27 Morningside Dr S
Westport, CT 06880
Greens Farms
4 Beds
4 Baths
6,214 sqft (on 1.04 acres)
4 Beds
4 Baths
6,214 sqft
(on 1.04 acres)
Homes for sale near 27 Morningside Dr S
NEW - 1 DAY AGONEW CONSTRUCTION0.55 ACRESWestport Residential, LLC.- 1.07 ACRESWilliam Pitt Sotheby's Int'l
- 2.01 ACRESHiggins Group Real Estate
- NEW CONSTRUCTION1 ACREThe Riverside Realty Group
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Apartments for Rent
- PET FRIENDLY$2,299 - $3,403/moFees may applyStudio-1 bd1 ba1177 Greens Farms | 1177 Post Rd E #129,
Westport, CT 06880 - PET FRIENDLY
- APPLY INSTANTLY
- NEW - 49 MIN AGOAPPLY INSTANTLY
- NEW - 14 HRS AGOAPPLY INSTANTLYPET FRIENDLYFURNISHED
- APPLY INSTANTLYPET FRIENDLY
- APPLY INSTANTLYPET FRIENDLY
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Local Information
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Description
Stylish custom built Green Farms Colonial with wonderful curb appeal will be a treat to the senses! Drive thru stone pillars and immediately be greeted by the welcoming wrap around porch. Upon entry the house boasts 10-foot ceilings, sleek hardwood floors and decorative lighting - all evidence of the owners attention to detail. Large modern kitchen with walk-in pantry opens to the two-story family room with stone fireplace. Warm yourself here or in the formal living room adjacent to the front foyer. Dine casually in the updated kitchen or pass thru the butlers pantry and entertain guests in the designer dining room overlooking the sprawling front yard. Similar views inspire while working in the light-filled first floor home office. Both front and rear staircases each access the bedroom level. The primary bedroom and its updated bath, multiple closets and sitting room provide a calm haven after a busy day. All bedrooms are generously sized with walk-in closets and modern baths. 27 Morningside has a spacious walk-up third level plus a lower level gym and playroom with bath. This level also features high ceilings and its own infinite expansion possibilities. Don't miss the three-car garage, bluestone patio, and the picturesque rock garden which includes a three-tier waterfall and a koi pond. Just minutes to the train, walk to school, bike to Burying Hill Beach. Definitely a special Westport gem!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 27 Morningside Dr S
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Interior Details BasementAtticNumber of Rooms: 11 |
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2 |
Appliances & Utilities DishwasherMicrowaveRefrigerator |
Fireplace & Spa FireplaceHot Tub or Spa |
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Exterior Home Features Roof: AsphaltExterior: WoodPatio |
Parking & Garage GarageParking Spaces: 3Parking: Garage Attached |
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Year Built Year Built: 1999 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 1.04 acres |
Price History for 27 Morningside Dr S
| Date | Price | Event | Source |
|---|---|---|---|
| 03/07/2022 | $2,525,000 | Sold | Smart MLS #170460103 |
| 01/21/2022 | $2,349,000 | Contingent | Smart MLS #170460103 |
| 01/13/2022 | $2,349,000 | Listed For Sale | Smart MLS #170460103 |
| 09/26/2011 | $1,830,000 | Sold | Smart MLS #98508260 |
| 06/30/2000 | $1,690,000 | Sold | Smart MLS #98022993 |
| 07/28/1998 | $530,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $30,593 |
| Assessment | $1,622,100 |
Home facts updated by county records
Comparable Sales for 27 Morningside Dr S
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.15 | Single-Family Home | $2,725,000 | 09/29/25 | 5 | 4.5 | 4,847 | |
0.10 | Single-Family Home | $4,025,000 | 09/15/25 | 6 | 7 | 6,960 | |
0.16 | Single-Family Home | $1,630,000 | 04/14/26 | 4 | 3 | 2,959 | |
0.32 | Single-Family Home | $2,400,000 | 07/18/25 | 4 | 4.5 | 3,764 | |
0.31 | Single-Family Home | $1,639,500 | 08/04/25 | 4 | 2.5 | 3,419 | |
0.56 | Single-Family Home | $2,200,000 | 04/17/26 | 4 | 3 | 3,377 | |
0.20 | Single-Family Home | $1,600,000 | 05/30/25 | 4 | 2.5 | 2,052 | |
0.28 | Single-Family Home | $1,425,000 | 06/20/25 | 3 | 2.5 | 2,714 | |
0.72 | Single-Family Home | $3,250,000 | 04/02/26 | 5 | 4.5 | 5,056 | |
0.28 | Single-Family Home | $3,879,000 | 08/15/25 | 6 | 7 | 7,861 |
Assigned Schools
These are the assigned schools for 27 Morningside Dr S.
- Green's Farms School
- K-5
- Public
- 442 Students
9/10GreatSchools RatingParent Rating Averagetrash school with terrible teachers would not recommend this school at allParent Review3y ago - Bedford Middle School
- 6-8
- Public
- 729 Students
8/10GreatSchools RatingParent Rating AverageThree years ago today I read reviews about students standing up in science classes and being sent an email home. My child wouldn’t even be on the wrong side of a teacher prompting an unjust punishment, I thought. However, in my child’s final year, counselors have provided insufficient help and answers to her problems, and my email had a letter from the science teacher saying my child was very disrespectful. As a single parent, and someone who was told by said teacher that they never notified my child of their “disruptive action, while only table-wide” I feel that my time is wasted on a school I must have my kid go to, as I have no money for private school. Additionally, after these meetups and debacles with the science teacher, my kid started developing stress like she never had before. Violent face touching, overt sharing of personal info, in an attempt to assimilate, a felt need never encountered by my kid before. Finally, the substitute of the troubling science class once said “Ye is a genius”. As a Jewish immigrant fleeing from Yemen, it’s not great to hear speech like this in a destination where you think you’ve made it like Westport CT.Other Review2mo ago - Staples High School
- 9-12
- Public
- 1686 Students
10/10GreatSchools RatingParent Rating AverageParents of freshman and junior girls. We moved from city over Covid. There seems to be lots of families recently transplanted from nyc and brooklyn. We loved our city schools but we feel these are just as good about Staples , Bedford and Long Lots. Our staples girls are really thriving and well supported by teachers and staff. A lot of last years seniors ended up in Ivy League colleges.Parent Review1y ago 
Check out schools near 27 Morningside Dr S.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Greens Farms
At least 1 Trulia users voted on each feature.
100 % Say streets are well-lit
100 % Say it's dog friendly
100 % Say there's holiday spirit
100 % Say neighbors are friendly
100 % Say they plan to stay for at least 5 years
Learn more about our methodology.
LGBTQ Local Legal Protections
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Homes for rent near 27 Morningside Dr S
- NEW - 1 DAY AGOAPPLY INSTANTLYPET FRIENDLY
- APPLY INSTANTLY
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- APPLY INSTANTLYPET FRIENDLYFURNISHEDROOM FOR RENT
- APPLY INSTANTLYPET FRIENDLY
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- APPLY INSTANTLY
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Off Market Homes Near 27 Morningside Dr S
- SOLDMAY 4, 2026Serhant Connecticut LLC
- SOLDMAY 1, 2026Serhant Connecticut, LLC
- SOLDMAY 1, 2026Coldwell Banker Realty
- SOLDAPR 30, 2026Berkshire Hathaway NE Prop.
- SOLDAPR 27, 2026Coldwell Banker Realty
- SOLDAPR 23, 2026Coldwell Banker Realty
- SOLDAPR 23, 2026Compass Connecticut, LLC
- SOLDAPR 22, 2026Coldwell Banker Realty
- SOLDAPR 22, 2026Coldwell Banker Realty
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Explore by feature
PET FRIENDLY$2,299 - $3,403/moFees may applyStudio-1 bd1 ba1177 Greens Farms | 1177 Post Rd E #129,
Westport, CT 06880
PET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
PET FRIENDLY
NEW - 14 HRS AGOAPPLY INSTANTLYPET FRIENDLYFURNISHED
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
PET FRIENDLY
PET FRIENDLY
27 Morningside Dr S, Westport, CT 06880 is a 4 bedroom, 5 bathroom, 6,214 sqft single-family home built in 1999. 27 Morningside Dr S is located in Greens Farms, Westport. This property is not currently available for sale. 27 Morningside Dr S was last sold on Mar 7, 2022 for $2,525,000. The current Trulia Estimate for 27 Morningside Dr S is $3,549,500.