$2,999,000
PENDING

Estimated payment $18,841/month

Total Views 3,527
6 Beds
7.5 Baths
7,062 Sq Ft
$425 Price per Sq Ft

Highlights

  • Greenhouse
  • Pool House
  • Cape Cod Architecture
  • Burr Elementary School Rated A
  • Open Floorplan
  • Fruit Trees

About This Home

Welcome to 99 Old Academy Road, a distinguished Cape originally reimagined by local architect Richard Swann and thoughtfully expanded in 2019 by Alex Esposito. Arched-top dormers elevate the architecture, blending tradition with luxury. This residence offers 6 bedrooms plus a private two-level guest suite, 7 full / 3 half baths, all set on 2+ acres in lower Greenfield Hill. At the heart of the home, the kitchen offers an open layout with a spacious dining area, custom cabinetry, a floor-to-ceiling glass wine display, and walk-in pantry. The kitchen flows seamlessly onto a bluestone patio with a double-sided fireplace, perfect for indoor-outdoor living. The kitchen leads to the lower level, featuring a stone bar in the game room, a 10-seat cinema, and ample storage. The family room, with its built-ins, poolside views, and gas fireplace, offers an inviting year-round retreat, the main level also includes a private office. Upstairs, every bedroom is paired with its own private bath, each with a unique design. The custom mahogany library serves as a passage to the East Wing, where the main level offers a gym, poolside lounge, & outdoor shower, while the upper-level features three additional en-suite bedrooms and a second laundry room. Outdoors, enjoy wrap-a-round mahogany decks, multiple bluestone patios, a heated pool, volleyball court, pergola gardens, and fruit trees. 99 Old Academy Road isn't just a home, it's a lifestyle of elegance, comfort, and unforgettable spaces.

Listing Agent

Christine Howard

William Raveis Real Estate Brokerage Phone: (646) 239-5676 License #RES.0798049 Listed on: 10/02/2025

William Raveis Real Estate

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $37,341

Year Built

  • Built in 1937

Lot Details

  • 2.17 Acre Lot
  • Fruit Trees
  • Garden
  • Property is zoned AAA

Home Design

  • Cape Cod Architecture
  • Concrete Foundation
  • Block Foundation
  • Frame Construction
  • Wood Shingle Roof
  • Clap Board Siding

Interior Spaces

  • 7,062 Sq Ft Home
  • Open Floorplan
  • Sound System
  • Ceiling Fan
  • 3 Fireplaces
  • Self Contained Fireplace Unit Or Insert
  • Thermal Windows
  • French Doors
  • Mud Room
  • Entrance Foyer
  • Sitting Room
  • Bonus Room
  • Home Gym

Kitchen

  • Walk-In Pantry
  • Gas Range
  • Microwave
  • Ice Maker
  • Dishwasher
  • Wine Cooler

Bedrooms and Bathrooms

  • 6 Bedrooms

Laundry

  • Laundry Room
  • Laundry on main level
  • Dryer
  • Washer

Attic

  • Storage In Attic
  • Pull Down Stairs to Attic
  • Attic or Crawl Hatchway Insulated

Partially Finished Basement

  • Partial Basement
  • Crawl Space

Home Security

  • Home Security System
  • Smart Lights or Controls
  • Smart Thermostat

Parking

  • 3 Car Garage
  • Automatic Garage Door Opener

Eco-Friendly Details

  • Energy-Efficient Lighting

Pool

  • Pool House
  • In Ground Pool
  • Spa
  • Vinyl Pool

Outdoor Features

  • Wrap Around Balcony
  • Patio
  • Greenhouse
  • Gazebo
  • Breezeway
  • Rain Gutters

Location

  • Property is near shops
  • Property is near a golf course

Schools

  • Burr Elementary School
  • Tomlinson Middle School
  • Fairfield Warde High School

Utilities

  • Zoned Heating and Cooling
  • Heating System Uses Natural Gas
  • Programmable Thermostat
  • Power Generator
  • Tankless Water Heater
  • Cable TV Available

Listing and Financial Details

  • Exclusions: Gas Grill,
  • Assessor Parcel Number 129507

Home Details

Home Type

Single Family

Est. Annual Taxes

$37,341

Year Built

Built in 1937

Lot Details

0

Listing Details

  • Neighborhood: Greenfield Hill
  • Property Type: Single Family For Sale
  • Style: Cape Cod
  • Sq Ft Est Heated Above Grade: 7062
  • Total Sq Ft: 7062
  • Year Built: 1937
  • New Construction: No/Resale
  • Nearby Amenities: Golf Course, Health Club, Library, Paddle Tennis, Private School(s), Shopping/Mall
  • In Law Access: FIRST,SECND
  • Exclusions: Gas Grill,
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: Burr to Old Academy Road
  • Financing Used: Assumed Conventional
  • In Law Apartment: Possible
  • Street Type: Road
  • Office Attribution Contact: (203) 255-6841
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 6
  • Total Bathrooms: 8
  • Full Bathrooms: 7
  • Half Bathrooms: 1
  • Fireplaces: 3
  • Attic Description: Crawl Space, Storage Space, Pull-Down Stairs
  • Basement Description: Partial, Partially Finished
  • Interior Amenities: Audio System, Auto Garage Door Opener, Cable - Available, Open Floor Plan, Security System
  • Appliances: Gas Range, Microwave, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
  • Additional Rooms: Bonus Room, Foyer, Greenhouse, Gym, Laundry Room, Mud Room, Sitting Room
  • Laundry Room Info: Main Level, Upper Level
  • Attic: Yes
  • Home Automation: Lighting, Thermostat(s)

Exterior Features

  • Exterior Features: Breezeway, Wrap Around Deck, Gutters, Hot Tub, French Doors, Patio, Fruit Trees, Gazebo, Garden Area
  • Exterior Siding: Clapboard
  • Foundation Type: Block, Concrete
  • Roof Information: Wood Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: Yes
  • Pool: Pool House, Vinyl, In Ground Pool
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 3
  • Garage And Parking: Attached Garage

Utilities

  • Cooling System: Ceiling Fans, Central Air, Zoned
  • Heat Type: Hot Air
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Natural Gas, Tankless Hotwater
  • Water Source: Public Water Connected
  • Sewer: Septic

Green Features

  • Energy Features: Fireplace Insert, Generator, Programmable Thermostat, Thermopane Windows

Lot Info

  • Acres: 2.17
  • Lot Description: Level Lot Cleared Professionally Landscaped
  • Zoning: AAA
  • Parcel #: 129507

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 37341

MLS Schools

  • Elementary School: Burr
  • Middle Jr High School: Tomlinson
  • High School: Fairfield Warde

Map

Range of Values:

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Value Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $37,341 $1,315,300 $374,430 $940,870
2024 $36,697 $1,315,300 $374,430 $940,870
2023 $36,184 $1,315,300 $374,430 $940,870
2022 $35,829 $1,315,300 $374,430 $940,870
2021 $35,487 $1,315,300 $374,430 $940,870
2020 $25,845 $964,740 $454,860 $509,880
2019 $25,845 $964,740 $454,860 $509,880
2018 $25,431 $964,740 $454,860 $509,880
2017 $24,910 $964,740 $454,860 $509,880
2016 $24,553 $964,740 $454,860 $509,880
2015 $24,077 $971,250 $512,890 $458,360
2014 $23,699 $971,250 $512,890 $458,360
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
10/09/2025 10/09/25 Pending -- -- --
10/02/2025 10/02/25 For Sale $2,999,000 +85.1% $425 / Sq Ft
07/26/2019 07/26/19 Sold $1,620,000 -4.4% $303 / Sq Ft View Prior Sale
06/25/2019 06/25/19 Pending -- -- --
05/01/2019 05/01/19 For Sale $1,695,000 -3.1% $317 / Sq Ft
05/09/2016 05/09/16 Sold $1,750,000 0.0% $317 / Sq Ft View Prior Sale
04/09/2016 04/09/16 Pending -- -- --
02/16/2016 02/16/16 For Sale $1,750,000 -- $317 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $1,620,000 --
Warranty Deed $1,620,000 --
Warranty Deed $1,750,000 --
Warranty Deed $1,750,000 --
Warranty Deed $645,000 --
Warranty Deed $645,000 --
Warranty Deed $1,525,000 --
Warranty Deed $1,525,000 --
Warranty Deed $645,000 --
Warranty Deed $645,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $225,000 Purchase Money Mortgage
Source: Public Records

Source: SmartMLS

MLS Number: 24130154

SmartMLS

APN: FAIR-000150-000000-000025