
2099 DERWENT DRIVE, DAVENPORT, FL, 33896
Active149 days on marketListed May 18, 2026MLS #O6404963
About this home
2099 DERWENT DRIVE
Welcome to 2099 Derwent Drive, nestled in the highly desired community of Glen At West Haven. This exceptional 3,931 sq ft home is positioned perfectly on .15 acres and built by Ashton Orlando Residential. The home features five spacious bedrooms, one half bath and four full bathrooms, bonus room and oversized two car garage. Step in from the foyer covered entry way to a welcoming entrance, featuring a formal dining room, with a second level, adding to the fresh modern appeal. The chef inspired kitchen is a true standout featuring white wood cabinetry, updated quartz countertops and updated stainless appliances with a gourmet configuration. There is a breakfast bar that seats four comfortably for casual dining. The kitchen flows effortlessly into the breakfast nook and family room, which is enchanted by vaulted ceilings and natural tones throughout. One bedroom located on the first level with one full bath, bonus room, one half bath, mudroom and a lovely covered rear Lani. Make your way upstairs and you will encounter an extra large master suite with huge walk in shower, closet and dual sinks. The Glen At West Haven is a quiet place to call home and still be minutes away from Disney World, downtown Orlando, Orlando international airport, upscale shops, mall, outlets and the lovely Florida coast. Call today for your private tour.
Facts & features
The home at a glance
5
Bedrooms
4.5
Bathrooms
3,931
Sqft
0.15 ac
Lot size
2
Garage
2023
Year built
Two
Levels
$140
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.
$4,411 /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
$4,411/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
−12.8%
$/sqft vs Davenport actives
$140 vs $183
Days on market
149 vs 82 typical
Where $140/sqft sits among the 400 Davenport 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.
The investor lens
Two ways this home pays
This home sits inside West Haven, a community zoned to allow true short-term rentals — so it can earn as a nightly rental or a traditional lease. Here’s how the two paths compare.
Short-term rental
Zoned & eligible
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$2,250/mo median
Live Davenport rental listing data — this home’s rate depends on size, condition and furnishing.
Where it sits
Inside West Haven
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
West Haven is a short-term-rental community. See the full guide →
DAVENPORT 33896 — neighborhood snapshot
Population
23,074
Median age
33.8
Median income
$74,485
Median home value
$307,200
Avg household
2.66
Households w/ children
2,550
For the school run
Polk County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Davenport market
$350K → $363K
Davenport median sold, yr/yr
97.6%
Sale-to-list ratio (12 mo)
206 of 400
Davenport actives have cut their price
Median sold price, Davenport, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 50% above the DAVENPORT 33896 median. See the full Davenport market guide →
Paper trail
This home's history
Reality check
What actually sold near 2099 DERWENT DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$449,000
2268 DERWENT DRIVE · same community
5 bd · 4 ba · 2,804 sqft · $160/sqft · 13 DOM
Sold · Oct ’25$452,500
2126 DERWENT DRIVE · same community
6 bd · 4 ba · 2,804 sqft · $161/sqft · 149 DOM
Sold · Dec ’25$420,000
2359 LANCASHIRE STREET · same community
4 bd · 3 ba · 2,134 sqft · $197/sqft · 16 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
Anthony Richardson
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 2099 DERWENT DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2099 DERWENT DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Anthony's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2099 DERWENT DRIVE FAQs
What would the monthly payment be for 2099 DERWENT DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $4,411/mo — principal and interest, the actual property-tax bill, the $128/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 2099 DERWENT DRIVE?+
The association fee works out to $128 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 2099 DERWENT DRIVE?+
The most recent tax bill on record (2024) was $7,639. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 2099 DERWENT DRIVE be rented short-term?+
Yes — this home sits inside West Haven, a community zoned to allow short-term rentals. Nightly-rental income could change the math on this purchase entirely; request a free rental income analysis and our team will prepare projections for this exact home.
Are pets allowed at 2099 DERWENT DRIVE?+
The listing reports pets: Breed Restrictions, Number Limit, Size Limit, 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 Davenport?+
At $550,900, this home is listed about 41% above the Davenport median of $390,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2099 DERWENT DRIVE?+
Loughman Oaks Elementary School (elementary), Ridge Community High School (high), Shelley S. Boone Middle School (middle) — Polk 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
$550,900 runs 50% above the DAVENPORT 33896 median — but at 3,931 sqft it's also nearly twice the size of the typical Davenport listing.
02Zoned for nightly rentals
West Haven is one of the communities zoned to allow true short-term rentals — nightly income could change the math on this purchase entirely. Ask for the free rental analysis below.
03The price has already moved
Listed at $599,999, now $550,900 — a $49K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of COTTAGE REALTY INC · Rine Moore-Tyrell. MLS #O6404963.
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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