Highland Fairways! This beautifully updated 2-Bed, 2-Bath home is tucked away on a quiet cul-de-sac in one of Lakeland's most desirable 55+ golf course communities. With new laminate flooring, an open-kitchen concept layout, and a spacious kitchen featuring granite countertops, stainless appliances, and ample cabinetry, it's designed for easy, relaxed

    Heather Campbell SK REALTY

    3109 Sand Trap Ct, Lakeland, FL 33810
  • /38

    $199,000

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

    2206 Golden Horseshoe Cir, Lakeland, FL 33810

    Don’t miss this opportunity to save big and move in with confidence.This move-in-ready gem features a brand-new A/C system to keep you comfortable year-round. Inside, enjoy a remodeled kitchen and bathrooms, both adorned with sleek quartz countertops. The home boasts luxury vinyl plank flooring in the living areas for style and durability, while the carpeted bedrooms create a cozy retreat. Modern

    Brittanee Brossart KELLER WILLIAMS REALTY SMART

    2206 Golden Horseshoe Cir, 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 lawns, but association fees cover their care. The community is home to several leagues and hosts golf tournaments year-round. “It’s a very relaxed community; the bulletin board of activities is always full,” says Jeff Stowell, president of the Highland Fairways Property Owners Association. Stowell says that Highland Fairways attracts residents from all over the country, with many staying during the winter. Prices here range from $150,000 to $350,000. Most of the homes are two- or three-bedroom ranch-style. And they tend to stay on the market for over 100 days, higher than the national average. Stowell says that HOA dues are more than $200 a month, but it provides residents with maintenance services, lawn care, internet and other amenities. Stowell says Highland Fairways is a close and friendly community with residents volunteering to assist those in need. The neighborhood is anchored by Highland Fairways Golf Course, an 18-hole executive

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 6 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 $395,000. If you put a 20% down payment of $79,000 and had a 30-year fixed mortgage with an interest rate of 6.74%, your estimated principal and interest payment would be $2,050 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $88K a year to afford the median home price in Highland Fairways. 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 33803.
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, Robson Street and Webster Park.
Are home prices dropping in Highland Fairways?
Yes, home prices in Highland Fairways are down 7% in the last 12 months.

Home Trends in Highland Fairways, FL

Housing Trends

Median Sale Price
$374,305
Median Single Family Sale Price
$375,290
Median Townhouse Sale Price
$262,500
Median 2 Bedroom Sale Price
$1,199,000
Average Price Per Sq Ft
$326
Number of Homes for Sale
5
Last 12 months Home Sales
36
Months of Supply
1.70
Median List Price
$395,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
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