Overlook 2 At Hamlin
Homes for Sale in Winter Garden, FL

All 749 homes for sale in Winter Garden, FL · median $589,900 · 706 homes for sale in 34787 · Orange County homes for sale

Community in Winter Garden · Orange County · ZIP 34787
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Built fromLive Stellar MLS data1 years of closingsUpdated twice daily

As of October 2026, the MLS records 1 closed sale in Overlook 2 At Hamlin Phase 2 And 5 in Winter Garden, FL, the most recent in December 2025. Across Winter Garden as a whole, 1,339 homes closed in the last 12 months at a median of $595,000, 38 median days on market, with 694 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,920 ($9,250 with the full homestead exemption).

Part of the Horizon West master-planned community in Winter Garden, FL — see all Horizon West homes for sale (114 listings across 58 villages and sections in the MLS).

Live · Overlook 2 At Hamlin Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 21, 2026

Overlook 2 At Hamlin 5 sits inside Winter Garden's Hamlin corridor, an area of Orange County that has been built out steadily with newer subdivisions rather than resale-heavy older stock. With no active MLS pricing data to point to at this snapshot, the honest read is that this is a market where you price off comparable Hamlin-area product rather than off this section's own recent closings.

For a buyer or seller working this specific phase right now, that means doing the legwork one street over. Hamlin has enough surrounding inventory that an agent who tracks the broader corridor can still build a credible pricing case even when this particular community shows a thin data trail at the moment.

Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.

Nearby homes for sale

No active listings inside Overlook 2 At HamlinHomes for Sale in Winter Garden, FL right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

5545 BOWMAN DRIVE
$430K · 0.1 mi away
2 bd · 2.5 ba · 1,998 sqft
5545 BOWMAN DRIVE
Listed by OPENDOOR BROKERAGE LLC
15061 VALVERSE ALLEY
$720K · 0.2 mi away
5 bd · 3.5 ba · 2,934 sqft
15061 VALVERSE ALLEY
Listed by EXP REALTY LLC
15124 LEMON PEEL ALLEY
$585K · 0.2 mi away
4 bd · 3.5 ba · 2,496 sqft
15124 LEMON PEEL ALLEY
Listed by U S GLORY REALTY
15240 SHONAN GOLD DRIVE
$1.35M · 0.2 mi away
4 bd · 3.5 ba · 4,000 sqft
15240 SHONAN GOLD DRIVE
Listed by FLORIDA CONNEXION PROPERTIES
15367 SHONAN GOLD DRIVE
$899K · 0.2 mi away
5 bd · 4.5 ba · 3,002 sqft
15367 SHONAN GOLD DRIVE
Listed by B LIVE COMMERCIAL AND RESIDENT
15302 HONEYBELL DRIVE
$575K · 0.3 mi away
3 bd · 2 ba · 1,979 sqft
15302 HONEYBELL DRIVE
Listed by HOMEVEST REALTY

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Overlook 2 At Hamlin 5 is a section of the larger Hamlin development in Winter Garden, Orange County — an area shaped more by its master-planned surroundings than by any standalone identity of its own.

Stellar MLS sales records identify 19 homes in Overlook 2 At Hamlin that have changed hands since 2015, built between 2015 and 2019 (median 2017), with a median living area of about 2,753 sq ft and a typical 4-bedroom, 3.5-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

County records show 9 qualified sales in Overlook 2 At Hamlin across 2024–2025 (7 in 2024, 2 in 2025), median $557,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • A buyer set on the Hamlin area of Winter Garden who is flexible on which specific phase or section they land in
  • A buyer comfortable doing direct HOA and amenity verification rather than relying on listing summaries
  • A relocation buyer prioritizing the broader Hamlin location over a specific documented track record for this exact phase

Probably not for

  • A buyer who wants a clear, itemized amenity list before writing an offer
  • A buyer who wants to price strictly off this section's own recent sales history
  • An investor who needs a well-documented resale pattern specific to this phase before committing

The market around Overlook 2 At Hamlin

Overlook 2 At Hamlin is too small for its own price trend, so here is the market around it.

In ZIP 34787, 957 homes are on the market and 30% are under contract — a steady corner of Winter Garden.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 34787 (Winter Garden), 2,123 homes closed in the last 12 months at a median of $595K ($252/sq ft), down 0.9% year over year, with a median 37 days on market. Right now 352 active and 181 pending listings put supply at about 3.7 months — a balanced market. See the live ZIP 34787 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Overlook 2 At Hamlin specifically. Momentum Research analysis of MLS records.

If we were buying in Overlook 2 At Hamlin today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Overlook 2 At Hamlin.

Best Buy
Buyers targeting the Hamlin corridor specifically and comfortable verifying phase-level details directly rather than relying on aggregated stats.
Biggest Risk
Thin data at the phase level means pricing has to be built from nearby comps, not this section's own recent history.
Sweet Spot
Buyers already sold on Hamlin who want this particular phase and are prepared to confirm amenities and HOA terms directly.
Avoid If
You need a fully documented pricing and amenity picture before you'll even consider a neighborhood.

A phase within Hamlin, not a market unto itself

The name tells you what you're buying into: this is Phase 2 and 5 of a larger Overlook section within the Hamlin footprint. That matters for how you should think about value and resale — this isn't an isolated pocket with its own pricing gravity, it's a slice of a bigger master-planned build-out on Winter Garden's western edge.

Current MLS data does not surface listed community amenities for this specific phase. That doesn't mean nothing exists on the ground — it means the listings feeding this snapshot haven't itemized them. Anyone evaluating this section should verify amenity access (pools, trails, common areas) directly against the HOA and the specific phase boundary rather than assuming it matches other Hamlin sections.

“

The location and the amenities are priced into every listing in Overlook 2 At Hamlin. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

When a specific phase like this one has thin standalone MLS history, the value is in knowing which Hamlin-area comps actually apply and which don't. We pull the right radius, not just the closest pin on a map, and we tell you plainly when the data doesn't support a number yet.

Overlook 2 At Hamlin in 15 seconds.

Best forBuyers targeting the Hamlin corridor specifically and comfortable verifying phase-level details directly rather than relying on aggregated stats.
Biggest advantageLocation inside a larger, actively developed Winter Garden master-plan area.
Biggest riskThin data at the phase level means pricing has to be built from nearby comps, not this section's own recent history.
Sweet spotBuyers already sold on Hamlin who want this particular phase and are prepared to confirm amenities and HOA terms directly.
Avoid ifYou need a fully documented pricing and amenity picture before you'll even consider a neighborhood.

Email me new listings in Overlook 2 At HamlinHomes for Sale

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Ask an agent about Overlook 2 At HamlinHomes for Sale

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Overlook 2 At HamlinHomes for Sale will answer, and the answer is published on this page for the next buyer.

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HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Overlook 2 At Hamlin homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Overlook 2 At Hamlin.
In short
  • HOA dues reported around $328/month (about $3,936/yr) · median of 32 MLS listings, most billed monthly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $328 per month ($3,936 a year) — the median AssociationFee across 32 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Overlook 2 At Hamlin sales matched to your home.

What is your Overlook 2 At Hamlin home worth?

Get a no-obligation home value based on real comparable sales in Overlook 2 At Hamlin, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

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Real comps, not an automated estimate.
A buyer set on the Hamlin area of Winter Garden who is flexible on which specific phase or section they land inExcellent fit
A buyer comfortable doing direct HOA and amenity verification rather than relying on listing summariesExcellent fit
A relocation buyer prioritizing the broader Hamlin location over a specific documented track record for this exact phaseExcellent fit
A buyer who wants a clear, itemized amenity list before writing an offerProbably not
A buyer who wants to price strictly off this section's own recent sales historyProbably not
An investor who needs a well-documented resale pattern specific to this phase before committingProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 19, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2025 (1 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Recent Developments in Overlook 2 At Hamlin Phase 2 And 5

Development, infrastructure, retail, and school activity affecting Overlook 2 At Hamlin Phase 2 And 5, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.

  1. September 2026
    Development

    Orange County commissioners approve Tuscana land use plan in Shingle Creek Basin on 4-3 vote

    Commissioners voted 4-3 to approve the Tuscana land use application from Shingle Creek Co-Owners LLC and Geyer Development, reversing a unanimous rejection in May 2025. The plan includes more than 1,000 hotel rooms, about 4,000 apartments and commercial buildings, with conditions for a raised road, flood mitigation and wetland protection. The developer projects thousands of jobs at full build-out.

    What it may mean for the marketThe approval could add substantial rental housing, hotel capacity and commercial space in the Shingle Creek area, while flood-mitigation conditions will shape how and when it is built. The site is about 6 miles northeast of Overlook 2 At Hamlin Phase 2 And 5.

    Source: Spectrum News 13
  2. September 2026
    Development

    Lake County approves 2,241-acre Panther Run rezoning for up to 2,624 homes near Clermont

    The Lake County Commission voted 3-1 on Sept. 1 to rezone about 2,241 acres in the Wellness Way area, north of Sawgrass Bay Boulevard, for GT Homes. The planned unit development allows up to 2,624 residential units and more than 1 million square feet of non-residential space, with sites reserved for a future public high school and public safety facilities. Plans include extending County Road 455 and about 11 miles of public trails.

    What it may mean for the marketThe plan adds long-term housing supply, employment space and new connector roads in south Lake County, with infrastructure planned ahead of residential growth. The site is about 10 miles northwest of Overlook 2 At Hamlin Phase 2 And 5.

    Source: Clermont Sun
  3. August 2026
    Retail & Dining

    Plans for Mattel indoor water park near Lake Buena Vista Factory Stores expand to 13 acres

    Updated plans for the site off State Road 535 show a 95,000-square-foot indoor water park designed by Martin Aquatic, a separate 45,000-square-foot entertainment building and nearly 900 parking spaces. The tower height rises to as much as 100 feet and still needs Orange County approval. About 200 jobs are expected, and no opening date has been announced.

    What it may mean for the marketThe project would add visitor attractions, dining and roughly 200 jobs near the State Road 535 corridor, with added traffic and parking demand nearby. The site is about 4 miles northeast of Overlook 2 At Hamlin Phase 2 And 5.

    Source: FOX 35 Orlando
  4. July 2026
    Development

    Capstone begins construction on The Gateway luxury apartments

    Capstone Building Corp began construction on The Gateway, a 270-unit apartment community at 7250 Shadowridge Drive in Orlando, developed by JBL Development. The five-story gated project spans more than 417,000 square feet and is expected to be completed in late 2027. Amenities include a saltwater pool, fitness center, pickleball court, and a clubhouse with a restaurant and bar.

    What it may mean for the marketAdds 270 market rate apartments in a five story building with resort style amenities, expanding the local rental housing stock in the Airport Lakes area of south Orlando. The project is about 15 miles northeast of Overlook 2 At Hamlin Phase 2 And 5, elsewhere in Orange County.

    Source: Construction Owners
  5. July 2026
    Development

    Orange County opens Enclave at Canopy Park with 104 affordable units

    Orange County opened The Enclave at Canopy Park, a 104-unit affordable apartment community at 4440 Canopy Park Loop developed by Archway Partners. The county contributed 3 million dollars from its Affordable Housing Trust Fund. The community includes one and two bedroom homes plus a community center, fitness center, technology lab, and EV charging.

    What it may mean for the marketAdds 104 income-restricted apartment homes to the local rental supply along with new community amenities and green-certified construction. The project is about 14 miles northeast of Overlook 2 At Hamlin Phase 2 And 5, elsewhere in Orange County.

    Source: ClickOrlando
  6. July 2026
    Civic

    Orange County previews new Innovation Center on West Colonial Drive

    Orange County previewed its new Innovation Center at 7149 West Colonial Drive, located within the county's Multicultural Center and Senior Center complex, with an official opening set for Fall 2026. The center will offer technology programs including 3D printing and makerspace prototyping through the Orange County Library System, plus career exploration and workforce training through CareerSource Central Florida.

    What it may mean for the marketAdds a county operated civic and technology facility with library and workforce programming to the West Colonial corridor. The project is about 15 miles north of Overlook 2 At Hamlin Phase 2 And 5, elsewhere in Orange County.

    Source: Orange County Newsroom

Development alerts for Overlook 2 At Hamlin Phase 2 And 5Get a short monthly email when something new is approved, funded, or opens near Overlook 2 At Hamlin Phase 2 And 5.

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

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Common questions about Overlook 2 At Hamlin

Where is Overlook 2 At Hamlin?

Overlook 2 At Hamlin is a community in Winter Garden, Orange County, Florida, ZIP 34787.

Are there homes for sale in Overlook 2 At Hamlin right now?

No active listings inside Overlook 2 At Hamlin at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Overlook 2 At Hamlin have an HOA or CDD?

No HOA is on record for Overlook 2 At Hamlin in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Overlook 2 At Hamlin key facts
LocationWinter Garden, Orange County, FL · ZIP 34787
Homes in the community67 (FL DOR 2025 assessment roll)
Years built2015–2022 (median 2016)
Typical living area2,788 sq ft (median)
Amenities listed by sellersClubhouse, Playground, Pool
For sale right now0 active, 0 pending
Owner-occupied (homestead) share73%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Overlook 2 At Hamlin key facts,” movewithmomentum.com/neighborhoods/overlook-2-at-hamlin-phase-2-and-5, data as of September 20, 2026.

Streets in this community

Street-level pages: every home on record, what sold and what is for sale on each street.

Nearby Communities

Explore more neighborhoods near Overlook 2 At Hamlin with Momentum Realty’s local guides.

Overlook At Hamlin0.1 mi away · median $914K, 4 sales/12 moTCThe Cove At Hamlin0.1 mi away · 137 homes, built 2015–22O2Overlook 2 Hamlin0.3 mi away · median $1.63M, 3 sales/12 moHamlin Southwest0.4 mi away · 4 homes, built 2021–24, 1 for sale

Browse all neighborhood guides →

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Overlook 2 At Hamlin Phase 2 And 5 Market Scorecard

No active listings

Overlook 2 At Hamlin Phase 2 And 5 is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$557,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

Typical home value in the 34787 ZIP is $574,696, right around the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.