Wingfield North

Featuring approximately 115 luxuriously built homes, Wingfield North real estate is an attractive upscale community in Central Florida.  Located off Markham Woods Road between SR 434 and Lake Mary Boulevard in Longwood, FL, this 24-hour guard gated community is adorned with majestic oak and pine trees, appealing to people with an appreciation of tranquility and natural beauty.

Wingfield North Homes for Sale

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New
5469 Gingham Drive, KISSIMMEE

$441,940

5469 Gingham Drive, KISSIMMEE

4 Beds 3 Baths 2,753 SqFt Residential MLS® # W7890215
New
4149 S Semoran Boulevard 9, ORLANDO

$147,000

4149 S Semoran Boulevard 9, ORLANDO

2 Beds 2 Baths 1,214 SqFt Residential MLS® # G5118805
New
2229 Mango Tree Drive, EDGEWATER

$295,000

2229 Mango Tree Drive, EDGEWATER

3 Beds 2 Baths 1,038 SqFt Residential MLS® # O6448391
New
8844 Cabot Cliffs Drive, DAVENPORT

$580,000

8844 Cabot Cliffs Drive, DAVENPORT

6 Beds 6 Baths 3,339 SqFt Residential MLS® # O6448535
Open House
1233 Parker Road, LAKELAND

$475,000

1233 Parker Road, LAKELAND

4 Beds 2 Baths 2,612 SqFt Residential MLS® # L4962153
New
106 Harbor Way, AUBURNDALE

$327,000

106 Harbor Way, AUBURNDALE

3 Beds 2 Baths 1,427 SqFt Residential MLS® # P4940115
779 E Chapman Road, OVIEDO

$1,500,000

779 E Chapman Road, OVIEDO

5 Beds 5 Baths 5,219 SqFt Residential MLS® # O6426258
Sold
26029 Oakmount Drive, LEESBURG

$330,000

26029 Oakmount Drive, LEESBURG

2 Beds 2 Baths 1,869 SqFt Residential MLS® # J1006016
New
2388 Grand Central Parkway 2, ORLANDO

$205,000

2388 Grand Central Parkway 2, ORLANDO

3 Beds 2 Baths 1,457 SqFt Residential MLS® # O6447903
New
828 N Scott Avenue, LAKELAND

$255,000

828 N Scott Avenue, LAKELAND

3 Beds 2 Baths 1,261 SqFt Residential MLS® # O6448319
New Open House
381 Augustine Court, OVIEDO

$600,000

381 Augustine Court, OVIEDO

4 Beds 3 Baths 2,725 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 2pm
MLS® # O6448356
New
1300 S Dewey Street, EUSTIS

$260,000

1300 S Dewey Street, EUSTIS

3 Beds 2 Baths 1,300 SqFt Residential MLS® # O6448218
New
2071 Dixie Belle Drive 2071m, ORLANDO

$169,900

2071 Dixie Belle Drive 2071m, ORLANDO

3 Beds 2 Baths 1,192 SqFt Residential MLS® # O6448576
New
2218 Grand Cayman Court 1335, KISSIMMEE

$197,500

2218 Grand Cayman Court 1335, KISSIMMEE

2 Beds 2 Baths 1,026 SqFt Residential MLS® # S5159189
1756 Tanglewood Drive, KISSIMMEE

$599,900

1756 Tanglewood Drive, KISSIMMEE

5 Beds 3 Baths 2,532 SqFt Residential Income MLS® # O6415364
358 Fulton Street, DAYTONA BEACH

$85,000

358 Fulton Street, DAYTONA BEACH

0 Beds 0 Baths 0 SqFt Land MLS® # FC310658
1756 Tanglewood Drive, KISSIMMEE

$599,900

1756 Tanglewood Drive, KISSIMMEE

5 Beds 3 Baths 2,532 SqFt Residential MLS® # O6414176
New
166 Catfish Street, HAINES CITY

$499,900

166 Catfish Street, HAINES CITY

3 Beds 2 Baths 1,867 SqFt Residential MLS® # L4965609
New
910 Big Tree Road 7-2, SOUTH DAYTONA

$159,999

910 Big Tree Road 7-2, SOUTH DAYTONA

3 Beds 2 Baths 1,442 SqFt Residential MLS® # O6448376
1111 Long Oak Way, SANFORD

$249,900

1111 Long Oak Way, SANFORD

3 Beds 3 Baths 1,409 SqFt Residential MLS® # O6427597
New
2307 Butterfly Palm Way 302, KISSIMMEE

$225,000

2307 Butterfly Palm Way 302, KISSIMMEE

2 Beds 2 Baths 1,022 SqFt Residential MLS® # S5158942
New
3607 S Crystal Lake Drive, ORLANDO

$389,000

3607 S Crystal Lake Drive, ORLANDO

3 Beds 2 Baths 1,118 SqFt Residential MLS® # G5118753
New Open House
6549 State Road 33, CLERMONT

$799,900

6549 State Road 33, CLERMONT

3 Beds 2 Baths 1,878 SqFt Residential
Fri, Oct 9th, 2026 @ 11am - 2pm
MLS® # S5158854
New
9932 Earlston Street, ORLANDO

$415,000

9932 Earlston Street, ORLANDO

4 Beds 2 Baths 1,578 SqFt Residential MLS® # O6448505
New
3603 Lismore Drive, LAKELAND

$389,000

3603 Lismore Drive, LAKELAND

4 Beds 2 Baths 1,636 SqFt Residential MLS® # P4940112
New
2630 High Ridge Drive, LAKELAND

$575,000

2630 High Ridge Drive, LAKELAND

3 Beds 3 Baths 3,304 SqFt Residential MLS® # O6448482
New
601 N Mcdonald Street 103, MOUNT DORA

$295,000

601 N Mcdonald Street 103, MOUNT DORA

2 Beds 2 Baths 1,209 SqFt Residential MLS® # G5118695
New
7163 Oakmoss Loop, DAVENPORT

$444,000

7163 Oakmoss Loop, DAVENPORT

5 Beds 5 Baths 2,281 SqFt Residential MLS® # O6447952
New Open House
1085 Eagles Nest Avenue, DELTONA

$299,900

1085 Eagles Nest Avenue, DELTONA

3 Beds 2 Baths 1,274 SqFt Residential MLS® # V4951550
6292 Twain Street 107, ORLANDO

$280,000

6292 Twain Street 107, ORLANDO

3 Beds 3 Baths 1,682 SqFt Residential MLS® # O6398364

Sold Homes in Wingfield North Longwood

Sold Wingfield North Real Estate Sold Longwood Real Estate

Wingfield North Real Estate Market Statistics

Average Price $1.8M
Lowest Price $1.8M
Highest Price $1.8M
Total Listings 1
Avg. Days On Market 51
Avg. Price/SQFT $284

Property Types (active listings)

Longwood Communities

Orlando - Windermere Home

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