Gated Communities in Longwood, FL

Looking for gated communities in Longwood, FL? Momentum tracks 18 Longwood communities with evidence of gated community living, each with MLS-derived pricing and market pace below — plus the local questions worth asking before you buy, and a direct line to an agent who works these communities.

Longwood gated communities at a glance

18
Communities tracked
$704,000
Median sale price
62 days
Median days on market
62
Recent closings

The communities, by recent sales activity

CommunityCityMedian price1-yr changeDays on mkt
ALAQUA LAKES · agentLongwood$1.44M15 d
CROWN OAKS · agentLongwood$130,000120 d
BRENTWOOD CLUB · agentLongwood$570,000
SWEETWATER SPRINGS · agentLongwood$772,000
LONGWOOD CLUB · agentLongwood$636,000
RETREAT AT LAKE BRANTLEY · agentLongwood$975,00068 d
BELLA VISTA · agentLongwood$820,00019 d
HANOVER POINTE REP - REP · agentLongwood$321,000153 d
PALM SPGS SUB · agentLongwood$468,00027 d
TERRA OAKS · agentLongwood$924,000
LAKE BRANTLEY ISLES AMD · agentLongwood$1.50M
CROWN OAKS 1ST ADD · agentLongwood$225,0001 d
HIGHCROFT POINTE TWNHMS · agentLongwood$389,00051 d
DES PINAR ACRES · agentLongwood$920,000
THE SPRINGSLongwood
FAIRWAY VILLASLongwood
GRANDVIEW AT LAKE WILDMERELongwood70 d
HIDDEN COVELongwood94 d

Communities are listed by recent closing volume in Momentum’s MLS data. Figures are aggregates, change over time, and are deemed reliable but not guaranteed.

What gates change about ownership

Controlled access typically comes with a manned gate, a transponder system, or both — funded through HOA dues. Expect guest-access procedures, delivery and contractor rules, and in some communities rental restrictions. Review the HOA budget for how the gate and any roving patrol are funded, and whether roads are private (the HOA maintains them — another line in the dues) or public.

Due diligence before you buy behind a gate

Request the HOA documents early: budget, reserves, rules, and the last two years of meeting minutes. Private roads, gates and common areas are owner-funded, so thin reserves become special assessments. Our buyer closing costs calculator helps you model dues and assessments into the real monthly cost.

What it costs to own here

At Seminole County’s typical combined millage of 15.18 mills, a purchase at $704,000 (the median across these Longwood gated communities) generates roughly $10,687 a year in property tax before exemptions — about $891 a month. Florida resets the assessed value to roughly your purchase price, so the seller’s current bill is not a preview of yours; a homesteaded owner then gets the $25,000–$50,000 exemption and the 3% Save Our Homes cap going forward. Citizens Property Insurance policies in Seminole County average about $1,572 a year ($131 a month) — private-market quotes vary with roof age and wind mitigation, so price coverage before your inspection window closes. All-in, our county model puts the typical monthly cost of ownership in Seminole County near $2,391 (principal and interest on the typical home, tax, and insurance).

Run your exact numbers: the property tax after purchase calculator uses Seminole County’s verified millage, and the buyer closing costs calculator builds the full cash-to-close.

Demand and supply in Seminole County right now

In the most recent IRS migration data (2022-2023), Seminole County lost a net 99 people to relocation, with the largest inbound flows from NY, NJ, TX. Households moving IN reported average incomes of $62,559 versus $65,990 for those leaving — the income mix of demand, straight from tax filings. Population is up about 4.4% over the recent multi-year window. On the supply side, builders pulled 1,997 residential permits in Seminole County in 2025 (893 single-family), down 12.4% year over year — against 3,476 at the 2022 peak. Permits are tomorrow’s inventory: a shrinking pipeline supports prices, a swelling one hands buyers leverage. Our valuation model reads the county as undervalued by about 0.8% versus its income-and-rent fundamentals.

Live inventory, refreshed nightly from the MLS.

Live gated-community listings in Longwood

26 active listings carry the flag today (20% of Longwood inventory), median asking $414,500, $224/sq ft, median 36 days on market. Photo cards link to the listing; refreshed nightly.

Newest gated community homes in Longwood

3355 Lakeview Oaks Drive, gated community for sale in Longwood
$2,500,000 New
5 bd · 6 ba · 5,629 sq ft · built 1998
3355 Lakeview Oaks Drive, 32779
Alaqua Lakes
Listing courtesy of PREMIER SOTHEBYS INT'L REALTY
3413 Fernlake Place, gated community for sale in Longwood
$1,895,000 New
5 bd · 5 ba · 4,648 sq ft · built 2005
3413 Fernlake Place, 32779
Alaqua Lakes
Listing courtesy of ERA GRIZZARD REAL ESTATE
966 Longwood Club Place, gated community for sale in Longwood
$520,900 New
4 bd · 3.5 ba · 2,241 sq ft · built 1997
966 Longwood Club Place, 32750
Longwood Club
Listing courtesy of ACME REAL ESTATE FLORIDA LLC
267 Crown Oaks Way #267, gated community for sale in Longwood
$229,900 New
2 bd · 2 ba · 1,143 sq ft · built 2025
267 Crown Oaks Way #267, 32779
Crown Oaks
Listing courtesy of FLORIDA HOME TEAM REALTY LLC
420 Summit Ridge Place #300, gated community for sale in Longwood
$229,000 New
3 bd · 2 ba · 1,586 sq ft · built 1996
420 Summit Ridge Place #300, 32779
Residences At Sabal Point A Condominium
Listing courtesy of VESTI LLC
1203 Clubside Drive #1203, gated community for sale in Longwood
$215,000 New
2 bd · 2.5 ba · 1,365 sq ft · built 1984
1203 Clubside Drive #1203, 32779
Clubside At Sabal Point A Condominium
Listing courtesy of PRIMAC GROUP, INC
304 Fox Squirrel Lane, gated community for sale in Longwood
$400,000 New
2 bd · 2 ba · 1,872 sq ft · built 1974
304 Fox Squirrel Lane, 32779
Springs The Live Oak Village
Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY
203 Crown Oaks Way #203, gated community for sale in Longwood
$130,000 New
2 bd · 2 ba · 1,119 sq ft · built 1974
203 Crown Oaks Way #203, 32779
Crown Oaks
Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY
162 Blue Flax Point, gated community for sale in Longwood
$789,900 New
5 bd · 5 ba · 3,836 sq ft · built 2019
162 Blue Flax Point, 32750
Bay Meadow Farms
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
111 Sand Pine Lane, gated community for sale in Longwood
$2,000,000
4 bd · 3.5 ba · 3,885 sq ft · built 1981
111 Sand Pine Lane, 32779
Springs The Deerwood Estates
Listing courtesy of COMPASS FLORIDA, LLC
111 Juniper Lane, gated community for sale in Longwood
$429,000
3 bd · 2 ba · 1,806 sq ft · built 1972
111 Juniper Lane, 32779
Springs Glenwood Village
Listing courtesy of UNITED REAL ESTATE PREFERRED
2184 Woodbridge Road #2184, gated community for sale in Longwood
$260,000
3 bd · 3 ba · 1,691 sq ft · built 1982
2184 Woodbridge Road #2184, 32779
Palm Springs Condo At The Springs
Listing courtesy of U R HOME REALTY GROUP LLC
1298 Bella Vista Circle, gated community for sale in Longwood
$769,900
3 bd · 2.5 ba · 2,587 sq ft · built 2008
1298 Bella Vista Circle, 32779
Bella Vista
Listing courtesy of FLORIDA REALTY INVESTMENTS
3450 Foxmeadow Court, gated community for sale in Longwood
$1,695,000
5 bd · 4.5 ba · 4,092 sq ft · built 2001
3450 Foxmeadow Court, 32779
Alaqua Lakes
Listing courtesy of PALMANO GROUP RE BROKERAGE LLC
1041 Sweetwater Club Boulevard, gated community for sale in Longwood
$3,399,000
6 bd · 8 ba · 10,623 sq ft · built 1988
1041 Sweetwater Club Boulevard, 32779
Sweetwater Club Estates
Listing courtesy of Q BOUTIQUE SPECIALTY REALTY INC
573 Shining Armor Lane, gated community for sale in Longwood
$379,000
3 bd · 2.5 ba · 1,705 sq ft · built 2005
573 Shining Armor Lane, 32779
Highcroft Pointe Townhomes
Listing courtesy of HOGAN REALTY GROUP INC
3591 Terra Oaks Court, gated community for sale in Longwood
$995,000
4 bd · 5 ba · 3,810 sq ft · built 2002
3591 Terra Oaks Court, 32779
Terra Oaks
Listing courtesy of ENGEL & VOLKERS NEW SMYRNA
100 Hidden Oak Drive, gated community for sale in Longwood
$360,000
2 bd · 2.5 ba · 1,746 sq ft · built 1972
100 Hidden Oak Drive, 32779
Springs Glenwood Village
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
148 Wisteria Drive, gated community for sale in Longwood
$698,800
4 bd · 3 ba · 2,662 sq ft · built 1995
148 Wisteria Drive, 32779
Springs The Deerwood Estates
Listing courtesy of RE/MAX PRIME PROPERTIES
3367 Canyon Grand Point, gated community for sale in Longwood
$1,200,000
6 bd · 4.5 ba · 5,249 sq ft · built 2021
3367 Canyon Grand Point, 32779
Retreat At Lake Brantley
Listing courtesy of EXP REALTY LLC
986 Grand Wildmere Cove, gated community for sale in Longwood
$350,000
3 bd · 2.5 ba · 1,743 sq ft · built 2020
986 Grand Wildmere Cove, 32750
Grandview At Lake Wildmere
Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY
612 Rogue Drive, gated community for sale in Longwood
$339,900
3 bd · 2.5 ba · 1,438 sq ft · built 2005
612 Rogue Drive, 32779
Highcroft Pointe Townhomes
Listing courtesy of EXP REALTY LLC
1949 Deerview Place, gated community for sale in Longwood
$750,000
5 bd · 3.5 ba · 3,498 sq ft · built 2002
1949 Deerview Place, 32750
HIDDEN Cove
Listing courtesy of KELLER WILLIAMS HERITAGE REALTY
104 Juniper Lane, gated community for sale in Longwood
$389,999
3 bd · 2 ba · 1,914 sq ft · built 1972
104 Juniper Lane, 32779
Springs Glenwood Village
Listing courtesy of ROSEMONT REALTY, INC.
601 Joyful Blossom Place, gated community for sale in Longwood
$309,999
3 bd · 2.5 ba · 1,369 sq ft · built 2013
601 Joyful Blossom Place, 32750
Hanover Pointe
Listing courtesy of RED BIRD REALTY OF FLORIDA INC
1524 Downy Birch Lane, gated community for sale in Longwood
$299,000
3 bd · 2.5 ba · 1,404 sq ft · built 2013
1524 Downy Birch Lane, 32750
Hanover Pointe
Listing courtesy of RE/MAX ASSURED

The most expensive gated community homes in Longwood

ListingAskingSq ftCommunity
1041 Sweetwater Club Boulevard$3,399,00010,623Sweetwater Club Estates
3355 Lakeview Oaks Drive$2,500,0005,629Alaqua Lakes
111 Sand Pine Lane$2,000,0003,885Springs The Deerwood Estates
3413 Fernlake Place$1,895,0004,648Alaqua Lakes
3450 Foxmeadow Court$1,695,0004,092Alaqua Lakes
3367 Canyon Grand Point$1,200,0005,249Retreat At Lake Brantley
3591 Terra Oaks Court$995,0003,810Terra Oaks
162 Blue Flax Point$789,9003,836Bay Meadow Farms
1298 Bella Vista Circle$769,9002,587Bella Vista
1949 Deerview Place$750,0003,498HIDDEN Cove

Gated Community Homes by price

BandFor saleShare
Under $300K623%
$300K–$500K831%
$500K–$750K28%
$750K–$1M415%
$1M+623%

Longwood gated community homes by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityGated Community HomesNew buildMedian listFrom
Residences At Sabal Point A Condo50$211,900$164,990
Springs Glenwood Village Sec 1 Rev The30$389,999$360,000
Alaqua Lakes20$2,850,000$1,200,000
Springs The Deerwood Estates20$1,349,400$698,800
Bella Vista20$964,950$769,900
Terra Oaks20$910,000$825,000
Hidden Cove20$762,500$750,000
Highcroft Pointe Twnhms20$359,450$339,900
Hanover Pointe Rep - Rep20$304,499$299,000
Crown Oaks20$109,999$89,999
Alaqua Lakes Ph 5B10$4,499,000$4,499,000
Alaqua Ph 310$3,499,000$3,499,000
Sweetwater Club Estates10$3,399,000$3,399,000
Alaqua Lakes Ph 110$2,500,000$2,500,000
Wingfield North 210$1,899,000$1,899,000
Alaqua Lakes Ph 710$1,895,000$1,895,000
Lake Brantley Isles Amd10$1,695,000$1,695,000
Alaqua Lakes Ph 510$1,695,000$1,695,000
Alaqua10$1,399,000$1,399,000
Retreat At Lake Brantley10$1,200,000$1,200,000
Bay Meadow Farms10$789,900$789,900
Sweetwater Spgs10$650,000$650,000
Longwood Club10$520,900$520,900
Palm Spgs Sub10$475,000$475,000
The Springs Glenwood Village Sec 210$439,900$439,900
Springs The Live Oak Village10$400,000$400,000
Springs Whispering Pines Sec 210$399,900$399,900
Springs The Shadowood Village Sec 210$395,000$395,000
Grandview At Lake Wildmere10$350,000$350,000
Danbury Mill Unit 110$339,000$339,000
Palm Spgs Condo At The Spgs10$260,000$260,000
Crown Oaks 1St Add10$229,900$229,900
Residences At Sabal Point A Condominium10$229,000$229,000
Clubside At Sabal Point A Condo10$215,000$215,000

Explore more of Longwood

Run the numbers in Seminole County

Common questions

How many gated communities does Longwood, FL have?
Momentum currently tracks 18 communities in Longwood with evidence of gated community living in MLS or verified amenity records. Others exist; these are the ones with active market data.
What do homes in Longwood gated communities cost?
The median sale price across tracked gated communities in Longwood is about $704,000, varying widely by community - see the table for community-level medians.
How does Momentum classify a community as one of the gated communities?
A community appears here when we find gate, guard house or controlled-access amenities reported on MLS listings or verified amenity records for the community. We do not guess from names alone. Verify any specific amenity or restriction with the association before you rely on it.
How much is home insurance in Seminole County?
Citizens Property Insurance policies in Seminole County average about $1,572 a year, per Citizens filings. Private quotes vary widely with roof age, construction and wind mitigation - a wind-mitigation inspection often unlocks meaningful credits.
What are property taxes like in Seminole County?
Typical combined millage in Seminole County is about 15.18 mills - roughly 1.52% of assessed value a year before exemptions. Florida resets assessed value to about your purchase price when you buy, then homestead exemptions and the 3% Save Our Homes cap apply.

Community classifications are compiled from MLS-reported amenities, verified amenity records and MLS build-year data, as of 2026-06-16; they are informational, change over time, and are deemed reliable but not guaranteed — verify details with each association. Not an offer of housing to any protected class to the exclusion of others. Equal Housing Opportunity.

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