Eastline
Homes for Sale in Winter Park, FL

All 364 homes for sale in Winter Park, FL · median $684,500 · 176 homes for sale in 32789 · Orange County homes for sale

Community in Winter Park · Orange County · ZIP 32789
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data1 years of closingsUpdated twice daily

As of September 2026, the MLS records 1 closed sale in Eastline in Winter Park, FL, the most recent in July 2025. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $449,000, 33 median days on market, with 128 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,490 ($6,810 with the full homestead exemption).

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

Eastline does not have enough active MLS data at this snapshot to isolate a price driver with confidence, and that itself is the read: this is a thin-inventory community right now, not a deep, liquid one. When a market like this trades, condition and lot specifics tend to matter more than they would in a community with a steady flow of comparable sales, simply because there are fewer comps to lean on.

For a buyer, that means doing your own homework on recent closed sales rather than trusting a quick market summary. For a seller, it means pricing has to be built from the ground up on a handful of true comparables, not from a broad trend line, and a well-documented listing carries more weight than usual.

Nearby homes for sale

No active listings inside EastlineHomes for Sale in Winter Park, 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.

240 N PHELPS AVENUE
$2.05M · 0.1 mi away
5 bd · 4.5 ba · 2,889 sqft
240 N PHELPS AVENUE
Listed by KELLER WILLIAMS WINTER PARK
1751 GOODRICH AVENUE
$1.38M · 0.1 mi away
4 bd · 3.5 ba · 2,170 sqft
1751 GOODRICH AVENUE
Listed by EXP REALTY LLC
1840 ANZLE AVENUE
$1.75M · 0.1 mi away
4 bd · 2.5 ba · 2,350 sqft
1840 ANZLE AVENUE
Listed by B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE
1627 MIZELL AVENUE
$3.30M · 0.2 mi away
5 bd · 5.5 ba · 3,421 sqft
1627 MIZELL AVENUE
Listed by PREMIER SOTHEBY'S INTL. REALTY
313 SYLVAN DRIVE
$5.50M · 0.2 mi away
4 bd · 4.5 ba · 4,775 sqft
313 SYLVAN DRIVE
Listed by PREMIER SOTHEBY'S INTL. REALTY
447 N PHELPS AVENUE
$960K · 0.2 mi away
2 bd · 1 ba · 1,290 sqft
447 N PHELPS AVENUE
Listed by KELLER WILLIAMS ADVANTAGE REALTY

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

The 60-Second Overview

Eastline sits in Winter Park, Orange County, and current MLS listings do not surface a defined set of shared community amenities, suggesting either a smaller footprint community or one where amenities are not centrally documented in the feed.

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 targeting Winter Park who is comfortable doing property-level diligence rather than relying on area trend data
  • A buyer who has already found a specific Eastline listing and wants it independently verified
  • A seller with a well-documented property who can support pricing with direct comparables rather than a broad market summary

Probably not for

  • A buyer who wants a confirmed list of shared community amenities before making an offer
  • A buyer or seller who needs recent price and days-on-market trends to set expectations
  • Someone shopping purely off summary statistics without reviewing individual listings

The market around Eastline

Eastline is too small for its own price trend, so here is the market around it.

In ZIP 32789, 244 homes are on the market and 25% are under contract — a steady corner of Winter Park.

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

In ZIP 32789 (Winter Park), 390 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.6% year over year, with a median 39 days on market. Right now 91 active and 26 pending listings put supply at about 5.2 months — a balanced market. See the live ZIP 32789 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Eastline specifically. Momentum Research analysis of MLS records.

If we were buying in Eastline 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 Eastline.

Best Buy
Buyers or sellers who want a hands-on, property-specific evaluation rather than a market summary.
Biggest Risk
The lack of current MLS data on amenities and pricing makes broad claims about this community unreliable right now.
Sweet Spot
A buyer who has already identified a specific listing here and needs it vetted on its own merits.
Avoid If
You are relying on general community stats to make a decision without seeing the individual property first.

A community with a thin data trail

There is no confirmed amenity package showing up in current MLS listings for Eastline. That does not mean nothing exists on the ground, only that it has not been consistently logged in the records we pull from as of this snapshot. Anyone evaluating a specific property here should ask directly what is or is not included, rather than assuming a standard package.

Because we do not have pricing, days-on-market, or volume figures to work with at this snapshot, this is a community where individual due diligence carries more weight than area-level statistics. Winter Park's broader location context still applies, but Eastline itself needs to be evaluated property by property.

“

The location and the amenities are priced into every listing in Eastline. 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 community with limited MLS data, the value we add is in verifying what is actually true about a specific listing, rather than repeating a generic area summary. We pull comparable sales manually where the automated feed comes up short, and we tell clients plainly when the data does not support a firm conclusion.

Eastline in 15 seconds.

Best forBuyers or sellers who want a hands-on, property-specific evaluation rather than a market summary.
Biggest advantageIts Winter Park, Orange County location, evaluated independent of any assumed amenity package.
Biggest riskThe lack of current MLS data on amenities and pricing makes broad claims about this community unreliable right now.
Sweet spotA buyer who has already identified a specific listing here and needs it vetted on its own merits.
Avoid ifYou are relying on general community stats to make a decision without seeing the individual property first.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Eastline 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 Eastline.
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 Eastline sales matched to your home.

What is your Eastline home worth?

Get a no-obligation home value based on real comparable sales in Eastline, 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 Park →

Real comps, not an automated estimate.
A buyer targeting Winter Park who is comfortable doing property-level diligence rather than relying on area trend dataExcellent fit
A buyer who has already found a specific Eastline listing and wants it independently verifiedExcellent fit
A seller with a well-documented property who can support pricing with direct comparables rather than a broad market summaryExcellent fit
A buyer who wants a confirmed list of shared community amenities before making an offerProbably not
A buyer or seller who needs recent price and days-on-market trends to set expectationsProbably not
Someone shopping purely off summary statistics without reviewing individual listingsProbably not

Data sources & freshness

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.

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.

Looking to buy here? Search homes for sale →

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Common questions about Eastline

Where is Eastline?

Eastline is a community in Winter Park, Orange County, Florida, ZIP 32789.

Are there homes for sale in Eastline right now?

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

Does Eastline have an HOA or CDD?

No HOA is on record for Eastline 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 Eastline with Momentum Realty’s local guides.

Golfview Heights0.0 mi away · median $800K, 3 sales/12 moSylvan Heights0.1 mi away · 177 homes, built 1901–24, 3 for saleSylvan Heights0.1 mi away · median $231K, 8 sales/12 moLake Monte0.1 mi away · 70 homes, built 1924–20TCTangerine Court0.2 mi away · median $1.50M, 3 sales/12 moSylvan Park0.2 mi away · 220 homes, built 1901–24, 1 for saleGreen Terrace0.2 mi awayCampo Bello0.2 mi away · 162 homes, built 1901–24

Browse all neighborhood guides →

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