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$20,000 Total Monthly Price

25 Hillside Dr, Sherman, CT 06784

Last Updated:

What This House Offers

Summer furnished rental opportunity! A true waterfront retreat with direct frontage on Candlewood Lake, this hidden gem is tucked away behind a perimeter of... mature trees, offering a private and peaceful setting within the private Holiday Point Association. The community invites an active lifestyle with scenic opportunities for walking, hiking, and biking. Outdoor living shines here, featuring an expansive 107' x 12' deck and a heated in-ground pool. A gentle path leads to the water's edge, where a private dock accommodates you. Designed for both entertaining and flexible, multi-generational living, this fully remodeled home is spacious and filled with natural light. Most rooms feature sliding doors that open to decks or balconies. The main level includes a living room with fireplace and deck access, flowing into a dining room and kitchen. A den/additional bedroom with French doors to the deck, along with fully remodeled bath completes this level. Upstairs, the impressive vaulted primary suite offers a gas fireplace, private balcony, oversized walk-in closet, and spa-like bath. An additional vaulted bedroom with its own balcony and loft, along with a full bath, provides ample space. The finished lower level expands the living area even further, with a family room featuring a wet bar a media/game room, a full bath, and plenty of storage. June: 15k, July: 20k, August: 20k, Reach out for multiple month discounts.

Unit

  • $20,000 Total Monthly Price
  • 4 Beds
  • 4 Baths
  • 2420 sq. ft.
  • Available Now

Home Features

  • Air Conditioning
  • Attic
  • Basement
  • Deck
  • Dishwasher
  • Fireplace
  • Heating
  • Kitchen
  • Microwave
  • Range

Community Features

  • Waterfront

25 Hillside Dr is a single-family home for rent in Sherman, CT

Home Details

Home Design

  • Built in 1955
  • Colonial Architecture
  • Vertical Siding

Interior Spaces

  • Vaulted Ceiling
  • 2 Fireplaces
  • French Doors
  • 3303 Sq Ft Home

Kitchen

  • Electric Range
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • 3.5 Bathrooms
  • 4 Bedrooms | 4 Bathrooms
  • 4 Bedrooms

Laundry

  • Laundry on lower level

Attic

  • Attic
  • Pull Down Stairs to Attic

Basement

  • Basement Fills Entire Space Under The House

Parking

  • Private Driveway
  • Parking Deck
  • 1 Car Garage

Pool

  • Heated In Ground Pool
  • Vinyl Pool

Outdoor Features

  • Deck
  • Balcony
  • Shed

Lot Details

  • 7841 Sq Ft Lot
  • Waterfront

Location

  • Property is near golf course

Utilities

  • Zoned Heating and Cooling
  • Private Company Owned Well
  • Electric Water Heater
  • Fuel Tank Located in Basement
  • Heat Pump System
  • Heating System Uses Oil

Listing and Financial Details

  • Assessor Parcel Number 310854

Community Details

Overview

  • $90 Monthly HOA Fees
  • Association fees include lake/beach access, grounds maintenance, snow removal, road maintenance

Pet Policy

  • Pets Allowed

Explore Commute Options

Destination Address
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What's nearby 25 Hillside Dr

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About the Listing Agent

Primary Contact Photo

Gary Crawford

LISTING AGENT

RE/MAX RISE

Gary has been in the real estate industry for over 8 years. After graduating from the University of New Haven with a double major in Marketing and Entrepreneurship, he moved to Las Vegas to start his real estate ventures. His first property was a live-in house hack. After that, he went all in on real estate and has since completed 150+ transactions between wholesales, fix and flips, rentals, and traditional sales throughout Nevada, New Mexico, California, Florida, Ohio, and New York/Connecticut. Gary's primary focus is now on the acquisition, underwriting, and asset management for Flippin' CT. He specializes in the buying and selling of investment properties.

Area Scores

Walkability

Not walkable10 / 100

Driveability

Exceptionally drivable90 / 100

Bikeability

Somewhat bikeable30 / 100

Scores provided by

Travel and Transit

Commuter Rail
21 min Drive

Local Education

Primary and Secondary Schools

undefined rating

Grace Christian Academy

Grades K-8

Private

8 rating

Sherman School

Grades PK-8

Public

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Mizzentop Day School

Grades PK-8

Private

8 rating

Pawling High School

Grades 9-12

Public

undefined rating

Canterbury School

Grades 9-12

Private

Data provided by GreatSchools.org © 2026. All rights reserved.

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Discover Danbury/Newtown/Monroe, Sherman, CT

Airports

Living in Danbury/Newtown/Monroe provides easy access to New York Stewart International, located just 71 minutes from 25 Hillside Dr.

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