Glenview Estates
Homes for Sale in Winter Garden, FL

All 720 homes for sale in Winter Garden, FL · median $575,000 · 509 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 data12 years of closingsUpdated twice daily

As of September 2026, the MLS records 13 closed sales in Glenview Estates 1St Add in Winter Garden, FL since 2014, the most recent in August 2025. Across Winter Garden as a whole, 1,316 homes closed in the last 12 months at a median of $595,000, 38 median days on market, with 348 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).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Glenview Estates 1st Add is a compact, built-out pocket of Winter Garden — 113 homes constructed between 1983 and 2003, with the typical house dating to the mid-1980s and living space around 1,600 square feet. Price here is driven far more by condition and updates than by square footage, because the homes are similar in size and vintage. A renovated interior separates itself quickly from one that still wears its original finishes.

The ownership profile is stable: roughly 83% of homes carry a homestead exemption, which tells you this is a lived-in, owner-occupied enclave rather than an investor churn. For sellers, that means limited turnover and comparatively few competing listings at any given time. For buyers, it means patience — you may wait for the right house rather than pick from a wide shelf.

Nearby homes for sale

No active listings inside Glenview Estates 1St Add 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.

925 BAINBRIDGE LOOP
$800K · 0.2 mi away
4 bd · 4 ba · 3,580 sqft
925 BAINBRIDGE LOOP
Listed by HOMEVEST REALTY
1009 SPRING LOOP WAY
$475K · 0.2 mi away
3 bd · 2 ba · 1,497 sqft
1009 SPRING LOOP WAY
Listed by KELLER WILLIAMS HERITAGE REALTY
1553 SPRING RIDGE CIRCLE
$475K · 0.3 mi away
3 bd · 2 ba · 1,729 sqft
1553 SPRING RIDGE CIRCLE
Listed by WATSON REALTY CORP
1075 CHASE DRIVE
$625K · 0.4 mi away
4 bd · 2 ba · 2,125 sqft
1075 CHASE DRIVE
Listed by MAINFRAME REAL ESTATE
519 TEAGARDEN COURT
$857K · 0.4 mi away
4 bd · 3 ba · 3,061 sqft
519 TEAGARDEN COURT
Listed by WINDSOR REALTY GROUP INC
1085 CHASE DRIVE
$587K · 0.4 mi away
4 bd · 3 ba · 2,967 sqft
1085 CHASE DRIVE
Listed by REDFIN CORPORATION

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

The 60-Second Overview

A small, established Winter Garden neighborhood of primarily 1980s-to-early-2000s homes, held long-term by their owners and turning over slowly.

Stellar MLS sales records identify 72 homes in Glenview Estates that have changed hands since 2004, built between 1983 and 2003 (median 1986), with a median living area of about 1,652 sq ft and a typical 3-bedroom, 2-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.

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

  • Long-horizon buyers who want a settled, built-out neighborhood and plan to stay
  • Buyers comfortable budgeting for updates on a 1980s-era home in exchange for a lower entry point
  • Right-sizers content with roughly 1,600 square feet who value stability over square footage

Probably not for

  • Buyers set on new construction or modern open floor plans
  • Shoppers who need broad inventory and fast selection in a low-turnover market
  • Investors chasing quick flips in a predominantly owner-held enclave

The market around Glenview Estates

Glenview Estates 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), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 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 Glenview Estates specifically. Momentum Research analysis of MLS records.

If we were buying in Glenview Estates 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 Glenview Estates.

Best Buy
Buyers who want an established Winter Garden address without new-build pricing pressure.
Biggest Risk
Aging systems mean condition risk — an original home can carry deferred costs.
Sweet Spot
An updated home near the ~1,600-square-foot median, priced honestly.
Avoid If
You need new construction, a large floor plan, or a wide menu of listings to choose from.

A condition market, not a size market

With most homes clustered around 1,600 square feet and a median build year in the mid-1980s, the spread in value comes down to what has been done since. Roofs, HVAC, kitchens, and baths are the levers. An updated home and an original one can look identical from the curb and behave very differently on price.

Because the community is fully built out — no new construction to compete against — the inventory is finite and consistent in character. That stability rewards buyers who do their homework on individual homes and sellers who can document the improvements they've made.

The location and the amenities are priced into every listing in Glenview Estates. 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 slow-turnover neighborhood of similar-sized homes, the difference between a good buy and an overpay is condition — and that is exactly where we earn our keep. We read the updates, price against the right comparables, and tell you plainly when a listing's number reflects finishes rather than fundamentals.

Glenview Estates in 15 seconds.

Best forBuyers who want an established Winter Garden address without new-build pricing pressure.
Biggest advantageOwner-occupied stability and a consistent, easy-to-compare housing stock.
Biggest riskAging systems mean condition risk — an original home can carry deferred costs.
Sweet spotAn updated home near the ~1,600-square-foot median, priced honestly.
Avoid ifYou need new construction, a large floor plan, or a wide menu of listings to choose from.

HOA, CDD & Fees

In short
  • HOA status not on record. Verify any dues before you offer
  • 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 Glenview Estates sales matched to your home.

What is your Glenview Estates home worth?

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

See all homes for sale in Winter Garden →

Real comps, not an automated estimate.
Long-horizon buyers who want a settled, built-out neighborhood and plan to stayExcellent fit
Buyers comfortable budgeting for updates on a 1980s-era home in exchange for a lower entry pointExcellent fit
Right-sizers content with roughly 1,600 square feet who value stability over square footageExcellent fit
Buyers set on new construction or modern open floor plansProbably not
Shoppers who need broad inventory and fast selection in a low-turnover marketProbably not
Investors chasing quick flips in a predominantly owner-held enclaveProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2014 (13 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.

Own a home here?

You just read the data. Now see what your home is worth.

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 local comps.

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Thinking of selling in Glenview Estates 1St Add? See the Orange County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Common questions about Glenview Estates

Where is Glenview Estates?

Glenview Estates is a community in Winter Garden, Orange County, Florida, ZIP 34787.

Are there homes for sale in Glenview Estates right now?

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

Does Glenview Estates have an HOA or CDD?

No HOA is on record for Glenview Estates 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.

Nearby Communities

Explore more neighborhoods near Glenview Estates with Momentum Realty’s local guides.

GEGlenview Estates0.1 mi awayCovington Park0.2 mi away · 1 for saleIsland Pointe0.3 mi away · median $469K, 5 sales/12 moGarden Heights0.4 mi awayTeacup Springs Cove0.4 mi away · 1 for saleHHillcrest0.4 mi away · 1 for sale

Browse all neighborhood guides →

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