Dommerich Hills Fourth Add
Homes for Sale in Winter Park, FL

Community in Winter Park · Orange County
51 homesBuilt 1965–1969
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Built fromLive Stellar MLS data10 years of closingsFL DOR public recordsUpdated twice daily
Live · Dommerich Hills Fourth Add Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
84%
Owner-occupied · Dommerich Hills Fourth Add
43 of 51 parcels homesteaded (FL DOR 2025)
16%
Non-owner-occupied · Dommerich Hills Fourth Add
incl. 6% trust or LLC-held · 100% out-of-state
0%
Cash buyers · Dommerich Hills Fourth Add
0 of 4 sales, 12 mo ending June 2023
51
Homes in the community
51 residential parcels (FL DOR 2025)
Track record · 10 years of records
Est. 1965
Community established
homes built 1965-1969, median 1966 (FL DOR 2025)
0
Failed listings · 2024
peaked at 4 in 2019
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Dommerich Hills Fourth Add is a small, established pocket of Winter Park — 51 homes, all built in a tight window between 1965 and 1969, with a median living area of roughly 2,247 square feet. When the housing stock is this uniform in age and size, price is driven far less by square footage and far more by condition and updates. An original-systems home and a fully renovated one on the same street can sit worlds apart on price, so the spread here is wide and condition-led.

The other structural fact is scarcity. With only 51 homes and a high owner-occupancy posture — about 84% homestead — turnover is limited by nature. There were no closings in the snapshot window, which tells you this is a low-inventory, tightly held enclave rather than a place with constant listings. For a buyer, that means patience and readiness to move when something surfaces. For a seller, it means your comps are thin and pricing to condition matters more than leaning on a neighbor's number.

Best for

  • Buyers targeting an established Winter Park location who value a small, tightly held enclave over a large development
  • Buyers with a renovation budget who want to update a mid-1960s home to their own standard
  • Long-hold buyers comfortable waiting for limited inventory rather than needing an immediate purchase

Probably not for

  • Buyers who need turnkey, recently built homes with modern systems already in place
  • Buyers on a tight budget with no room for roof, HVAC, or plumbing updates on an older home
  • Buyers who want a wide selection of active listings and fast options to choose from

The market around Dommerich Hills Fourth Add

Dommerich Hills Fourth Add is a small community — 12 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.

Across Orange County, 5,886 homes are active and 2,019 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Dommerich Hills Fourth Add specifically. Momentum Research analysis of MLS records.

If we were buying in Dommerich Hills Fourth Add 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 Dommerich Hills Fourth Add.

Best Buy
Buyers who want an established Winter Park address in a small, stable enclave and are comfortable with mid-1960s homes.
Biggest Risk
Uniform 1960s construction means aging systems and updating costs vary widely from house to house.
Sweet Spot
A well-updated home near the median footprint that has already addressed roof and mechanicals.
Avoid If
You need move-in-ready inventory on demand or can't wait for the right home to surface.

A small 1960s pocket where condition sets the number

Every home here dates to 1965–1969, with 1966 as the median year built. That homogeneity is a double-edged thing: floor plans and lot character are broadly consistent, but so are the aging questions — roofs, HVAC, plumbing, electrical, and windows. The median living area near 2,247 square feet points to real, usable single-story space rather than starter footprints, but the condition of the mechanicals is where value is won or lost. Buyers should budget for inspection and, in many cases, phased updating.

The high homestead share — roughly 84% — signals a neighborhood held by long-term owners rather than investors or short-term holders. Combined with only 51 homes total and no closings in the current window, that produces genuine scarcity. When a well-kept or thoughtfully renovated home does list, it tends to draw attention precisely because comparable opportunities are rare.

The location and the amenities are priced into every listing in Dommerich Hills Fourth Add. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a 51-home enclave with thin turnover and condition-driven pricing, the value of a broker is in reading the individual house — what's been updated, what hasn't, and what that realistically means for the number. We track this pocket closely, so we can tell you quickly whether a listing is priced to its true condition and help sellers position against a shallow comp set instead of a misleading one.

Dommerich Hills Fourth Add in 15 seconds.

Best forBuyers who want an established Winter Park address in a small, stable enclave and are comfortable with mid-1960s homes.
Biggest advantageScarcity and a strong owner-occupied base keep this pocket tightly held and consistent.
Biggest riskUniform 1960s construction means aging systems and updating costs vary widely from house to house.
Sweet spotA well-updated home near the median footprint that has already addressed roof and mechanicals.
Avoid ifYou need move-in-ready inventory on demand or can't wait for the right home to surface.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • Any club/amenity membership is billed separately

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 Dommerich Hills Fourth Add sales matched to your home.

What is your Dommerich Hills Fourth Add home worth?

Get a no-obligation home value based on real comparable sales in Dommerich Hills Fourth Add, 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.

Frequently Asked Questions

How many homes are in Dommerich Hills Fourth Add?
The Florida DOR 2025 assessment roll shows 51 homes in Dommerich Hills Fourth Add (public records).
What share of Dommerich Hills Fourth Add is owner-occupied?
84% of Dommerich Hills Fourth Add parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Dommerich Hills Fourth Add built?
Homes in Dommerich Hills Fourth Add were built between 1965 and 1969, with a median year built of 1966 (FL DOR 2025 roll).
Do cash buyers compete in Dommerich Hills Fourth Add?
Cash buyers took 0% of Dommerich Hills Fourth Add sales in the 12 months ending June 2023 (0 of 4 closings, Stellar MLS).
Who is the best real estate agent for Dommerich Hills Fourth Add?
The best agent for Dommerich Hills Fourth Add is one who actively works Winter Park and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Dommerich Hills Fourth Add.
How do I find a top Winter Park real estate agent who knows Dommerich Hills Fourth Add?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Dommerich Hills Fourth Add and the wider Winter Park area.
Can Momentum Realty connect me with an agent for Dommerich Hills Fourth Add?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Dommerich Hills Fourth Add purchase or sale - no call center and no pressure.
Buyers targeting an established Winter Park location who value a small, tightly held enclave over a large developmentExcellent fit
Buyers with a renovation budget who want to update a mid-1960s home to their own standardExcellent fit
Long-hold buyers comfortable waiting for limited inventory rather than needing an immediate purchaseExcellent fit
Buyers who need turnkey, recently built homes with modern systems already in placeProbably not
Buyers on a tight budget with no room for roof, HVAC, or plumbing updates on an older homeProbably not
Buyers who want a wide selection of active listings and fast options to choose fromProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (5 streets, ZIP 32789))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2016 (16 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.

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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.

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