
2260 GRAND CYPRESS DRIVE, LAKELAND, FL, 33810
Active6 days on marketListed Aug 6, 2026MLS #L4963695
About this home
2260 GRAND CYPRESS DRIVE
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 sunroom is the perfect place to relax with your morning coffee or unwind at the end of the day while taking in the tranquil natural surroundings. Designed with comfort and functionality in mind, the light-filled open floor plan features a spacious living and dining area, complemented by carpet and tile flooring throughout. The well-appointed kitchen offers abundant cabinetry, generous countertop space, and plenty of storage, making it ideal for everyday living and entertaining. The private primary suite provides a comfortable retreat with a large walk-in closet, dual-sink vanity, and a walk-in shower. The guest bathroom has been tastefully updated with elegant quartz countertops, stylish tile flooring, and a modern bathtub, offering a fresh and contemporary feel for family and guests. This move-in-ready home comes with valuable updates that provide peace of mind, including a NEW ROOF (2024), HVAC system (2015), WATER HEATER (2021), and a PAID IN FULL WATER SOFTENER. Even better, the WASHER AND DRYER, GOLF CART, AND REMAINING FURNISHINGS will convey with the sale, making this an exceptional turnkey opportunity. Highland Fairways is renowned for its active, maintenance-friendly lifestyle, offering residents an impressive collection of resort-style amenities, including an 18 HOLE EXECUTIVE GOLF COURSE, heated swimming pool and spa, tennis and pickleball courts, a fitness center, and an elegant clubhouse filled with year-round activities, clubs, and social events. HOA maintenance includes lawn care, allowing you to spend more time enjoying the Florida lifestyle. Conveniently located in central Lakeland, you'll enjoy easy access to shopping, dining, medical facilities, golf, parks, and Interstate 4 for quick trips to both Tampa and Orlando. Combining a premium cul-de-sac location, peaceful greenbelt surroundings with no rear neighbors, major recent updates, and the unmatched lifestyle of Highland Fairways, this exceptional home is ready to welcome its next owner.
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,391
Sqft
0.17 ac
Lot size
2
Garage
1993
Year built
One
Levels
$172
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$2,009 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$2,009/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
−12.3%
$/sqft vs Lakeland actives
$172 vs $193
Days on market
6 vs 45 typical
Where $172/sqft sits among the 400 Lakeland actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Lakeland
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Lakeland. See the full Lakeland guide →
The numbers that matter
The Lakeland market
$316K → $316K
Lakeland median sold, yr/yr
97.8%
Sale-to-list ratio (12 mo)
203 of 400
Lakeland actives have cut their price
Median sold price, Lakeland, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 28% below the LAKELAND 33810 median. See the full Lakeland market guide →
Paper trail
This home's history
Reality check
What actually sold near 2260 GRAND CYPRESS DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jul ’26$205,000
2140 GRAND CYPRESS DRIVE · same community
2 bd · 2 ba · 1,394 sqft · $147/sqft · 89 DOM
Sold · May ’26$245,000
3542 HIGHLAND FAIRWAYS BOULEVARD · same community
2 bd · 2 ba · 1,420 sqft · $173/sqft · 83 DOM
Sold · Dec ’25$232,900
3341 HIGHLAND FAIRWAYS BOULEVARD · same community
2 bd · 2 ba · 1,235 sqft · $189/sqft · 206 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.

Your agent
Kat Bonelli
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 2260 GRAND CYPRESS DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2260 GRAND CYPRESS DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Kat's phone and CRM.
Straight answers
2260 GRAND CYPRESS DRIVE FAQs
What would the monthly payment be for 2260 GRAND CYPRESS DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,009/mo — principal and interest, the actual property-tax bill, the $240/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 2260 GRAND CYPRESS DRIVE?+
The association fee works out to $240 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 2260 GRAND CYPRESS DRIVE?+
The most recent tax bill on record (2025) was $1,092. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 2260 GRAND CYPRESS DRIVE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Lakeland?+
At $239,900, this home is listed about 29% below the Lakeland median of $339,000. The market section on this page shows how the area is trending.
The brief
Three things that matter here
01Under the LAKELAND 33810 market on paper
$239,900 is 28% below the LAKELAND 33810 median of $335,000, and at $172/sqft it sits under the Lakeland average of $206.
02Trees/Woods views
The trees/woods view is part of what you're buying — views hold value independently of the structure.
03Fresh on the market
Only 6 days on market in a Lakeland market that averages 45 — if it fits, move quickly.
Keep looking
Similar homes nearby
Listing courtesy of KELLER WILLIAMS REALTY SMART 1 · David Small. MLS #L4963695.
IDX information is 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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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