
2020 KEYWAY DRIVE, ENGLEWOOD, FL, 34223
Active10 days on marketListed Oct 28, 2026MLS #D6149361
About this home
2020 KEYWAY DRIVE
Love the beach? Wait until you see the home! Just 1.7 miles to Manasota Key Beach, this beautifully updated pool home offers the best of Florida living, with a private backyard that might make you want to stay home! In the X flood zone, with impact-resistant windows and an impact-rated garage door for added peace of mind, this 3-bedroom, 2-bathroom home has a 1+ car garage with a second bay for a golf cart or smaller vehicle. Tucked away on a quiet street in Englewood's established Overbrook Gardens neighborhood, the spacious corner lot features tropical landscaping and a privacy-fenced backyard. Inside, the great room's luxury vinyl plank flooring continues into the remodeled kitchen and dining area. Updated in 2023, the kitchen features white wood cabinetry, granite countertops, stainless steel appliances, decorative tile backsplash, custom wood-look range hood, and decorative wood-paneled ceiling. The open layout is ideal for entertaining, and the dining area retains its lovingly restored original built-in shelving, preserving some of the home's original character. The primary bedroom has an ensuite bathroom with a gorgeous tiled walk-in shower and oversized vanity. The second bedroom offers generous closet space, while the remodeled guest bathroom features patterned tile flooring, dual vanities with stone countertops, and a large tiled walk-in shower with bench and window. The den/third bedroom has built-in shelving and glass-paneled French doors, ideal for an office, reading room, or gathering space. An additional flex room overlooks the patio, with possibilities for hobbies, guests, or working from home. The enclosed interior laundry room off the kitchen includes built-in shelving for plenty of additional storage. Outside, the beautiful saltwater pool with sun shelf, paver decking, and spacious screened enclosure invite afternoon swims and relaxing evenings. There is also a screened patio area with ceiling fan that offers shade, while just outside the screening is a great covered outdoor kitchen area with sink and adjoining dining patio that is ready for weekend cookouts. Beyond the pool, the lush, privacy-fenced backyard includes a custom stucco shed and potting station, wonderful for gardeners or anyone wanting to grow fruits and vegetables. Extensive improvements include a 2015 shingle roof, 2021 impact-resistant windows, 2022 hurricane-rated exterior doors, 2023 kitchen remodel, 2025 privacy fencing, 2026 exterior painting, new irrigation well and full-yard irrigation improvements in 2026, and a 2026 water heater. Optional Overbrook Gardens HOA membership is available at a low annual cost and includes access to the private neighborhood boat ramp, a neighborhood directory with maps, and community events and picnics throughout the year. Just minutes from Gulf beaches, Historic Dearborn Street, and Downtown Venice, with convenient access to Siesta Key, Tampa, Orlando, and Naples, you're close to world-class golf, fishing, boating, arts, shopping, and waterfront dining. Enjoy morning coffee on the patio, afternoons at Manasota Key Beach, and evenings by your own pool. Come see everything waiting for you at 2020 Keyway Drive in Englewood!
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,566
Sqft
0.26 ac
Lot size
2
Garage
1971
Year built
Two
Levels
$300
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 — not generic estimates.
$3,962 /mo · 3.5% down FHA, 30-yr fixed at 7.5%
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
$3,962/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.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
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
+8.4%
$/sqft vs Englewood actives
$300 vs $231
Days on market
10 vs 67 typical
Where $300/sqft sits among the 400 Englewood 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 Overbrook Gardens
Get to know Englewood. See the full Englewood guide →
Overbrook Gardens — neighborhood snapshot
Population
859
Median age
64
Median income
$74,061
Median home value
$483,824
Avg household
2
Households w/ children
25%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Englewood market
$323K → $340K
Englewood median sold, yr/yr
94.7%
Sale-to-list ratio (12 mo)
167 of 400
Englewood actives have cut their price
Median sold price, Englewood, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 20% above the ENGLEWOOD 34223 median. See the full Englewood market guide →
Paper trail
This home's history
Reality check
What actually sold near 2020 KEYWAY DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$335,000
1951 GREENLAWN DRIVE · same community
3 bd · 2 ba · 1,580 sqft · $212/sqft · 56 DOM
Sold · Mar ’26$310,000
1330 BUEREAU ROAD · same community
3 bd · 2 ba · 1,544 sqft · $201/sqft · 39 DOM
Sold · Jun ’26$400,000
1956 GREENLAWN DRIVE · same community
2 bd · 2 ba · 1,518 sqft · $264/sqft · 83 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
Chad Creech
President, Commercial and Development Services · CENTURY 21 Edge
Tours, negotiation, and every question about 2020 KEYWAY DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2020 KEYWAY DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Chad's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2020 KEYWAY DRIVE FAQs
What would the monthly payment be for 2020 KEYWAY DRIVE?+
With 3.5% down on a 30-year FHA loan at 7.5%, the all-in payment lands around $3,962/mo — principal and interest, the actual property-tax bill 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.
What are the property taxes on 2020 KEYWAY DRIVE?+
The most recent tax bill on record (2025) was $4,421. 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 2020 KEYWAY 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 Englewood?+
At $469,900, this home is listed about 34% above the Englewood median of $350,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2020 KEYWAY DRIVE?+
Englewood Elementary School (elementary), Lemon Bay High School (high), L. A. Ainger Middle School (middle) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$469,900 runs 20% above the ENGLEWOOD 34223 median.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Strong assigned schools
Englewood Elementary School, Lemon Bay High School, L. A. Ainger Middle School — Englewood Elementary School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of RE/MAX ALLIANCE GROUP · Carla Stiver, PA. MLS #D6149361.
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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