Winter Park, FL Subdivisions & Condo Buildings

Winter Park's real estate market spans Eastbrook, Winter Park Pines and Cedarwood Village, along with more than two hundred other subdivisions and condo buildings scattered across this Orlando-area city. Eastbrook stands out as the largest community by current inventory, giving buyers a useful benchmark for what a well-established, high-turnover neighborhood looks like here. For buyers seeking a maintenance-free lifestyle, Whispering Waters and Winter Park Gardens are the city's dedicated 55+ active adult communities. The city's housing stock reflects its long history: older, resale-only pockets like Dommerich Forest, Temple Colony and Quail Hollow sit alongside newer-construction communities such as Park Grove, Lakeside Estates and The Enclave Winter Park, where builders continue to add inventory. Condo living is well represented too, from Parkview Village to The Douglas Grand at Winter Park. Altogether, this mix serves everyone from first-time buyers and downsizing retirees to move-up families and luxury buyers, with price points that run from modest condos into multimillion-dollar estates near the city's lakes and golf corridors.

Alabama Condominiums

There is currently 1 condo at $1,150,000 for sale.

Single FamilyCondoNew Construction

$1,100,000–$2,288,215

Median $1,100,000

1 for sale

Albert Lee Ridge

There are currently 6 single-family homes from $415,000 to $1,575,000 for sale.

Single FamilyNew Construction

$360,000–$615,000

Median $382,575

6 for sale

Allison Oakes

1 home sold in the past year at $409,000.

Single FamilyTownhouseMulti-Unit

$409,000

Aloma

There are currently 2 single-family homes at $499,000 for sale.

Single FamilyTownhouseLand

$935,000

2 for sale

Aloma Park

2 homes sold in the past year ranging from $307,500 to $321,000.

Single FamilyMulti-Unit

$307,500–$321,000

Median $314,250

Aloma Trails

There are currently 4 townhouses from $325,000 to $375,000 for sale.

TownhouseNew Construction

$340,000–$375,000

Median $357,500

4 for sale

Amberwood

1 home sold in the past year at $278,250.

Single Family

$278,250

Annebury

There are currently no homes for sale in Annebury.

Single Family

Aragon Condominiums

There is currently 1 condo at $239,000 for sale.

CondoNew Construction

$195,000

1 for sale

Arrowhead Cove

There is currently 1 single-family home at $575,000 for sale.

Single Family

$469,500

1 for sale

Autumn Glen

There is currently 1 single-family home at $529,900 for sale.

Single Family

$410,000–$507,500

Median $425,000

1 for sale

Bear Gully Bay

There are currently no homes for sale in Bear Gully Bay.

Single Family

Bear Gully Forest

There is currently 1 single-family home at $585,000 for sale.

Single Family

$465,000

1 for sale

Bear Gully Pointe

1 home sold in the past year at $1,380,000.

Single Family

$1,380,000

Bel Aire Pines

There is currently 1 single-family home at $439,900 for sale.

Single Family

$350,000–$458,000

Median $425,000

1 for sale

Bengert Bend

There are currently no homes for sale in Bengert Bend.

Single FamilyLand

Bennington

There are currently no homes for sale in Bennington.

Single Family

Bridgewater

There are currently 2 single-family homes from $398,000 to $424,900 for sale.

Single Family

$410,000

2 for sale

Brookshire Heights

There are currently 7 single-family homes from $510,000 to $899,900 for sale.

Single FamilyLand

$490,000–$1,825,000

Median $617,500

7 for sale

Bungalow Park

There are currently no homes for sale in Bungalow Park.

Single FamilyTownhouseLand

Campo Bello

1 home sold in the past year at $600,000.

Single FamilyLand

$600,000

Camwood

3 homes sold in the past year ranging from $2,500,000 to $6,300,000.

Single FamilyLand

$2,500,000–$6,300,000

Median $4,720,000

Carolyn Estates

1 home sold in the past year at $445,000.

Single Family

$445,000

Carver Town

There is currently 1 single-family home at $450,000 for sale.

Single FamilyLand

$300,000–$500,000

Median $400,000

1 for sale

Casa Aloma

There are currently 2 single-family homes from $449,000 to $535,000 for sale.

Single Family

$350,000–$525,000

Median $448,750

2 for sale

Casa Jardin

There is currently 1 condo at $799,000 for sale.

CondoTownhouse

$750,000

1 for sale

Cedar Ridge

There is currently 1 single-family home at $470,000 for sale.

Single Family

$324,900–$450,000

Median $400,000

1 for sale

Cedarwood Village

There are currently 10 condos from $234,900 to $319,000 for sale.

Single FamilyCondoTownhouseNew Construction

$240,750–$265,000

Median $257,500

10 for sale

Charmont

There are currently 5 single-family homes from $1,399,000 to $2,299,000 and 1 land listing at $1,399,000 for sale.

Single FamilyLandNew Construction

$760,000–$3,675,000

Median $1,990,000

6 for sale

Chateaux Du Lac

There are currently 5 condos from $159,900 to $255,000 for sale.

CondoNew Construction

$168,500–$266,000

Median $255,000

5 for sale

Cinnamon Shores

1 home sold in the past year at $2,080,000.

Single Family

$2,080,000

Citrus Point

There are currently no homes for sale in Citrus Point.

Single Family

Cloister Grove

There is currently 1 single-family home at $5,995,000 for sale.

Single FamilyLand

$1,700,000–$3,550,000

Median $2,625,000

1 for sale

Colonies

There are currently 8 condos from $89,500 to $170,000 for sale.

CondoTownhouseMulti-Unit

$60,000–$103,000

Median $90,125

8 for sale

Comstock Park

There are currently 3 single-family homes from $1,485,000 to $6,000,000 and 1 land listing at $1,100,000 for sale.

Single FamilyLandNew Construction

$750,000–$4,950,000

Median $1,675,000

4 for sale

Conwill Estates

There are currently 6 single-family homes from $700,000 to $2,725,000 for sale.

Single FamilyLandNew Construction

$675,000–$3,500,000

Median $1,875,000

6 for sale

Coronation

There is currently 1 single-family home at $269,900 for sale.

Single FamilyMulti-UnitNew Construction

$270,000–$300,000

Median $286,000

1 for sale

Cortland Park

1 home sold in the past year at $920,000.

Single FamilyLand

$920,000

Country Lane

There are currently 3 single-family homes from $339,499 to $424,900 for sale.

Single Family

$299,000–$517,000

Median $387,000

3 for sale

Cranes Creek

There are currently 2 townhouses from $306,900 to $365,000 for sale.

CondoTownhouseNew Construction

2 for sale

Cypress Reserve

2 homes sold in the past year ranging from $905,000 to $2,000,000.

Single Family

$905,000–$2,000,000

Median $1,452,500

Dixie Terrace

There is currently 1 single-family home at $1,875,000 for sale.

Single FamilyLand

$620,000–$3,755,000

Median $1,475,000

1 for sale

Dommerich Cove

There are currently no homes for sale in Dommerich Cove.

Single Family

Dommerich Forest

There are currently no homes for sale in Dommerich Forest.

Single Family

Dommerich Hills

There are currently no homes for sale in Dommerich Hills.

Single Family

Dubsdread Heights

There are currently 2 single-family homes from $419,900 to $420,000 for sale.

Single FamilyLand

$310,000–$735,000

Median $493,500

2 for sale

Eastbrook

There are currently 18 single-family homes from $299,900 to $725,000 for sale.

Single FamilyTownhouseNew Construction

$180,000–$500,000

Median $376,000

18 for sale

Eastgate

There are currently 4 single-family homes from $450,000 to $1,995,000 and 1 land listing at $425,000 for sale.

Single FamilyLandNew Construction

$360,000–$490,000

Median $418,000

5 for sale

Eden Point

1 home sold in the past year at $910,000.

Single Family

$910,000

Ellno Willo

There is currently 1 single-family home at $4,500,000 for sale.

Single FamilyLand

$1,080,000

1 for sale

Enclave at Aloma

There are currently 2 single-family homes from $725,000 to $750,000 for sale.

Single FamilyNew Construction

$506,500–$719,000

Median $590,000

2 for sale

Ethel Park

1 home sold in the past year at $850,000.

Single FamilyLand

$850,000

Fairbanks Park

There is currently 1 land listing at $899,000 for sale.

Single FamilyTownhouseLandMulti-Unit

$730,000

1 for sale

Fairbanks Shores

There is currently 1 single-family home at $402,000 for sale.

Single FamilyLandNew Construction

$445,000–$490,000

Median $467,500

1 for sale

Fernbrook Trails

There is currently 1 townhouse at $299,000 for sale.

Single FamilyTownhouse

$207,000–$315,000

Median $288,587.50

1 for sale

Flora Park

There is currently 1 single-family home at $1,725,000 for sale.

Single FamilyLand

$1,850,000

1 for sale

Fontainebleau

There are currently 3 single-family homes from $1,625,000 to $1,775,000 for sale.

Single FamilyLand

$675,000–$2,175,000

Median $1,500,000

3 for sale

Forrest Hills

There are currently 4 single-family homes from $2,950,000 to $4,500,000 for sale.

Single FamilyLandNew Construction

$1,295,100–$3,600,000

Median $3,150,000

4 for sale

Four Seasons

There are currently 4 condos from $159,000 to $234,900 for sale.

Single FamilyCondoTownhouse

$130,000–$262,500

Median $190,000

4 for sale

Fremar

There is currently 1 single-family home at $1,599,000 for sale.

Single FamilyLandNew Construction

1 for sale

Gallery at Winter Park

2 homes sold in the past year ranging from $268,000 to $290,000.

Condo

$268,000–$290,000

Median $279,000

Galloway Place

There are currently 1 single-family home at $575,000 and 1 land listing at $575,000 for sale.

Single FamilyLand

2 for sale

Garden Grove

3 homes sold in the past year ranging from $360,000 to $400,000.

Single Family

$360,000–$400,000

Median $385,000

Garden Lake Estates

There are currently 10 single-family homes from $374,900 to $589,900 for sale.

Single FamilyNew Construction

$347,000–$610,000

Median $449,000

10 for sale

Georgetown Estates

There are currently 2 single-family homes from $419,000 to $529,950 for sale.

Single FamilyNew Construction

$395,000–$475,000

Median $435,000

2 for sale

Glenmoor

4 homes sold in the past year ranging from $340,000 to $523,500.

Single FamilyLand

$340,000–$523,500

Median $415,000

Goldenrod Place

There are currently no homes for sale in Goldenrod Place.

Single Family

Goldenrod Villas

4 homes sold in the past year ranging from $172,000 to $222,500.

Single FamilyCondoTownhouse

$172,000–$222,500

Median $202,495

Golfside

There are currently 2 single-family homes from $650,000 to $759,900 for sale.

Single Family

$455,000–$875,000

Median $700,000

2 for sale

Golfside Villas

There are currently 8 condos from $105,000 to $259,999 for sale.

Condo

$85,000–$168,146

Median $123,000

8 for sale

Golfview

There are currently 1 single-family home at $789,990 and 1 land listing at $459,900 for sale.

Single FamilyLandNew Construction

$353,000

2 for sale

Golfview Heights

2 homes sold in the past year ranging from $595,000 to $800,000.

Single FamilyLand

$595,000–$800,000

Median $697,500

Golfview Terrace

There is currently 1 single-family home at $6,795,000 for sale.

Single FamilyLand

1 for sale

Grand Pines

There is currently 1 multi-unit property at $550,000 for sale.

Single FamilyTownhouseMulti-Unit

$245,000–$277,000

Median $261,000

1 for sale

Grayson Square

2 homes sold in the past year ranging from $399,000 to $405,500.

Townhouse

$399,000–$405,500

Median $402,250

Green Oaks

There are currently 2 single-family homes from $3,265,000 to $3,495,000 for sale.

Single FamilyLandNew Construction

$1,425,000–$6,111,000

Median $3,350,000

2 for sale

Green Terrace

1 home sold in the past year at $980,000.

Single FamilyLand

$980,000

Greenview at Winter Pines

There is currently 1 single-family home at $785,000 for sale.

Single Family

$649,000–$899,000

Median $750,000

1 for sale

Hamilton Place

1 home sold in the past year at $1,210,000.

Single FamilyLand

$1,210,000

Harbour Ridge

There are currently no homes for sale in Harbour Ridge.

Single Family

Hidden Oaks

There are currently 6 condos from $170,000 to $229,000 and 2 townhouses from $169,000 to $229,999 for sale.

Single FamilyCondoTownhouseNew Construction

$152,000–$199,000

Median $166,000

8 for sale

Howell Branch Woods

There are currently 2 single-family homes from $399,900 to $400,000 for sale.

Single Family

$387,000–$450,000

Median $418,500

2 for sale

Howell Estates

There are currently 3 single-family homes from $405,000 to $450,000 for sale.

Single FamilyNew Construction

$390,000–$565,000

Median $440,000

3 for sale

Howell Forests

1 home sold in the past year at $720,000.

Single Family

$720,000

Huntington Condominiums

There are currently no homes for sale in Huntington Condominiums.

CondoTownhouse

Hyde Park

There is currently 1 single-family home at $475,000 for sale.

Single Family

$370,000–$470,000

Median $431,000

1 for sale

J Kronenberger

There are currently 3 single-family homes from $2,125,000 to $6,900,000 for sale.

Single FamilyLandNew Construction

$975,000–$5,400,000

Median $1,900,000

3 for sale

Jenkins

There is currently 1 single-family home at $2,500,000 for sale.

Single FamilyLandNew Construction

$830,000–$1,318,000

Median $1,100,000

1 for sale

Killarney Bay Condominiums

There are currently 2 condos from $339,000 to $449,900 for sale.

CondoTownhouse

$325,000–$570,000

Median $368,000

2 for sale

Killarney Circle

There are currently 5 single-family homes from $305,000 to $1,470,000 for sale.

Single FamilyMulti-Unit

$360,000–$2,250,000

Median $1,305,000

5 for sale

Killarney Estates

There are currently 5 single-family homes from $999,000 to $1,600,000 and 1 land listing at $2,400,000 for sale.

Single FamilyLand

$450,000–$1,390,000

Median $1,200,000

6 for sale

Killarney Point

There is currently 1 single-family home at $689,000 for sale.

Single Family

1 for sale

King's Cove

4 homes sold in the past year ranging from $287,500 to $766,000.

Single Family

$287,500–$766,000

Median $487,500

Lake Bell Terrace

There are currently 2 single-family homes from $405,000 to $799,000 for sale.

Single FamilyLand

$615,000–$850,000

Median $732,500

2 for sale

Lake Florence Preserve

There are currently 2 single-family homes from $1,049,900 to $1,599,900 for sale.

Single FamilyNew Construction

$635,000–$1,100,000

Median $867,500

2 for sale

Lake Forest Park

There are currently 3 single-family homes from $1,699,000 to $3,250,000 for sale.

Single FamilyLandNew Construction

$502,000–$3,443,500

Median $932,500

3 for sale

Lake Killarney Condominiums

There are currently 4 condos from $199,900 to $299,999 for sale.

Single FamilyCondoNew Construction

$211,000–$530,000

Median $234,000

4 for sale

Lake Knowles Terrace

There are currently 10 single-family homes from $649,000 to $3,545,995 and 1 land listing at $799,999 for sale.

Single FamilyLandNew Construction

$675,000–$3,000,000

Median $1,122,500

11 for sale

Lake Spier Crossing

There is currently 1 townhouse at $915,000 for sale.

Single FamilyTownhouse

$770,000–$850,000

Median $810,000

1 for sale

Lake Virginia Condominiums

2 homes sold in the past year ranging from $417,100 to $472,000.

Condo

$417,100–$472,000

Median $444,550

Lake Waunatta Cove

There is currently 1 single-family home at $515,000 for sale.

Single Family

1 for sale

Lake Waunatta Village

3 homes sold in the past year ranging from $350,000 to $935,000.

Single FamilyLand

$350,000–$935,000

Median $450,000

Lake Waunatta Woods

There are currently 2 single-family homes from $599,000 to $739,777 for sale.

Single FamilyNew Construction

$549,000–$660,000

Median $556,250

2 for sale

Lakemont Heights

1 home sold in the past year at $418,000.

Single FamilyLand

$418,000

Lakeside Estates

There are currently 2 single-family homes from $1,249,000 to $1,475,000 for sale.

Single FamilyNew Construction

$905,000–$1,500,000

Median $1,200,000

2 for sale

Lakeside Manor

There are currently 4 condos from $169,000 to $199,900 for sale.

Condo

$120,000–$237,500

Median $160,000

4 for sale

Lancelot at Winter Park

There is currently 1 condo at $165,000 for sale.

Condo

$151,000–$179,900

Median $160,000

1 for sale

Laurel Springs

6 homes sold in the past year ranging from $375,000 to $410,000.

Single Family

$375,000–$410,000

Median $390,000

Lawndale

There are currently 4 single-family homes from $1,049,000 to $1,595,000 and 1 land listing at $385,000 for sale.

Single FamilyTownhouseLandMulti-UnitNew Construction

$200,000–$1,599,900

Median $1,200,000

5 for sale

Lazy Oaks

There are currently 4 condos from $255,000 to $275,000 for sale.

CondoTownhouseNew Construction

$215,000–$280,000

Median $247,500

4 for sale

Lost Creek

10 homes sold in the past year ranging from $450,000 to $645,000.

Single FamilyLand

$450,000–$645,000

Median $555,000

Lugano Terrace

There are currently 3 single-family homes from $1,800,000 to $2,650,000 for sale.

Single FamilyLand

3 for sale

Maitland Shores

There are currently 5 single-family homes from $950,000 to $5,600,000 for sale.

Single FamilyLandNew Construction

$1,650,000–$2,600,000

Median $2,112,500

5 for sale

Mead Garden Condominiums

There are currently 3 condos from $242,500 to $265,000 for sale.

CondoNew Construction

$162,000–$260,000

Median $210,000

3 for sale

Meadows at Hawks Crest

There are currently no homes for sale in Meadows at Hawks Crest.

Single Family

Merrie Oaks Village

There are currently no homes for sale in Merrie Oaks Village.

Townhouse

Morseland

There are currently 1 multi-unit property at $999,000 and 1 single-family home at $1,625,000 for sale.

Single FamilyMulti-Unit

$1,250,000

2 for sale

Morseland Gardens

There are currently no homes for sale in Morseland Gardens.

Single FamilyLand

Northwood Terrace

There are currently 3 single-family homes from $899,000 to $2,495,000 for sale.

Single FamilyLandNew Construction

$520,000–$630,000

Median $630,000

3 for sale

Oakcrest

There are currently 3 single-family homes from $255,000 to $415,000 for sale.

Single Family

$305,000–$360,000

Median $332,500

3 for sale

Oaks Condominiums

1 home sold in the past year at $197,382.

CondoTownhouse

$197,382

Orange Grove

There is currently 1 single-family home at $2,569,999 for sale.

Single FamilyNew Construction

$1,500,000–$1,650,000

Median $1,575,000

1 for sale

Orange Terrace

There are currently 3 single-family homes from $439,000 to $450,000 for sale.

Single Family

$475,000–$560,000

Median $517,500

3 for sale

Orangewood Park

There is currently 1 single-family home at $629,000 for sale.

Single Family

$536,500–$655,000

Median $615,000

1 for sale

Osceola Court

1 home sold in the past year at $1,005,000.

Single FamilyLand

$1,005,000

Osceola Heights

There is currently 1 single-family home at $455,000 for sale.

Single Family

$1,035,000

1 for sale

Osceola Shores

There are currently 5 single-family homes from $1,350,000 to $3,950,000 for sale.

Single FamilyLandNew Construction

$1,400,000–$6,500,000

Median $3,950,000

5 for sale

Osceola Summit

1 home sold in the past year at $1,600,000.

Single FamilyLand

$1,600,000

Oxford Cove

1 home sold in the past year at $380,000.

Single Family

$380,000

Palmer Park

There is currently 1 single-family home at $6,000,000 for sale.

Single FamilyLandNew Construction

$1,430,000

1 for sale

Park Aire

There is currently 1 condo at $745,000 for sale.

Condo

$420,000

1 for sale

Park Green

There is currently 1 townhouse at $359,000 for sale.

Single FamilyTownhouse

1 for sale

Park Grove

There are currently 3 single-family homes from $3,495,000 to $4,595,000 for sale.

Single FamilyLandNew Construction

$1,300,000–$3,925,000

Median $2,393,925

3 for sale

Park Manor

There is currently 1 single-family home at $1,449,000 for sale.

Single FamilyLand

$475,000–$1,375,000

Median $557,000

1 for sale

Park North

1 home sold in the past year at $1,887,500.

Single Family

$1,887,500

Park Shore

1 home sold in the past year at $555,000.

Townhouse

$555,000

Park West

There are currently 4 condos from $569,000 to $739,000 for sale.

CondoNew Construction

$400,000–$725,000

Median $702,050

4 for sale

Parklando

There are currently 2 single-family homes from $1,890,000 to $2,450,000 for sale.

Single FamilyLandMulti-UnitNew Construction

$615,000–$2,185,000

Median $1,137,545

2 for sale

Parkview Village

There are currently 6 condos from $134,999 to $199,000 for sale.

CondoNew Construction

$132,500–$185,000

Median $154,925

6 for sale

Pelican Bay

There is currently 1 single-family home at $459,000 for sale.

Single Family

$714,000–$965,000

Median $839,500

1 for sale

Penn Place

There are currently no homes for sale in Penn Place.

TownhouseLand

Pennsylvania Place

There is currently 1 single-family home at $2,695,000 for sale.

Single Family

1 for sale

Pennsylvania Place Townhomes

There are currently no homes for sale in Pennsylvania Place Townhomes.

Townhouse

Perle Du Lac

1 home sold in the past year at $2,232,000.

Single FamilyCondo

$2,232,000

Quail Hollow

There are currently no homes for sale in Quail Hollow.

Single Family

Quail Run

There is currently 1 single-family home at $624,999 for sale.

Single Family

$480,000–$670,000

Median $610,000

1 for sale

Ridge High

There are currently 4 single-family homes from $365,000 to $429,000 for sale.

Single FamilyNew Construction

$245,000–$365,000

Median $310,000

4 for sale

Roundelay

There are currently no homes for sale in Roundelay.

Single Family

Sanctuary at Aloma

There is currently 1 single-family home at $659,000 for sale.

Single FamilyLand

$660,000

1 for sale

Sanctuary at Lake Ann

1 home sold in the past year at $912,500.

Single FamilyLand

$912,500

Sevilla

There is currently 1 single-family home at $2,195,000 for sale.

Single FamilyLand

$1,000,000–$2,010,000

Median $1,900,000

1 for sale

Seville Park

There are currently 1 townhouse at $575,000, 2 single-family homes from $489,000 to $625,000, 1 condo at $510,000 and 1 multi-unit property at $625,000 for sale.

Single FamilyCondoTownhouseLandMulti-UnitNew Construction

$475,000–$1,200,000

Median $596,250

5 for sale

Sicilian Shores

There are currently 2 single-family homes from $2,800,000 to $4,500,000 for sale.

Single FamilyLandNew Construction

$3,278,530–$7,164,000

Median $4,300,000

2 for sale

Slovak Village

There are currently 2 multi-unit properties from $479,900 to $530,000 and 1 single-family home at $230,000 for sale.

Single FamilyTownhouseMulti-Unit

$300,000–$485,000

Median $480,000

3 for sale

South Interlachen Place

There are currently 2 townhouses from $2,995,000 to $3,645,000 for sale.

CondoTownhouseLandMulti-Unit

2 for sale

South Lakemont Shores

There are currently 3 single-family homes from $1,498,000 to $2,190,000 for sale.

Single FamilyLandNew Construction

$735,000

3 for sale

Springview

2 homes sold in the past year ranging from $330,000 to $445,000.

Single Family

$330,000–$445,000

Median $387,500

Stansbury Estates

There is currently 1 single-family home at $274,000 for sale.

Single FamilyMulti-Unit

$250,000–$420,000

Median $280,000

1 for sale

Stonehurst Estates

1 home sold in the past year at $4,450,000.

Single Family

$4,450,000

Suburban Homes

There are currently 2 single-family homes from $299,900 to $329,900 for sale.

Single FamilyLandMulti-Unit

$206,000–$495,000

Median $400,000

2 for sale

Sylvan Heights

There are currently 3 single-family homes from $1,380,000 to $1,999,900 for sale.

Single FamilyLandNew Construction

$475,000–$680,000

Median $582,500

3 for sale

Sylvan Lake Shores

There are currently 1 single-family home at $1,175,000 and 1 land listing at $1,995,000 for sale.

Single FamilyLandNew Construction

$645,000–$4,500,000

Median $1,900,000

2 for sale

Sylvan Park

2 homes sold in the past year ranging from $730,000 to $1,750,000.

Single FamilyLand

$730,000–$1,750,000

Median $1,240,000

Tangerine Court

3 homes sold in the past year ranging from $1,100,000 to $1,575,000.

Single Family

$1,100,000–$1,575,000

Median $1,500,000

Tanglewood

There are currently 2 single-family homes from $285,000 to $439,900 for sale.

Single FamilyLandNew Construction

$158,775–$1,120,000

Median $382,000

2 for sale

Temple Colony

There are currently no homes for sale in Temple Colony.

Single Family

Temple Estates

3 homes sold in the past year ranging from $1,115,000 to $2,325,000.

Single FamilyLand

$1,115,000–$2,325,000

Median $1,770,000

Temple Grove

There are currently no homes for sale in Temple Grove.

Single FamilyLand

Temple Heights

3 homes sold in the past year ranging from $850,000 to $2,490,000.

Single FamilyLand

$850,000–$2,490,000

Median $2,050,000

Temple Terrace

There are currently 3 single-family homes from $299,900 to $1,190,000 for sale.

Single FamilyLandNew Construction

$290,000–$1,199,000

Median $635,000

3 for sale

The Cloisters

There is currently 1 condo at $825,000 for sale.

Condo

$535,000–$1,735,000

Median $1,100,000

1 for sale

The Douglas Grand at Winter Park

There are currently 3 condos from $1,450,000 to $1,775,000 for sale.

CondoTownhouse

$1,000,000–$1,129,000

Median $1,064,500

3 for sale

The Enclave at Hawks Crest

There are currently 4 townhouses from $425,000 to $491,000 for sale.

Single FamilyTownhouseNew Construction

$385,000–$605,000

Median $426,000

4 for sale

The Enclave Winter Park

There are currently 4 single-family homes from $2,070,000 to $2,300,000 and 2 townhouses at $1,550,000 for sale.

Single FamilyTownhouseNew Construction

6 for sale

The Landings at Hawks Crest

There are currently 2 single-family homes from $650,000 to $699,500 for sale.

Single FamilyTownhouse

$445,000–$830,000

Median $739,950

2 for sale

The Meadows at Hawks Crest

There are currently 3 single-family homes from $660,000 to $825,000 for sale.

Single FamilyNew Construction

$610,000–$800,000

Median $660,000

3 for sale

The Preserve at Hawks Crest

There is currently 1 single-family home at $770,000 for sale.

Single Family

$720,000–$725,000

Median $722,500

1 for sale

The Quarters at Winter Park

2 homes sold in the past year ranging from $501,500 to $560,000.

CondoTownhouse

$501,500–$560,000

Median $530,750

The Residences

There is currently 1 condo at $3,250,000 for sale.

Condo

1 for sale

The Stratford

There are currently 7 condos from $140,000 to $246,400 for sale.

CondoTownhouseNew Construction

$115,000–$189,900

Median $135,000

7 for sale

Timberlane

There is currently 1 single-family home at $3,195,000 for sale.

Single FamilyNew Construction

$841,500–$1,186,200

Median $882,500

1 for sale

Timberlane Shores

There are currently 2 single-family homes from $3,890,000 to $5,695,000 for sale.

Single FamilyLandNew Construction

$1,025,000–$1,840,000

Median $1,082,500

2 for sale

Townhomes At Harper Place

There are currently 2 townhouses from $540,000 to $575,000 for sale.

TownhouseNew Construction

2 for sale

Trinity Bay

There is currently 1 single-family home at $455,000 for sale.

Single FamilyNew Construction

$451,000

1 for sale

Tuscania

There is currently 1 land listing at $2,100,000 for sale.

Single FamilyLand

$3,978,550

1 for sale

Tuscany Place

There are currently no homes for sale in Tuscany Place.

Single FamilyLand

Tuscany Terrace

There are currently 1 single-family home at $1,595,000 and 1 land listing at $1,595,000 for sale.

Single FamilyLandNew Construction

2 for sale

University Garden

There are currently no homes for sale in University Garden.

Single FamilyMulti-Unit

Valencia Terrace

1 home sold in the past year at $3,965,000.

Single FamilyLand

$3,965,000

Via Lago

There are currently 1 townhouse at $369,000 and 1 condo at $335,000 for sale.

CondoTownhouse

2 for sale

Via Lago at Hanging Moss

There are currently no homes for sale in Via Lago at Hanging Moss.

Townhouse

Villa Siena

1 home sold in the past year at $1,500,000.

Condo

$1,500,000

Villa View Park

There are currently 2 single-family homes from $1,295,000 to $2,390,000 for sale.

Single FamilyLand

$505,000–$1,810,000

Median $1,157,500

2 for sale

Village Green

There are currently 2 single-family homes from $439,000 to $479,900 for sale.

Single Family

$340,000

2 for sale

Villas of Casselberry

5 homes sold in the past year ranging from $260,000 to $419,900.

Single FamilyCondoTownhouse

$260,000–$419,900

Median $305,999

Virginia Heights

There are currently 1 single-family home at $1,495,000, 1 condo at $347,500 and 2 townhouses from $774,900 to $925,000 for sale.

Single FamilyCondoTownhouseLandMulti-UnitNew Construction

$775,000–$5,125,000

Median $1,487,500

4 for sale

Vistas at Lake Howell

There are currently 2 townhouses from $345,000 to $350,000 for sale.

Townhouse

$340,000–$360,000

Median $350,000

2 for sale

Waterbridge

There are currently 1 townhouse at $660,000, 1 land listing at $449,000 and 2 single-family homes from $699,900 to $1,050,000 for sale.

Single FamilyTownhouseLand

$540,000–$622,500

Median $581,250

4 for sale

Waterfall Cove

There are currently 4 condos from $99,900 to $205,000 for sale.

CondoNew Construction

$80,000–$135,000

Median $105,000

4 for sale

Waters Edge at Hawks Crest

There are currently 2 single-family homes from $900,000 to $1,550,000 for sale.

Single FamilyTownhouse

$1,075,000–$1,400,000

Median $1,234,800

2 for sale

Whispering Waters

There are currently 3 condos from $279,000 to $2,475,000 for sale.

CondoNew Construction55+ Active Adult

$267,500–$1,969,000

Median $389,000

3 for sale

Whisperwood

There are currently 5 condos from $134,900 to $270,000 for sale.

CondoTownhouseLandNew Construction

$120,500–$247,500

Median $177,000

5 for sale

Willa Grove

1 home sold in the past year at $460,000.

Single Family

$460,000

Williamsburg

1 home sold in the past year at $660,000.

Single FamilyLand

$660,000

Windsong

6 homes sold in the past year ranging from $1,155,500 to $2,050,000.

Single FamilyLand

$1,155,500–$2,050,000

Median $1,555,000

Windward Square

10 homes sold in the past year ranging from $183,000 to $324,000.

Single FamilyCondoTownhouse

$183,000–$324,000

Median $268,625

Winflor Court

There is currently 1 single-family home at $3,600,000 for sale.

Single FamilyNew Construction

$4,250,000

1 for sale

Winter Green

2 homes sold in the past year ranging from $295,000 to $300,000.

Single FamilyCondoTownhouse

$295,000–$300,000

Median $297,500

Winter Park Estates

There are currently 6 single-family homes from $380,000 to $530,000 for sale.

Single FamilyLandMulti-UnitNew Construction

$330,000–$540,000

Median $399,000

6 for sale

Winter Park Forest

There is currently 1 single-family home at $469,900 for sale.

Single Family

$439,000–$440,900

Median $439,950

1 for sale

Winter Park Gardens

There are currently 4 condos from $175,000 to $354,000 for sale.

CondoNew Construction55+ Active Adult

$195,000–$389,900

Median $245,000

4 for sale

Winter Park Heights

6 homes sold in the past year ranging from $875,000 to $3,275,000.

Single FamilyLand

$875,000–$3,275,000

Median $1,352,500

Winter Park Manor

1 home sold in the past year at $345,000.

Single Family

$345,000

Winter Park Oaks

There is currently 1 single-family home at $320,000 for sale.

Single FamilyNew Construction

$287,500

1 for sale

Winter Park Pines

There are currently 18 single-family homes from $299,900 to $775,000 for sale.

Single FamilyTownhouseLandNew Construction

$260,000–$795,000

Median $520,000

18 for sale

Winter Park Pines Condominiums

There are currently no homes for sale in Winter Park Pines Condominiums.

CondoTownhouse

Winter Park Village

There are currently 5 single-family homes from $620,000 to $2,394,500 and 1 land listing at $620,000 for sale.

Single FamilyLandNew Construction

$425,000–$1,395,000

Median $775,000

6 for sale

Winter Park Villas

There are currently 5 condos from $194,900 to $239,900 for sale.

Single FamilyCondoTownhouseNew Construction

$185,000–$220,000

Median $192,000

5 for sale

Winter Park Woods

There are currently 4 condos from $100,000 to $145,000 for sale.

CondoTownhouse

$68,000–$90,000

Median $72,000

4 for sale

Winter Woods

There are currently 6 single-family homes from $375,000 to $575,000 for sale.

Single FamilyNew Construction

$390,000–$567,000

Median $490,000

6 for sale

Woodcrest

There are currently 3 single-family homes from $310,000 to $495,000 for sale.

Single FamilyCondoTownhouseLandNew Construction

$300,000–$430,000

Median $347,450

3 for sale

Woodmere Terrace

3 homes sold in the past year ranging from $1,400,000 to $4,000,000.

Single Family

$1,400,000–$4,000,000

Median $1,654,000

Wrenwood

There are currently 4 single-family homes from $380,000 to $470,000 for sale.

Single FamilyTownhouseLand

$362,000–$489,000

Median $435,000

4 for sale

Wrenwood Condominiums

There are currently 1 townhouse at $220,000 and 2 condos from $185,000 to $188,800 for sale.

Single FamilyCondoTownhouse

$140,000–$215,000

Median $189,997.50

3 for sale

Wrenwood Heights

9 homes sold in the past year ranging from $320,000 to $528,000.

Single Family

$320,000–$528,000

Median $425,000

See all homes for sale in Winter Park

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