Jamestown
Homes for Sale in Oviedo, FL

Community in Oviedo · Seminole County
17 homesBuilt 1940–2024
Free · No obligation
Talk to a Jamestown Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data12 years of closingsFL DOR public recordsUpdated twice daily
Live · Jamestown Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
22%
Owner-occupied · Jamestown
4 of 18 parcels homesteaded (FL DOR 2025)
78%
Non-owner-occupied · Jamestown
incl. 0% trust or LLC-held · 0% out-of-state
17
Homes in the community
plus 1 vacant residential lots · 18 residential parcels (FL DOR 2025)
Track record · 12 years of records
Est. 1940
Community established
homes built 1940-2024, median 1969 (FL DOR 2025)
0
Failed listings · 2024
peaked at 6 in 2008
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Jamestown is a small, thin-inventory pocket in Oviedo, with only a handful of homes moving through Seminole County's Stellar MLS at any given time. The build years span a very wide range, from homes built in 1940 up through new construction as recent as 2024, which means two listings on the same street can represent completely different eras of construction, systems, and finish. That spread is the real driver of value here, more than location or lot alone.

With a median year built of 1969 and a typical living area around 1,144 square feet, the core of this market is compact, older housing stock, and pricing on any given home has to be evaluated against its individual age and condition rather than a neighborhood average. A homestead share of about 22% suggests a meaningful portion of the current owner base has held these homes for some time, which can mean less turnover and less consistently updated inventory hitting the market.

Best for

  • Buyers comfortable evaluating condition and systems on a home-by-home basis given the wide 1940-2024 build range
  • Buyers seeking a compact living footprint near the community's typical size of about 1,144 square feet
  • Buyers prioritizing an established Oviedo location over shared community amenities

Probably not for

  • Buyers who want a neighborhood built around a clubhouse, pool, or other shared amenities, since none were identified here
  • Buyers who want a large or uniform sample of comparable listings to shop against, given only 17 homes currently tracked
  • Buyers seeking a single consistent architectural era, given the span from 1940 to 2024 construction

The market around Jamestown

Jamestown is a small community — 32 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.

Across Seminole County, 1,538 homes are active and 629 pending (29% under contract).

Homes here are single family residence.

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

If we were buying in Jamestown 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 Jamestown.

Best Buy
Buyers who want an established Oviedo address and are comfortable evaluating each home on its own age and condition.
Biggest Risk
With only 17 homes tracked, inventory is thin and choices can be limited at any given time.
Sweet Spot
Buyers targeting a compact home near the community's median size of roughly 1,144 square feet.
Avoid If
You want a community built around shared amenities, since none were identified from current listings.

A Market Defined by Age Spread, Not Amenities

With only 17 homes tracked in current MLS data, Jamestown is not a large enough sample to support broad statistical claims, and no shared community amenities were identified from current listings. This is a community to evaluate house by house rather than as a package of shared features.

The year-built range, from 1940 to 2024, is the defining fact about this market. Some inventory here will be original-condition homes from decades ago, while other listings will be recent builds, and the difference in systems, layout, and maintenance needs between those two ends of the spectrum is significant. A buyer touring Jamestown should expect condition, not curb appeal or amenities, to be the main variable driving what a home is worth.

The location and the amenities are priced into every listing in Jamestown. 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 market this small, with only 17 homes in current inventory and a build-year range stretching from 1940 to 2024, pricing a home well means understanding exactly where it falls on that spectrum, not applying a neighborhood average. We walk buyers and sellers through the age and condition story of each specific property before they commit to a number.

Jamestown in 15 seconds.

Best forBuyers who want an established Oviedo address and are comfortable evaluating each home on its own age and condition.
Biggest advantageThe wide build-year range means both older and newer construction can be found in the same immediate area.
Biggest riskWith only 17 homes tracked, inventory is thin and choices can be limited at any given time.
Sweet spotBuyers targeting a compact home near the community's median size of roughly 1,144 square feet.
Avoid ifYou want a community built around shared amenities, since none were identified from current listings.

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 Jamestown sales matched to your home.

What is your Jamestown home worth?

Get a no-obligation home value based on real comparable sales in Jamestown, 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 Jamestown on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Jamestown?
The Florida DOR 2025 assessment roll shows 17 homes plus 1 vacant residential lots in Jamestown (public records).
What share of Jamestown is owner-occupied?
22% of Jamestown parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Jamestown built?
Homes in Jamestown were built between 1940 and 2024, with a median year built of 1969 (FL DOR 2025 roll).
Who is the best real estate agent for Jamestown?
The best agent for Jamestown is one who actively works Oviedo 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 Jamestown.
How do I find a top Oviedo real estate agent who knows Jamestown?
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 Jamestown and the wider Oviedo area.
Can Momentum Realty connect me with an agent for Jamestown?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Jamestown purchase or sale - no call center and no pressure.
Buyers comfortable evaluating condition and systems on a home-by-home basis given the wide 1940-2024 build rangeExcellent fit
Buyers seeking a compact living footprint near the community's typical size of about 1,144 square feetExcellent fit
Buyers prioritizing an established Oviedo location over shared community amenitiesExcellent fit
Buyers who want a neighborhood built around a clubhouse, pool, or other shared amenities, since none were identified hereProbably not
Buyers who want a large or uniform sample of comparable listings to shop against, given only 17 homes currently trackedProbably not
Buyers seeking a single consistent architectural era, given the span from 1940 to 2024 constructionProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 32765))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2014 (6 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.

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
CallFree valuation →

More Oviedo & Seminole County & North Orlando guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Seminole County & North Orlando or the full Neighborhood Finder.

Talk to a Local Jamestown Expert
Call Get Listings