MAITLAND SHORES FIRST ADD in WINTER PARK

MAITLAND SHORES FIRST ADD
Homes for Sale in WINTER PARK, FL

Community in WINTER PARK · Orange County · ZIP 32789
181 homesBuilt 1919–2024
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Built fromLive Stellar MLS data12 years of closingsFL DOR public recordsUpdated twice daily
Live · MAITLAND SHORES FIRST ADD Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
6.0mo
Supply
3 to 6 months is the balanced band
0%
Under contract
Orange: 26% (2,054 of 7,927)
1 · 0
For sale · pending
live counts, refreshed twice daily
2
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
70%
Owner-occupied · MAITLAND SHORES FIRST ADD
137 of 196 parcels homesteaded (FL DOR 2025)
30%
Non-owner-occupied · MAITLAND SHORES FIRST ADD
incl. 15% trust or LLC-held · 100% out-of-state
33%
Cash buyers · MAITLAND SHORES FIRST ADD
1 of 3 sales, 12 mo ending June 2024
181
Homes in the community
plus 15 vacant residential lots · 196 residential parcels (FL DOR 2025)
Track record · 12 years of records
Est. 1919
Community established
homes built 1919-2024, median 1986 (FL DOR 2025)
4
Failed listings · 2026
peaked at 10 in 2019
1.1%/yr
Turnover rate
about 2 of 181 homes trade a year
MAITLAND SHORES FIRST ADD Housing Pulse · Momentum Research · as of August 2, 2026

MAITLAND SHORES FIRST ADD right now

🟡 Balanced market. 6.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of August 2, 2026. Confidence: Low (1 active and pending listings, 2 closed sales in 12 months).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated August 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The market around MAITLAND SHORES FIRST ADD

MAITLAND SHORES FIRST ADD is a small community — 40 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.

In ZIP 32789, 243 homes are on the market and 28% are under contract — a steady corner of WINTER PARK.

Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not MAITLAND SHORES FIRST ADD specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in MAITLAND SHORES FIRST ADD, WINTER PARK

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 7 listings
Distress share trend — 0.0% now (2026-08-12 → 2026-08-24)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period August 2026 through August 2026. Deemed reliable but not guaranteed.

Homes For Sale Right Now in MAITLAND SHORES FIRST ADD

Live MLS inventory for MAITLAND SHORES FIRST ADD. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending MAITLAND SHORES FIRST ADD listings as of 2026-08-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Tap any home to ask about it.

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

Schools

In short
  • Orange County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Dommerich Elem · Elementary
  • Maitland Middle · Middle
  • Winter Park High · High

Zoned schools reflect the assignments reported on recent MAITLAND SHORES FIRST ADD listings and can change; always confirm with Orange County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any MAITLAND SHORES FIRST ADD address.

If we were buying in MAITLAND SHORES FIRST 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 MAITLAND SHORES FIRST ADD.

A closer look at the MAITLAND SHORES FIRST ADD market

Inventory runs at 6.0 months of supply, a balanced market.

The housing stock is 181 homes built between 1919 and 2024, and 70% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

The location and the amenities are priced into every listing in MAITLAND SHORES FIRST ADD. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

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 MAITLAND SHORES FIRST ADD sales matched to your home.

What is your MAITLAND SHORES FIRST ADD home worth?

Get a no-obligation home value based on real comparable sales in MAITLAND SHORES FIRST 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.

See homes for sale in MAITLAND SHORES FIRST ADD on the map →

Real comps, not an automated estimate.

MAITLAND SHORES FIRST ADD Market Scorecard

Strong buyer's market

MAITLAND SHORES FIRST ADD is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $4,249,950, and homes go under contract in about 86 days.

12.0
Months supply
$4,249,950
Median list
$1,699,500
Median sold
$938
Per sqft
86
Days on mkt
2/0/2
Active/Pend/Sold

Go deeper: 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.

Frequently Asked Questions

Is MAITLAND SHORES FIRST ADD a buyer's or seller's market right now?
As of August 2, 2026, MAITLAND SHORES FIRST ADD is roughly balanced: 6.0 months of supply at the current sales pace (Stellar MLS live counts).
How many homes are in MAITLAND SHORES FIRST ADD?
The Florida DOR 2025 assessment roll shows 181 homes plus 15 vacant residential lots in MAITLAND SHORES FIRST ADD (public records).
What share of MAITLAND SHORES FIRST ADD is owner-occupied?
70% of MAITLAND SHORES FIRST ADD parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in MAITLAND SHORES FIRST ADD built?
Homes in MAITLAND SHORES FIRST ADD were built between 1919 and 2024, with a median year built of 1985.5 (FL DOR 2025 roll).
Do cash buyers compete in MAITLAND SHORES FIRST ADD?
Cash buyers took 33% of MAITLAND SHORES FIRST ADD sales in the 12 months ending June 2024 (1 of 3 closings, Stellar MLS).
Who is the best real estate agent for MAITLAND SHORES FIRST ADD?
The best agent for MAITLAND SHORES FIRST 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 MAITLAND SHORES FIRST ADD.
How do I find a top WINTER PARK real estate agent who knows MAITLAND SHORES FIRST 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 MAITLAND SHORES FIRST ADD and the wider WINTER PARK area.
Can Momentum Realty connect me with an agent for MAITLAND SHORES FIRST ADD?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your MAITLAND SHORES FIRST ADD purchase or sale - no call center and no pressure.

Nearby Communities

Explore more neighborhoods near MAITLAND SHORES FIRST ADD with Momentum Realty’s local guides.

Maitland Shores Winter Park0.2 mi awayCinnamon Shores Winter Park0.3 mi awaySicilian Shores Winter Park0.5 mi awayWinter Park Village Winter Park0.5 mi awayFontainebleau Winter Park0.5 mi awayKings Row Maitland0.6 mi awayLugano Terrace Winter Park0.6 mi awayHollieanna Shores Maitland0.6 mi away

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: August 2, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (6 streets, ZIP 32789))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2014 (21 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 your area comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

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Thinking of selling in MAITLAND SHORES FIRST ADD? 2 recorded closings (window ending 2026-08-02). 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.
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