Shadowbay
Homes for Sale in Longwood, FL
All 224 homes for sale in Longwood, FL · median $464,950 · 26 townhomes for sale in Longwood · Seminole County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
Homes listed or recently sold were built 1983–1984; 3 of 3 report an HOA (median $336/mo); none of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 55 ft). As of October 2026, the MLS records 16 closed sales in Shadowbay Unit 2 in Longwood, FL since 2005, the most recent in June 2026. Across Longwood as a whole, 295 homes closed in the last 12 months at a median of $489,000, 27 median days on market, with 187 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $7,420 ($6,820 with the full homestead exemption).
Shadowbay Unit 2 is a compact, built-out pocket of 129 homes in Longwood, with construction running from 1981 to 2000 and a median build year of 1984. That age profile is the real price driver here: with a median around 1,570 square feet, what separates one closing from the next is far less about location and far more about how much updating a given home has absorbed over four decades. Expect a wide spread between move-in-ready and dated, and price the difference accordingly.
At just over two-thirds homestead ownership, this is a community held more by long-term owners than by short-term turnover, which tends to keep resale supply thin. For buyers, that means patience and a willingness to move on the right home when it lists. For sellers, condition and honest prep do the heavy lifting — a well-updated home stands out sharply against the neighborhood's older baseline.
Figures in this note are as of July 14, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Shadowbay 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.
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 Longwood enclave in Seminole County where homes are similar in scale but not in condition, so the smart work is comparing updates rather than square footage.
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.
The setting & the homes.
Aerial and on-site photos of Shadowbay. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Shadowbay
Shadowbay
Shadowbay
ShadowbayPhotos from Stellar MLS listings in Shadowbay; content deemed reliable but not guaranteed.
Who Shadowbay is best for.
Best for
- Buyers with a renovation budget who want to buy condition and add value over time
- Long-hold buyers who value an established, built-out setting over turnover
- Move-in-ready seekers willing to pay up for a home that has already been updated
Probably not for
- Buyers who require new or near-new construction
- Anyone needing a wide, always-available selection to shop across
- Buyers with no appetite for maintenance or updating on an older home
The market around Shadowbay
Shadowbay is a small community — 11 recorded sales on file, most recently in 2019 — 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 townhouse.
ZIP and county figures describe the wider market, not Shadowbay specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Shadowbay
Live MLS inventory for Shadowbay. 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 Shadowbay listings as of 2026-10-19, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Tap any home to ask about it.
Shadowbay on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Schools
- Seminole County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Sabal Point Elementary · Elementary
- Rock Lake Middle · Middle
- Lake Brantley High · High
Zoned schools reflect the assignments reported on recent Shadowbay listings and can change; always confirm with Seminole County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Shadowbay address.
The Shadowbay buying strategy.
If we were buying in Shadowbay today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Shadowbay.
An age-and-condition market
With 129 homes and a build window of 1981 to 2000, Shadowbay Unit 2 offers little variety in footprint and a lot of variety in how those footprints have been maintained. A median of roughly 1,570 living square feet points to homes on a similar scale, which makes the condition question — roof, systems, kitchens, baths — the single most useful thing to underwrite before you write an offer.
The high homestead share suggests owners who stay, and that generally translates to limited inventory and homes that come to market having been lived in rather than flipped. Neither is good or bad on its own; it simply means the winning strategy is to know your comps by condition, not by address, and to be ready when the right listing appears.
The location and the amenities are priced into every listing in Shadowbay. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a small, condition-driven community like this, the value is in the comparison work — telling a genuinely updated home from a cosmetically staged one, and pricing the gap in real dollars. We track how these homes actually trade in Seminole County and give you a straight read on where a specific property sits, whether you are buying with a renovation budget in mind or selling and deciding what to fix first.
Shadowbay in 15 seconds.
What it really costs to own in Shadowbay
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $336/month across 4 MLS listings (most billed monthly; 2026-10-24). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Seminole County is $1,572/yr (1,203 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 1984 across 3 listings. An original roof here would be about 42 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Email me new listings in Shadowbay
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Shadowbay
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Shadowbay will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues reported around $336/month (about $4,035/yr) · median of 4 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $336 per month ($4,035 a year) — the median AssociationFee across 4 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Shadowbay buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Shadowbay sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Shadowbay, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Shadowbay home worth?
Get a no-obligation home value based on real comparable sales in Shadowbay, 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 Longwood →
| Location | Longwood, Seminole County, FL |
|---|---|
| Homes in the community | 129 (FL DOR 2025 assessment roll) |
| Years built | 1981–2000 (median 1984) |
| Typical living area | 1,570 sq ft (median) |
| Amenities listed by sellers | Pool, Deed Restrictions, Park, Playground, Tennis Court(s) |
| Owner-occupied (homestead) share | 68% |
Data as of July 13, 2026. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Shadowbay key facts,” movewithmomentum.com/neighborhoods/shadowbay-unit-2, data as of July 13, 2026.
Housing distress & ownership in Shadowbay Unit 2, Longwood
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
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 October 2026 through October 2026. Deemed reliable but not guaranteed.
Every Home for Sale in Shadowbay Unit 2 Right Now (1)
All 1 active and pending Shadowbay Unit 2 listings with a detail page, newest first, refreshed twice a day from the MLS.
- 2821 Spyglass Cove · $265,000 · 3 bd / 2 ba · pending · listed Sep 24, 2026 · listed by Baker Realty Investments, Llc
More Longwood home searches
- All homes for sale in Longwood, FL
- Homes for sale in Seminole County, FL
- Longwood pool homes for sale
- Longwood waterfront homes for sale
- Gated communities in Longwood
- Longwood golf course homes
- Homes under $300K in Longwood
- Homes from $300K to $500K in Longwood
- 4-bedroom homes for sale in Longwood
- Longwood home values: what is my house worth?
Longwood guides & data
- Market data
- Cost of living
- Best neighborhoods
- Property taxes (Seminole County)
- Homestead exemption (Seminole County)
- Home insurance cost
- New construction
- New construction (Seminole County)
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
Real estate agent in Longwood? Join Momentum in Longwood: 100% commission, one $12K cap.
25% of homes for sale in ZIP 32779 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-25).
Frequently Asked Questions
How many homes are in Shadowbay?
What share of Shadowbay is owner-occupied?
When were the homes in Shadowbay built?
Do cash buyers compete in Shadowbay?
Who is the best real estate agent for Shadowbay?
How do I find a top Longwood real estate agent who knows Shadowbay?
Can Momentum Realty connect me with an agent for Shadowbay?
Where is Shadowbay, and what county is it in?
Should you buy in Shadowbay?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 19, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 32779)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2005 (16 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.
See how Shadowbay Unit 2 fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Shadowbay with Momentum Realty’s local guides.