2137 Grand Cypress Dr
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 newer roof for added peace of mind. The spacious kitchen is perfect for entertaining, featuring sleek granite countertops, ample cabinetry, and a functional design that flows seamlessly into the dining and living areas, all filled with natural light. Set on a quiet, well-kept street, this move-in-ready home provides the perfect blend of comfort, space, and convenience. Highland Fairways is a gated, golf course community designed for active adults, offering a wealth of amenities including an 18-hole executive golf course, heated pool and spa, tennis and pickleball courts, fitness center, and a vibrant clubhouse with year-round social events and activities. Lawn maintenance is included in the HOA, making for truly carefree living. Centrally located in Lakeland, residents enjoy quick access to top-rated medical facilities, major grocery stores, pharmacies, restaurants, and retail centers such as Lakeland Park Centre Mall, Lakeland Square Mall, and Lakeside Village . Entertainment options abound with nearby movie theaters, parks, and easy access to I-4, offering a convenient drive to both Tampa and Orlando. Whether you're looking for relaxation or an active lifestyle, this home and community have it all. Don't miss this rare opportunity to own a spacious, updated home in one of Lakeland’s premier 55+ communities—schedule your showing today!
Listing Information
Facts & Features
Location
Community Information
Architecture
Features & Amenities
Property Features
Square Footage
Tax & Financial Information
Schools
Sleepy Hill Elementary School
Winston Academy Of Engineering
Rochelle School Of The Arts
Achievement Academy
Sleepy Hill Middle School
McKeel Academy Of Technology
Lincoln Avenue Academy
Kathleen Senior High School
School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.
Historical Data
Price History
| Date | Event | Price |
|---|---|---|
| 08/31/2026 | Price change | $259,900 |
| 10/08/2025 | Listed for sale | $345,000 |
Listed by Craig Burke · CRAIG BURKE REAL ESTATE GROUP, LLC · 8638995010
Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.
Last Updated: August 31, 2026 at 2:47 PM | Source: Stellar MLS | MLS#: B4902076

Similar Homes For Sale In Lakeland
Start Your Real Estate Journey
Whether you have questions about this listing, want to schedule a showing, or just want to talk through your options, Alene Civil is here to help. Reach out and expect a response within one business day.
How can I help?
Alene Civil is here to help. Reach out and expect a response within one business day.
Thanks — Alene Civil will be in touch shortly.
Make A Plan For Your Purchase
Know what you can afford before you start shopping — then run the numbers on any home you have in mind.
How much house can I afford?
- Principal & interest
- Property taxes
- Homeowner's insurance
- HOA dues
If your monthly savings are applied to the loan principal.
Enter your income, debts, and down payment to see how much home you may qualify for. Estimates only — not a lending decision.
Want to know more?
Keisha is here to help. Reach out and expect a response within one business day.
✓ Thanks — Keisha will be in touch shortly.
Your Next Chapter Starts With Just A Few Steps
Before you fall in love with a home, know what you can afford. Fill out a quick pre-approval so you're ready to make your move — on your timeline.

Pre-approval made easy
We're here to help you find the best option, not to help the best option find you. Trust that your information will not be shared with many different lenders like so many platforms do.
What type of home are you looking for?
How do you plan to use your new home?
Where are you in the home buying process?
Are you currently working with a real estate agent?
Do you currently own a home?
Is this your first time purchasing a home?
Do you plan to sell your current home before purchasing a new one?
Have you or your spouse served in the US military?
Veterans and active US military may be eligible for a $0 down VA loan.
What is your price range?
What is your current employment status?
What is your household pre-tax annual income?
What is your credit score?
Have you had a bankruptcy or foreclosure in the past 3 years?
Almost done — where can we reach you?
✓ Thank you for your time!
You'll hear back within one business day with your next steps.





