Maitland Woods
Homes for Sale in Maitland, FL

All 104 homes for sale in Maitland, FL · median $462,500 · 81 homes for sale in 32751 · Orange County homes for sale

Community in Maitland · Orange County · ZIP 32751
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data12 years of closingsUpdated twice daily

Nearby homes for sale

No active listings inside Maitland WoodsHomes for Sale in Maitland, 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.

1166 N LAKE SYBELIA
$3M · 0.3 mi away
6 bd · 4.5 ba · 5,355 sqft
1166 N LAKE SYBELIA
Listed by KELLER WILLIAMS WINTER PARK
1257 BLESSING STREET
$405K · 0.3 mi away
3 bd · 2.5 ba · 1,751 sqft
1257 BLESSING STREET
Listed by EXIT REAL ESTATE RESULTS
1244 E LAKE COLONY DRIVE
$1.70M · 0.3 mi away
4 bd · 5 ba · 4,478 sqft
1244 E LAKE COLONY DRIVE
Listed by COMPASS FLORIDA LLC
1122 CHARMING STREET
$599K · 0.3 mi away
3 bd · 3.5 ba · 2,268 sqft
1122 CHARMING STREET
Listed by COLDWELL BANKER REALTY
161 WHITE OAK CIRCLE
$899K · 0.3 mi away
4 bd · 3 ba · 2,886 sqft
161 WHITE OAK CIRCLE
Listed by PARKVIEW REAL ESTATE
1132 CHARMING STREET
$575K · 0.3 mi away
4 bd · 3.5 ba · 2,474 sqft
1132 CHARMING STREET
Listed by ONE LUXURY INTERNATIONAL LLC

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

As of October 2026, the MLS records 10 closed sales in Maitland Woods Second Add in Maitland, FL since 2014, the most recent in June 2025. Across Maitland as a whole, 161 homes closed in the last 12 months at a median of $502,500, 30 median days on market, with 30 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $8,380 ($7,710 with the full homestead exemption).

The market around Maitland Woods

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

In ZIP 32751, 137 homes are on the market and 35% are under contract — a fast-moving corner of Maitland.

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

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

If we were buying in Maitland Woods 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 Woods.

“

The location and the amenities are priced into every listing in Maitland Woods. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

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

What is your Maitland Woods home worth?

Get a no-obligation home value based on real comparable sales in Maitland Woods, 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 Maitland →

Real comps, not an automated estimate.

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2014 (10 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 →

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.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
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Thinking of selling in Maitland Woods Second 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 Maitland Woods

Where is Maitland Woods?

Maitland Woods is a community in Maitland, Orange County, Florida, ZIP 32751.

Are there homes for sale in Maitland Woods right now?

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

Does Maitland Woods have an HOA or CDD?

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

Maitland Woods0.1 mi away · median $755K, 3 sales/12 moLCLake Colony0.2 mi away · 32 homes, built 1995–02Lake Sybelia Shores0.3 mi away · 86 homes, built 1915–24, 1 for saleEnclave Maitland A F0.3 mi away · median $415K, 11 sales/12 moEnclave At Maitland0.4 mi away · 150 homes, built 2005–09Maitland Grove0.4 mi away · median $825K, 7 sales/12 moMagerstadt0.4 mi away · 27 homes, built 1935–24

Browse all neighborhood guides →

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