49 Winnie Ln
Poughkeepsie, NY 12603
Red Oaks Mill
2 Beds
1 Bath
1,080 sqft (on 0.50 acres)
2 Beds
1 Bath
1,080 sqft
(on 0.50 acres)
Local Information
- Map ViewExplore the area around 49 Winnie Ln.
- Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Description
This single-family home is located at 49 Winnie Ln, Poughkeepsie, NY. 49 Winnie Ln is in the Red Oaks Mill neighborhood in Poughkeepsie, NY and in ZIP code 12603. This property has 2 bedrooms, 1 bathroom and approximately 1,080 sqft of floor space. This property has a lot size of 0.50 acres and was built in 1960.
49 Winnie Ln, Poughkeepsie, NY 12603 is a 2 bedroom, 1 bathroom, 1,080 sqft single-family home in Red Oaks Mill, built in 1960. It last sold for $140,000 on Oct 10, 2013. It is currently off market. The Trulia Estimate is $364,200, with a rent estimate of $2,705/month.
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 49 Winnie Ln
|
|---|
Heating & Cooling Heating: Other, OtherAir ConditioningCooling System: CentralHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 1.5 |
Fireplace & Spa Fireplace |
|
|---|
Year Built Year Built: 1960Year Updated: 1980 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
|
|---|
Exterior Home Features Exterior: Other |
Parking & Garage GarageParking: Garage Attached |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 0.50 acres |
Price History for 49 Winnie Ln
| Date | Price | Event | Source |
|---|---|---|---|
| 10/10/2013 | $140,000 | Sold | OneKey® MLS as distributed by MLS GRID #M317556 |
Market trends in Poughkeepsie
Last updated May 2026
Avg. sale price
$380K
$4KMoM
Sale-to-List Price
100.0%
0.1%MoM
Price per sq ft
$236
$2MoM
Available listings
192
28MoM
- Results are loading
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $332,100 |
Home facts updated by county records
Comparable Sales for 49 Winnie Ln
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.05 | Single-Family Home | $368,000 | 09/08/25 | 3 | 1 | 1,134 | |
0.35 | Single-Family Home | $115,000 | 08/08/25 | 2 | 1 | 752 | |
0.28 | Single-Family Home | $325,000 | 12/31/25 | 3 | 1 | 1,124 | |
0.14 | Single-Family Home | $429,000 | 05/06/26 | 3 | 2 | 1,773 | |
0.22 | Single-Family Home | $362,500 | 07/22/25 | 3 | 1.5 | 1,400 | |
0.30 | Single-Family Home | $412,500 | 01/16/26 | 3 | 1.5 | 1,534 | |
0.21 | Single-Family Home | $395,000 | 02/03/26 | 3 | 2 | 2,084 | |
0.49 | Single-Family Home | $388,000 | 04/22/26 | 3 | 1 | 1,412 | |
0.69 | Single-Family Home | $425,000 | 03/30/26 | 3 | 1 | 1,302 | |
0.45 | Single-Family Home | $439,900 | 07/30/25 | 3 | 2 | 1,400 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDOCT 27, 2025Vision Alliance Realty Inc.
OFF MARKET1st Independent Realty Grp
SOLDMAY 6, 2026K. Fortuna Realty, Inc.
OFF MARKETKeller Williams Realty Partner
OFF MARKETChristie's Int. Real Estate
OFF MARKETKeller Williams Realty Partner
SOLDFEB 3, 2026Houlihan Lawrence Inc.
OFF MARKETBHHS Hudson Valley Properties
Assigned Schools
These are the assigned schools for 49 Winnie Ln.
- Kinry Road Elementary School
- PK-6
- Public
- 368 Students
6/10GreatSchools RatingParent Rating Averagemy main issue with the school is too much unsupervised time where kids have the opportunity to bully and no one seems to do anything about it. My child is bullied mainly on the bus. She says the bus driver plays music so loud she doesn't hear what is going on. A lot also goes on in the lunch room and on the play ground. I don't think the new principal has a clue. She has a great teacher and is learning in the classroom but does not want to go to school because of problems with other students.Parent Review14y ago - Roy C Ketcham Senior High School
- 9-12
- Public
- 1557 Students
6/10GreatSchools RatingParent Rating AverageGreat HS! My daughter was able to enjoy a fabulous theatre arts dept and music. The plays were magnificent. The choir, band, orchestra were equally amazing. Great clubs after school. Teachers very responsive.Parent Review4y ago - Vassar Road Elementary School
- PK-2
- Public
- 294 Students
NAGreatSchools RatingParent Rating AverageWonderful small school with incredible staff! Both of my chick seen attended Vassar and they both had great experiences that have them their needed foundations and prepared them for more intense work at the higher grade levels.Parent Review5y ago - Wappingers Junior High School
- 7-8
- Public
- 764 Students
4/10GreatSchools RatingParent Rating AverageMy son has had an amazing transition to Wapp Jr. The teachers have been extremely helpful and supportive.Parent Review2y ago 
Check out schools near 49 Winnie Ln.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Red Oaks Mill
At least 1 Trulia users voted on each feature.
100 % Say neighbors are friendly
100 % Say there are community events
100 % Say they plan to stay for at least 5 years
100 % Say yards are well-kept
100 % Say it's quiet
100 % Say there's wildlife
100 % Say parking is easy
100 % Say car is needed
100 % Say people would walk alone at night
100 % Say kids play outside
100 % Say it's walkable to restaurants
50 % Say it's dog friendly
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
PET FRIENDLY$1,875 - $2,675/mo1-3 bd1-2 baVillage Crest Apartments | 510 Maloney Rd #N02,
Poughkeepsie, NY 12603Houlihan-Parnes Realtors
PET FRIENDLYFidelity Real Estate Management LLC
PET FRIENDLY$2,275 - $2,595/mo1-2 bd1 baCountry Club Apartments | 19 Anthony Dr #3fa719143,
Poughkeepsie, NY 12601Ventus Capital
See more homes for rent inPoughkeepsie
Explore by feature - Pet Friendly
- SPECIAL OFFERPET FRIENDLY$1,875 - $2,675/mo1-3 bd1-2 baVillage Crest Apartments | 510 Maloney Rd #N02,
Poughkeepsie, NY 12603Houlihan-Parnes Realtors 
SPECIAL OFFERPET FRIENDLYRose Associates
PET FRIENDLYTotal price$1,865 - $2,215/mo1-2 bd1 baRidgefield Apartments | 6 Jackman Dr #1419303,
Poughkeepsie, NY 12603Hub Realty Associates
PET FRIENDLYTotal price$1,945 - $2,105/mo1-2 bd1 baDutchess Apartments | 106 Van Wagner Rd #1419241,
Poughkeepsie, NY 12603Hub Realty Associates- PET FRIENDLY$2,275 - $2,595/mo1-2 bd1 baCountry Club Apartments | 19 Anthony Dr #3fa719143,
Poughkeepsie, NY 12601Ventus Capital 
PET FRIENDLY
SPECIAL OFFERPET FRIENDLYLease UP! LLC
PET FRIENDLYBaxter Property Management
PET FRIENDLY
Explore by feature - Garage
PET FRIENDLYBaxter Property Management
APPLY INSTANTLYPET FRIENDLYFaze One Funding
APPLY INSTANTLYPET FRIENDLY
NEW - 1 DAY AGOExit Realty Connections
Berkshire Hathaway HomeServices Hudson Valley Properties
Explore by feature - Air Conditioning
- SPECIAL OFFERPET FRIENDLY$1,875 - $2,675/mo1-3 bd1-2 baVillage Crest Apartments | 510 Maloney Rd #N02,
Poughkeepsie, NY 12603Houlihan-Parnes Realtors - PET FRIENDLYTotal price$1,865 - $2,215/mo1-2 bd1 baRidgefield Apartments | 6 Jackman Dr #1419303,
Poughkeepsie, NY 12603Hub Realty Associates - PET FRIENDLYTotal price$1,945 - $2,105/mo1-2 bd1 baDutchess Apartments | 106 Van Wagner Rd #1419241,
Poughkeepsie, NY 12603Hub Realty Associates - PET FRIENDLY$2,275 - $2,595/mo1-2 bd1 baCountry Club Apartments | 19 Anthony Dr #3fa719143,
Poughkeepsie, NY 12601Ventus Capital - PET FRIENDLY
PET FRIENDLY- PET FRIENDLYBaxter Property Management
- PET FRIENDLY
PET FRIENDLYBaxter Property Management
Explore by feature - Pool
- PET FRIENDLYTotal price$1,865 - $2,215/mo1-2 bd1 baRidgefield Apartments | 6 Jackman Dr #1419303,
Poughkeepsie, NY 12603Hub Realty Associates - PET FRIENDLYTotal price$1,945 - $2,105/mo1-2 bd1 baDutchess Apartments | 106 Van Wagner Rd #1419241,
Poughkeepsie, NY 12603Hub Realty Associates - PET FRIENDLY$2,275 - $2,595/mo1-2 bd1 baCountry Club Apartments | 19 Anthony Dr #3fa719143,
Poughkeepsie, NY 12601Ventus Capital - PET FRIENDLY
- APPLY INSTANTLYPET FRIENDLYFaze One Funding
- NEW - 2 DAYS AGOAPPLY INSTANTLYPET FRIENDLYFURNISHED
Explore by feature - Washer/dryer
- SPECIAL OFFERPET FRIENDLY$1,875 - $2,675/mo1-3 bd1-2 baVillage Crest Apartments | 510 Maloney Rd #N02,
Poughkeepsie, NY 12603Houlihan-Parnes Realtors - PET FRIENDLYTotal price$1,865 - $2,215/mo1-2 bd1 baRidgefield Apartments | 6 Jackman Dr #1419303,
Poughkeepsie, NY 12603Hub Realty Associates - PET FRIENDLYTotal price$1,945 - $2,105/mo1-2 bd1 baDutchess Apartments | 106 Van Wagner Rd #1419241,
Poughkeepsie, NY 12603Hub Realty Associates - PET FRIENDLY$2,275 - $2,595/mo1-2 bd1 baCountry Club Apartments | 19 Anthony Dr #3fa719143,
Poughkeepsie, NY 12601Ventus Capital - PET FRIENDLY
- SPECIAL OFFERPET FRIENDLYLease UP! LLC
- PET FRIENDLYBaxter Property Management
- PET FRIENDLY
Explore by feature - Outdoor Space
APPLY INSTANTLY- PET FRIENDLYFidelity Real Estate Management LLC
NEW - 12 MIN AGOAPPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLY
Homes for sale near 49 Winnie Ln
1.55 ACRESListing by: BHHS Hudson Valley Properties
0.39 ACRESListing by: BHHS Hudson Valley Properties
0.46 ACRESListing by: HomeSmart Homes & Estates
0.59 ACRESListing by: BHHS Hudson Valley Properties
0.45 ACRESListing by: Houlihan Lawrence Inc.
0.3 ACRESListing by: Century 21 Hudson Valley Rlty.
0.25 ACRESListing by: BHHS Hudson Valley Properties
0.4 ACRESListing by: Keller Williams Realty Partner
See more homes for sale inPoughkeepsie
Off Market Homes Near 49 Winnie Ln
SOLDJUL 2, 2026BHHS Hudson Valley Properties
SOLDJUL 1, 2026Century 21 Alliance Rlty Group
SOLDJUL 1, 2026BHHS Hudson Valley Properties
SOLDJUN 30, 2026Houlihan Lawrence Inc.
SOLDJUN 30, 2026KW Hudson Valley North
SOLDJUN 29, 2026Christie's Int. Real Estate
SOLDJUN 26, 2026Houlihan Lawrence Inc.
SOLDJUN 26, 2026Keller Williams Realty Partner- See more homes for sale inPoughkeepsie
