Deersong in Winter Springs

Deersong
Homes for Sale in Winter Springs, FL

All 126 homes for sale in WINTER SPRINGS, FL · median $422,445 · 62 homes for sale in 32708 · Seminole County homes for sale

Community in Winter Springs · Seminole County · ZIP 32708
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Built fromLive Stellar MLS data20 years of closingsUpdated twice daily

As of September 2026, the MLS records 19 closed sales in Deersong in Winter Springs, FL since 2006, the most recent in August 2026. Across Winter Springs as a whole, 253 homes closed in the last 12 months at a median of $446,000, 33 median days on market, with 32 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $6,770 ($6,170 with the full homestead exemption).

Live · Deersong Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 1 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Deersong is a small, single-phase community built out between 1991 and 1996, with a median build year of 1995 and a compact median living area of 1,089 square feet. At this size and vintage, pricing here tends to be driven less by floor plan variety and more by individual condition and updates - kitchens, roofs, and systems age at roughly the same pace across the community, so the homes that have been maintained or refreshed separate themselves from the rest.

With zero active listings and no closings recorded in the current window, there is nothing on the market to benchmark against right now. That is consistent with a 60-home community that turns over infrequently. Anyone serious about buying or selling here should expect to move on off-market intel and direct outreach rather than waiting for a flood of comparable listings.

Nearby homes for sale

No active listings inside Deersong 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.

221 SHERRY AVE
$352K · 0.0 mi away
4 bd · 2 ba · 1,700 sqft
221 SHERRY AVE
Listed by LA ROSA REALTY ORLANDO LLC
130 DEER SONG DRIVE
$310K · 0.1 mi away
3 bd · 2 ba · 1,105 sqft
130 DEER SONG DRIVE
Listed by KELLER WILLIAMS ADVANTAGE III
272 SAN GABRIEL STREET
$275K · 0.1 mi away
3 bd · 2 ba · 1,105 sqft
272 SAN GABRIEL STREET
Listed by IAD REAL ESTATE
270 SAN GABRIEL STREET
$242K · 0.1 mi away
3 bd · 2 ba · 1,089 sqft
270 SAN GABRIEL STREET
Listed by MAINFRAME REAL ESTATE
118 DEER SONG DRIVE
$230K · 0.1 mi away
3 bd · 2 ba · 1,105 sqft
118 DEER SONG DRIVE
Listed by CENTURY 21 ALTON CLARK
120 N FAIRFAX AVENUE
$214K · 0.4 mi away
2 bd · 1 ba · 1,148 sqft
120 N FAIRFAX AVENUE
Listed by CREEGAN GROUP

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

The 60-Second Overview

Deersong is a compact, established community in Winter Springs built out in the early-to-mid 1990s, with a shared community pool and a homestead exemption rate under half - a signal that a notable portion of the 60 homes here are held as non-owner-occupied property rather than primary residences.

Stellar MLS sales records identify 110 homes in Deersong that have changed hands since 2004, built between 1992 and 1996 (median 1994), with a median living area of about 1,105 sq ft and a typical 3-bedroom, 2-bath layout; 95% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

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

  • Buyers comfortable with a compact home size around 1,089 square feet who prioritize location and a simple pool amenity over square footage.
  • Buyers willing to move without a deep set of current comps, relying instead on direct condition assessment and inspection.
  • Investors evaluating a small, established community where a portion of ownership is already non-homestead.

Probably not for

  • Buyers who want a larger floor plan or newer construction than the 1991 - 1996 build window offers.
  • Buyers who depend on an active MLS inventory or recent closed sales to benchmark a fair offer.
  • Buyers seeking a community with a broader amenity package beyond a shared pool.

The market around Deersong

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

In ZIP 32708, 150 homes are on the market and 33% are under contract — a fast-moving corner of Winter Springs.

Across Seminole County, 1,646 homes are active and 585 pending (26% under contract).

In ZIP 32708 (WINTER SPRINGS), 668 homes closed in the last 12 months at a median of $412K ($242/sq ft), down 1.5% year over year, with a median 33 days on market. Right now 32 active and 21 pending listings put supply at about 1.9 months - a healthy market. See the live ZIP 32708 housing market and the Seminole County market.

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

Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.

If we were buying in Deersong 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 Deersong.

Best Buy
Buyers looking for a small, established community with a modest-footprint home and a shared pool amenity.
Biggest Risk
A homestead share under half suggests a real share of non-owner-occupied homes, so condition can vary more than the age range implies.
Sweet Spot
A well-maintained, updated home near the median build year and square footage, priced on its own condition rather than a stale comp.
Avoid If
You need current listing inventory or recent closed sales to shape your offer strategy - none exist in this window.

A small footprint with a mixed ownership pattern

At just 60 homes, Deersong is not a community where you will find dozens of comparable sales to study. The build window is narrow - 1991 to 1996 - which means most units share similar bones, room counts, and lot layouts. The main variable buyers will actually be evaluating is upkeep: whether a given home has been updated since it was built or is still carrying its original systems and finishes.

The 43.3% homestead share is worth sitting with. In a community this size, that means a meaningful number of homes are not owner-occupied primary residences - likely a mix of long-term rentals and investment holds. That can affect how consistently a given home has been maintained, and it is one more reason a walkthrough and inspection matter more here than in a community where most owners live in place.

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

With no active listings and no recent closings to reference, pricing a home in Deersong accurately takes more than pulling comps off a portal. We track off-market activity, tenure patterns, and condition signals across small communities like this one, and we tell clients directly when the data supports a number and when it does not.

Deersong in 15 seconds.

Best forBuyers looking for a small, established community with a modest-footprint home and a shared pool amenity.
Biggest advantageThe narrow build window means most homes share similar scale and layout, simplifying comparisons once one becomes available.
Biggest riskA homestead share under half suggests a real share of non-owner-occupied homes, so condition can vary more than the age range implies.
Sweet spotA well-maintained, updated home near the median build year and square footage, priced on its own condition rather than a stale comp.
Avoid ifYou need current listing inventory or recent closed sales to shape your offer strategy - none exist in this window.

HOA, CDD & Fees

In short
  • HOA dues reported around $127/month (about $1,524/yr) · median of 3 MLS listings, most billed monthly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $127 per month ($1,524 a year) - the median AssociationFee across 3 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, 2026-09.

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 Deersong sales matched to your home.

What is your Deersong home worth?

Get a no-obligation home value based on real comparable sales in Deersong, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

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Real comps, not an automated estimate.
Buyers comfortable with a compact home size around 1,089 square feet who prioritize location and a simple pool amenity over square footage.Excellent fit
Buyers willing to move without a deep set of current comps, relying instead on direct condition assessment and inspection.Excellent fit
Investors evaluating a small, established community where a portion of ownership is already non-homestead.Excellent fit
Buyers who want a larger floor plan or newer construction than the 1991 - 1996 build window offers.Probably not
Buyers who depend on an active MLS inventory or recent closed sales to benchmark a fair offer.Probably not
Buyers seeking a community with a broader amenity package beyond a shared pool.Probably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2006 (19 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.

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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.

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Common questions about Deersong

Where is Deersong?

Deersong is a community in WINTER SPRINGS, Seminole County, Florida, ZIP 32708.

Are there homes for sale in Deersong right now?

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

Does Deersong have an HOA or CDD?

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

IRIndian Ridge0.1 mi away · median $219K, 5 sales/12 moNorth Orlando Townsite0.2 mi away · median $292K, 4 sales/12 moDUDougs Unit 10.2 mi awayMPMoss Place0.3 mi awayNorth Orlando0.4 mi away · median $330K, 5 sales/12 moLALori Anne Acres0.4 mi away

Browse all neighborhood guides →

Thinking of selling in Deersong? 1 recorded closings (window ending 2026-09-12). See the Seminole 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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DEERSONG Market Scorecard

No active listings

DEERSONG is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$274,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

Typical home value in the 32708 ZIP is $427,790, about 2.4% below the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.