24

Highland Fairways Homes for Sale

Section Image Section Image
  • /64

    $273,500

    $6K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,675 Sq Ft

    3537 Highland Fairways Blvd, Lakeland, FL 33810

    Lovingly maintained by its original owner, this spacious 2-bedroom, 2-bath home offers 1,675 square feet of comfortable living space and GOLF COURSE VIEWS from nearly every room in the home. The beautifully REMODELED KITCHEN is the centerpiece of the home, featuring stylish finishes and abundant workspace. Major updates provide peace of mind, including a NEW A/C system with transferable warranty

    Agent Photo

    Carolyn Christian

    Dalton Wade Inc

    3537 Highland Fairways Blvd, Lakeland, FL 33810
  • /69

    $289,900

    • 3 Beds
    • 2 Baths
    • 2,065 Sq Ft

    1804 Masters Ln, Lakeland, FL 33810

    Welcome to your own slice of paradise in Highland Fairways! This gated 55+ community offers the perfect blend of comfort, recreation, and Florida living. Situated on a desirable corner lot, this spacious 3-bedroom, 2-bath home with a 2-car garage offers 2,065 square feet of comfortable living space and a thoughtful triple-split floor plan with bedrooms positioned on separate sides of the home for

    Agent Photo

    Carolyn Christian

    Dalton Wade Inc

    1804 Masters Ln, Lakeland, FL 33810
  • /36

    $287,900

    • 2 Beds
    • 2 Baths
    • 1,610 Sq Ft

    3590 Highland Fairways Blvd, Lakeland, FL 33810

    Welcome to Highland Fairways Golf community, where comfort meets sophistication in one of Central Florida's most desirable 55+ communities. As you step through the front door, your eye is immediately drawn through the home to the serene, tree-lined backyard, an inviting natural backdrop alive with birds and gentle breezes. The rear ceramic tiled patio , enhanced by a retractable motorized awning

    Pat Doud, LLC HARPER REALTY FL, LLC

    3590 Highland Fairways Blvd, Lakeland, FL 33810
  • /48

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,205 Sq Ft

    2033 Long Boat Dr, Lakeland, FL 33810

    Welcome to this active 55+ golf community offering the perfect blend of Florida lifestyle and easy living. Residents enjoy golf, a community pool, clubhouse, tennis courts, and plenty of opportunities to stay active and social. This spacious 2-bedroom, 2-bathroom home features a comfortable layout with generous living space throughout. The enclosed porch provides a wonderful spot to enjoy your

    Judene Padgett DALTON WADE INC

    2033 Long Boat Dr, Lakeland, FL 33810
  • /34

    $225,000

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

    2240 Sea Island Cir N, Lakeland, FL 33810

    Welcome to easy living in Highland Fairways. Located at 2240 Sea Island Circle in Lakeland, this beautifully updated 2-bedroom, 2-bathroom home offers the kind of comfort, convenience, and low-maintenance lifestyle that makes every day feel a little more relaxed.Inside, you’ll find a well-cared-for interior with tasteful updates, an inviting layout, and plenty of space to enjoy both

    Gate Arty KELLER WILLIAMS REALTY

    2240 Sea Island Cir N, Lakeland, FL 33810
  • /48

    $314,900

    • 3 Beds
    • 2 Baths
    • 1,955 Sq Ft

    3705 Highland Fairways Blvd, Lakeland, FL 33810

    Welcome home to this beautifully maintained 3 bedroom, 2 bath residence offering over 1950 sq. ft of gracious living in the highly sought after 55+ gated golf community of Highland Fairways. Enjoy resort-style amenities, a vibrant social calendar and unbeatable convenience to shopping, dining and medical facilities. Situated on a premium corner lot behind the 4th tee, this home delivers beautiful

    Pat Doud, LLC HARPER REALTY FL, LLC

    3705 Highland Fairways Blvd, Lakeland, FL 33810
  • /38

    $198,000

    $42K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,045 Sq Ft

    3245 Prairie Dunes Cir E, Lakeland, FL 33810

    PRICE IMPROVEMENT... 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 dining

    Sherry Sapp COLDWELL BANKER REALTY

    3245 Prairie Dunes Cir E, Lakeland, FL 33810
  • /22

    $195,000

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft

    3231 Bear Creek Ln, Lakeland, FL 33810

    Life at Highland Fairways, a 55+ golf community, runs on the golf course, the pool, and a clubhouse calendar that stays full. This home is the low-maintenance way to live it, with less time on upkeep and more on the things you came for. A bonus room adds flex space beyond the main living area, ready as an office, hobby room, or your morning-coffee spot. The HOA covers lawn care, cable, and

    Ashley Bearden KELLER WILLIAMS REALTY

    3231 Bear Creek Ln, Lakeland, FL 33810
  • /94

    $230,000

    $20K 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
  • /41

    $264,900

    $80K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    2137 Grand Cypress Dr, Lakeland, FL 33810

    One of the largest homes available in the community, Just REDUCED the price! 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

    Craig Burke CRAIG BURKE REAL ESTATE GROUP, LLC

    2137 Grand Cypress Dr, Lakeland, FL 33810
  • /36

    $230,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,545 Sq Ft

    1836 Prairie Dunes Cir N, Lakeland, FL 33810

    Price Improvement*** Fresh Interior Paint and New LVP Flooring!! 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.

    Melissa McIntosh S & D REAL ESTATE SERVICE LLC

    1836 Prairie Dunes Cir N, Lakeland, FL 33810
  • /65

    $239,900

    • 2 Beds
    • 2 Baths
    • 1,391 Sq Ft

    2260 Grand Cypress Dr, Lakeland, FL 33810

    Discover peaceful Florida living in this beautifully maintained 3-bedroom, 2-bath home nestled on a quiet cul-de-sac in the highly sought-after Highland Fairways, a gated 55+ golf community in North Lakeland. Perfectly positioned with a spacious RETENTION AREAS AS ITS BACKYARD BACKDROP, this home enjoys peaceful green views, exceptional privacy, and no rear neighbors. The spacious screened-in

    David Small KELLER WILLIAMS REALTY SMART 1

    2260 Grand Cypress Dr, Lakeland, FL 33810
  • /37

    $224,900

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

    1837 Prairie Dunes Cir S, Lakeland, FL 33810

    Welcome to 1837 Prairie Dune Circle, where comfortable Florida living meets the active, maintenance-friendly lifestyle of Highland Fairways. Located in this gated 55+ golf community in North Lakeland, this inviting home offers the perfect opportunity to enjoy a more relaxed pace of life while still staying connected to shopping, dining, medical facilities, and everything Lakeland has to

    Gate Arty KELLER WILLIAMS REALTY

    1837 Prairie Dunes Cir S, Lakeland, FL 33810
  • /42

    $289,900

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

    1957 Prairie Dunes Cir N, Lakeland, FL 33810

    Discover the perfect blend of style, comfort and low-maintenance living in this extensively updated 2-bedroom/2-bath home located in the highly desirable Highland Fairways 55+ Golf Community. Thoughtfully redesigned with today's sought-after finishes, this move-in-ready home features a stunning custom kitchen with abundant cabinetry, granite countertops and a charming breakfast nook. The open

    Lorrie Clark REMAX EXPERTS

    1957 Prairie Dunes Cir N, Lakeland, FL 33810
  • /28

    $269,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft

    2228 Grand Cypress Dr, Lakeland, FL 33810

    Discover the ideal blend of comfort, elegance, and resort-style living in this beautifully maintained home located in Highland Fairways, one of Central Florida’s premier 55+ golf communities. Thoughtfully updated and truly move-in ready, this residence offers the relaxed Florida lifestyle you’ve been dreaming of.Filled with natural light, the spacious open floor plan is designed for both

    Pat Doud, LLC HARPER REALTY FL, LLC

    2228 Grand Cypress Dr, Lakeland, FL 33810
  • /37

    $205,000

    • 2 Beds
    • 2 Baths
    • 1,822 Sq Ft

    3433 Glen Abbey Ln, Lakeland, FL 33810

    Welcome to 3433 Glen Abbey Lane, located in the desirable Highland Fairways community. This spacious 2-bedroom, 2-bath home sits on a corner lot and offers a comfortable split-bedroom floor plan designed with both privacy and flexibility in mind.The generous primary suite features a large walk-in closet, spacious bathroom, and an additional bonus room that can easily serve as a home

    Chris Renfro KELLER WILLIAMS REALTY

    3433 Glen Abbey Ln, Lakeland, FL 33810
  • /31

    $274,900

    $13K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,530 Sq Ft

    3526 Innisbrook Dr, Lakeland, FL 33810

    The owner lowered the price - he wants it SOLD! His loss is definitely your gain! Step into this beautifully maintained home and immediately feel the care poured into every detail. Nestled in the highly sought-after mid-Florida golf community of Highland Fairways, this inviting residence welcomes you from the enclosed porch into a bright, airy living room with a stunning, unobstructed view of the

    Pat Doud, LLC HARPER REALTY FL, LLC

    3526 Innisbrook Dr, Lakeland, FL 33810
  • /43

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft

    3741 Innisbrook Dr, Lakeland, FL 33810

    Welcome to Highland Fairways, a desirable 55+ active adult community offering golf, a clubhouse, community pool, tennis courts, and plenty of opportunities to enjoy the Florida lifestyle! This inviting 2-bedroom, 2-bath home offers a comfortable split-bedroom floor plan with spacious living areas throughout. A large screened front porch welcomes you and provides the perfect spot to enjoy your

    Ginger Quirk COLDWELL BANKER REALTY

    3741 Innisbrook Dr, Lakeland, FL 33810
  • /47

    $230,000

    $15K PRICE DROP
    • 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
  • /42

    $249,900

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    3250 Pebble Bend Dr, Lakeland, FL 33810

    Welcome to 3250 Pebble Bend Drive in the highly sought-after Highland Fairways, a gated 55+ golf community in beautiful Lakeland, Florida. This exceptional home has been completely updated inside and out, offering the perfect blend of modern style, quality craftsmanship, and low-maintenance living. From the moment you arrive, you'll appreciate the fresh exterior, beautifully updated interior, and

    Cynthia Vazquez Lane DALTON WADE INC

    3250 Pebble Bend Dr, Lakeland, FL 33810
  • /46

    $205,000

    • 2 Beds
    • 2 Baths
    • 1,363 Sq Ft

    2227 Grand Cypress Dr, Lakeland, FL 33810

    This beautiful 2-bedroom, 2-bath home sits on a spacious lot at the end of a quiet cul-de-sac in a gated community loaded with amenities.Inside, you’ve got an open kitchen with a breakfast nook, a formal dining area, and a large, open living room that gives the home a great flow. And one of my favorite features is the beautiful, fully air-conditioned sunroom—an amazing extra space you can

    Darren Moreno KELLER WILLIAMS REALTY

    2227 Grand Cypress Dr, Lakeland, FL 33810
  • /29

    $300,000

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

    2012 Long Boat Dr, Lakeland, FL 33810

    Welcome to 2012 Long Boat Dr in Highland Fairways, a desirable 55+ golf community in Lakeland! This well-maintained 3-bedroom, 2-bath home is ideally situated overlooking the 8th tee box, offering peaceful golf course views right from your backyard. The heart of the home is the updated kitchen, featuring granite countertops, ample cabinetry, and a cozy breakfast nook with a large window that

    Ron Denney LAND SOUTH REALTY, LLC

    2012 Long Boat Dr, Lakeland, FL 33810
  • /55

    $249,900

    • 2 Beds
    • 2 Baths
    • 1,567 Sq Ft

    3320 Innisbrook Dr, Lakeland, FL 33810

    Welcome to this move-in ready 2-bedroom, 2-bath home with a 2-car garage, ideally situated on the golf course in the highly desirable Highland Fairways Golf & Country Club. Enjoy beautiful golf course views, added privacy and the convenience of being just a short walk to the clubhouse and community amenities. As you enter the home, you'll be welcomed by a spacious living room that provides an

    Lorrie Clark REMAX EXPERTS

    3320 Innisbrook Dr, Lakeland, FL 33810
  • /40

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft

    3448 Glen Abbey Ln, Lakeland, FL 33810

    Welcome to 3448 Glen Abbey Lane, located in the highly desirable Highland Fairways, a gated 55+ golf community in Lakeland, Florida. This well-designed 3-bedroom, 2-bath residence offers approximately 1,709 square feet of comfortable living space with an inviting floor plan that's perfect for everyday living and entertaining. Enjoy the exceptional lifestyle Highland Fairways is known for,

    Cynthia Vazquez Lane DALTON WADE INC

    3448 Glen Abbey Ln, 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 ...

Highland Fairways, Lakeland, FL Home Prices vs. Nearby Neighborhoods

Highland Fairways Robson Street Camphor Westgate Central
Median Home Price
$249,900
$244,900
$299,999
$239,900
Median Sale Price
$232,900
-9% YoY
$230,000
+15% YoY
$291,000
-17% YoY
$239,500
+6% YoY
Median Single Family Price
$238,000
$230,000
$291,000
$235,000
Total Active Listings
26 listings
9 listings
5 listings
13 listings
Market Conditions
8 Months of Supply
Buyer's Market
4 Months of Supply
Balanced Market
2 Months of Supply
Seller's Market
7 Months of Supply
Buyer's Market

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 17% of residents renting and 83% 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 $249,900. If you put a 20% down payment of $50,000 and had a 30-year fixed mortgage with an interest rate of 6.66%, 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, Kathleen, Robson Street, Jewel Avenue and Gibsonia.
Are home prices dropping in Highland Fairways?
Yes, home prices in Highland Fairways are down 8% in the last 12 months.
How to Buy a Home How to Finance a Home How to Sell a Home