
2108 TILLMAN AVENUE, WINTER GARDEN, FL, 34787
Active2 days on marketListed Sep 1, 2026MLS #O6437773
About this home
2108 TILLMAN AVENUE
Welcome home to 2108 Tillman Avenue, a beautifully maintained Mediterranean-style pool home located in the sought-after gated community of Bronson’s Landing in Winter Garden. Offering five bedrooms plus a dedicated office, four full bathrooms, a three-car garage, and an incredibly versatile floor plan, this move-in-ready home combines generous living space with the relaxed Florida lifestyle. From the moment you arrive, the home makes an inviting impression with its paver driveway, mature landscaping, and classic barrel-tile roof. Inside, you’ll find a bright and spacious interior featuring brand-new carpet, plantation shutters, crown molding, bamboo flooring throughout the main living areas, and multiple spaces designed for both everyday living and entertaining. The home also features surround sound throughout both the interior and outdoor living areas, creating the perfect atmosphere for entertaining inside or by the pool. The kitchen is truly the heart of the home, offering abundant cabinetry and counter space, a center island, breakfast bar, stainless steel appliances, and an adjoining breakfast nook overlooking the pool and lanai. The expansive family room flows seamlessly from the kitchen and opens through French doors to the outdoor living area, creating an ideal setup for entertaining. The spacious primary suite is conveniently located on the first floor and features a recessed ceiling, two large walk-in closets, and French doors providing direct access to the pool. The ensuite bath includes dual vanities, a garden tub, walk-in shower, and private water closet. Additional first-floor bedrooms provide excellent flexibility for family and guests, while the dedicated office is perfect for working from home.Upstairs, additional living space offers even more versatility and can easily serve as a guest suite, media room, game room, fitness area, playroom, or second family room.Step outside and enjoy your own private Florida retreat. The fully fenced backyard features a screened-in pool with waterfall, tropical landscaping, and a spacious covered paver lanai with plenty of room for outdoor dining, entertaining, or simply relaxing by the pool. Additional improvements include BOTH HVAC SYSTEMS REPLACED IN 2020 and a NEW WATER HEATER IN 2024, providing added peace of mind. The oversized three-car garage offers excellent space for vehicles, storage, and more.Bronson’s Landing offers the privacy of a gated community while placing you just minutes from Winter Garden Village, shopping, restaurants, medical facilities, highly regarded area schools, and convenient access to SR-429 and Florida’s Turnpike. Historic Downtown Winter Garden and Plant Street, Walt Disney World, and Downtown Orlando are all within easy reach. With five bedrooms plus an office, four full baths, a screened private pool, three-car garage, major mechanical updates, and an outstanding Winter Garden location, 2108 Tillman Avenue offers the space, flexibility, and lifestyle today’s buyers are looking for. Come experience everything this exceptional home has to offer.
Facts & features
The home at a glance
5
Bedrooms
4
Bathrooms
3,078
Sqft
0.23 ac
Lot size
3
Garage
2007
Year built
Two
Levels
$276
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.
$6,159 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$6,159/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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
−9.4%
$/sqft vs Winter Garden actives
$276 vs $257
Days on market
2 vs 42 typical
Where $276/sqft sits among the 400 Winter Garden 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 Bronson's Landing
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Garden. See the full Winter Garden guide →
Bronson's Landing — neighborhood snapshot
Population
264
Median age
43
Median income
$224,336
Median home value
$771,900
Avg household
3
Households w/ children
29%
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Garden market
$585K → $611K
Winter Garden median sold, yr/yr
97.6%
Sale-to-list ratio (12 mo)
201 of 400
Winter Garden actives have cut their price
Median sold price, Winter Garden, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 65% above the WINTER GARDEN 34787 median. See the full Winter Garden market guide →
Paper trail
This home's history
Reality check
What actually sold near 2108 TILLMAN AVENUE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Mar ’26$645,000
2022 TILLMAN AVE · same community
4 bd · 4 ba · 2,981 sqft · $216/sqft · 63 DOM
Sold · Jan ’26$789,999
2258 RICKOVER PLACE
5 bd · 4 ba · 3,081 sqft · $256/sqft · 167 DOM
Sold · Nov ’25$705,000
2540 BLACK LAKE BOULEVARD
4 bd · 3 ba · 3,070 sqft · $230/sqft · 50 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
Anealya Hammad
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 2108 TILLMAN AVENUE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2108 TILLMAN AVENUE — before you fall in love.
See it in person
Schedule a tour
Live availability from Anealya's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2108 TILLMAN AVENUE FAQs
What would the monthly payment be for 2108 TILLMAN AVENUE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $6,159/mo — principal and interest, the actual property-tax bill, the $260/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 2108 TILLMAN AVENUE?+
The association fee works out to $260 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 2108 TILLMAN AVENUE?+
The most recent tax bill on record (2025) was $10,075. 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 2108 TILLMAN AVENUE?+
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 Winter Garden?+
At $849,000, this home is listed about 48% above the Winter Garden median of $574,950. The market section on this page shows how the area is trending.
Which schools are assigned to 2108 TILLMAN AVENUE?+
Lake Whitney Elementary (elementary), West Orange High (high), Sunridge Middle (middle) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$849,000 runs 65% above the WINTER GARDEN 34787 median — but at 3,078 sqft it's also 44% larger than the typical Winter Garden listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Fresh on the market
Only 2 days on market in a Winter Garden market that averages 42 — if it fits, move quickly.
04Strong assigned schools
Lake Whitney Elementary, West Orange High, Sunridge Middle — Lake Whitney Elementary rates 5 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of CENTRAL FLORIDA PRIME REAL ESTATE LLC · Albin Hubscher. MLS #O6437773.
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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