Homes for Sale Under 800K in Old Saybrook Town, CT

23 Homes for Sale

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Photo 3 of Single family home for sale at 25 River Ave, Old Saybrook, CT 06475 | MLS# 24183581 | Listing updated on 2026-10-11

Photo 1 of Single family home for sale at 25 River Ave, Old Saybrook, CT 06475 | MLS# 24183581 | Listing updated on 2026-10-11

Photo 2 of Single family home for sale at 25 River Ave, Old Saybrook, CT 06475 | MLS# 24183581 | Listing updated on 2026-10-11

$800,000

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2Bds

1Ba

1,478sqft

Single family home for sale

25 River Ave, Old Saybrook, CT 06475

William Raveis Real Estate

Photo 3 of Single family home for sale at 119 Great Hammock Rd, Old Saybrook, CT 06475 | MLS# 24189317 | Listing updated on 2026-09-19

Photo 1 of Single family home for sale at 119 Great Hammock Rd, Old Saybrook, CT 06475 | MLS# 24189317 | Listing updated on 2026-09-19

Photo 2 of Single family home for sale at 119 Great Hammock Rd, Old Saybrook, CT 06475 | MLS# 24189317 | Listing updated on 2026-09-19

$799,999

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3Bds

2Ba

1,834sqft

Single family home for sale

119 Great Hammock Rd, Old Saybrook, CT 06475

William Pitt Sotheby'S Int'L

Photo 3 of Single family home for sale at 3 Anchorage Ln, Old Saybrook, CT 06475 | MLS# 24205326 | Listing updated on 2026-10-10

Photo 1 of Single family home for sale at 3 Anchorage Ln, Old Saybrook, CT 06475 | MLS# 24205326 | Listing updated on 2026-10-10

Photo 2 of Single family home for sale at 3 Anchorage Ln, Old Saybrook, CT 06475 | MLS# 24205326 | Listing updated on 2026-10-10

$799,900

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4Bds

3Ba

2,496sqft

Single family home for sale

3 Anchorage Ln, Old Saybrook, CT 06475

William Raveis Real Estate

Photo 3 of Single family home for sale at 5 Tudor Ct E, Old Saybrook, CT 06475 | MLS# 24204260 | Listing updated on 2026-09-30

Photo 1 of Single family home for sale at 5 Tudor Ct E, Old Saybrook, CT 06475 | MLS# 24204260 | Listing updated on 2026-09-30

Photo 2 of Single family home for sale at 5 Tudor Ct E, Old Saybrook, CT 06475 | MLS# 24204260 | Listing updated on 2026-09-30

$795,000

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3Bds

1Ba

2,002sqft

Single family home for sale

5 Tudor Ct E, Old Saybrook, CT 06475

Coldwell Banker Realty

Photo 3 of Condo for sale at (Undisclosed), Old Saybrook, CT 06475 | MLS# 24208703 | Listing updated on 2026-09-30

Photo 1 of Condo for sale at (Undisclosed), Old Saybrook, CT 06475 | MLS# 24208703 | Listing updated on 2026-09-30

Photo 2 of Condo for sale at (Undisclosed), Old Saybrook, CT 06475 | MLS# 24208703 | Listing updated on 2026-09-30

$780,000

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3Bds

2Ba

1,593sqft

Condo for sale

(Undisclosed), Old Saybrook, CT 06475

Berkshire Hathaway Ne Prop.

Price Drop: $20K

Photo 3 of Single family home for sale at 71 Knollwood Dr, Old Saybrook, CT 06475 | MLS# 24200281 | Listing updated on 2026-10-16

Photo 1 of Single family home for sale at 71 Knollwood Dr, Old Saybrook, CT 06475 | MLS# 24200281 | Listing updated on 2026-10-16

Photo 2 of Single family home for sale at 71 Knollwood Dr, Old Saybrook, CT 06475 | MLS# 24200281 | Listing updated on 2026-10-16

$750,000

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3Bds

2Ba

1,856sqft

Single family home for sale

71 Knollwood Dr, Old Saybrook, CT 06475

Houlihan Lawrence Wd

Price Drop: $29K

Open House

Photo 3 of Townhouse for sale at 100 Dudley Ave #F30, Old Saybrook, CT 06475 | MLS# 24200662 | Listing updated on 2026-10-12

Photo 1 of Townhouse for sale at 100 Dudley Ave #F30, Old Saybrook, CT 06475 | MLS# 24200662 | Listing updated on 2026-10-12

Photo 2 of Townhouse for sale at 100 Dudley Ave #F30, Old Saybrook, CT 06475 | MLS# 24200662 | Listing updated on 2026-10-12

$750,000

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2Bds

3Ba

1,565sqft

Townhouse for sale

100 Dudley Ave #F30, Old Saybrook, CT 06475

Coldwell Banker Realty

Photo 3 of Single family home for sale at 6 Nutmeg Cir, Old Saybrook, CT 06475 | MLS# 24204473 | Listing updated on 2026-10-11

Photo 1 of Single family home for sale at 6 Nutmeg Cir, Old Saybrook, CT 06475 | MLS# 24204473 | Listing updated on 2026-10-11

Photo 2 of Single family home for sale at 6 Nutmeg Cir, Old Saybrook, CT 06475 | MLS# 24204473 | Listing updated on 2026-10-11

$749,000

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3Bds

3Ba

2,205sqft

Single family home for sale

6 Nutmeg Cir, Old Saybrook, CT 06475

Berkshire Hathaway Ne Prop.

Photo 3 of Single family home for sale at 6 Willard St, Old Saybrook, CT 06475 | MLS# 24202240 | Listing updated on 2026-09-18

Photo 1 of Single family home for sale at 6 Willard St, Old Saybrook, CT 06475 | MLS# 24202240 | Listing updated on 2026-09-18

Photo 2 of Single family home for sale at 6 Willard St, Old Saybrook, CT 06475 | MLS# 24202240 | Listing updated on 2026-09-18

$699,900

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3Bds

2Ba

1,913sqft

Single family home for sale

6 Willard St, Old Saybrook, CT 06475

Kw Legacy Partners

Photo 3 of Single family home for sale at 18 Shepard St, Old Saybrook, CT 06475 | MLS# 24201611 | Listing updated on 2026-09-09

Photo 1 of Single family home for sale at 18 Shepard St, Old Saybrook, CT 06475 | MLS# 24201611 | Listing updated on 2026-09-09

Photo 2 of Single family home for sale at 18 Shepard St, Old Saybrook, CT 06475 | MLS# 24201611 | Listing updated on 2026-09-09

$699,900

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3Bds

2Ba

2,114sqft

Single family home for sale

18 Shepard St, Old Saybrook, CT 06475

William Pitt Sotheby'S Int'L

Photo 3 of Single family home for sale at 5 Connally Dr, Old Saybrook, CT 06475 | MLS# 24208801 | Listing updated on 2026-10-10

Photo 1 of Single family home for sale at 5 Connally Dr, Old Saybrook, CT 06475 | MLS# 24208801 | Listing updated on 2026-10-10

Photo 2 of Single family home for sale at 5 Connally Dr, Old Saybrook, CT 06475 | MLS# 24208801 | Listing updated on 2026-10-10

$699,000

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3Bds

3Ba

2,606sqft

Single family home for sale

5 Connally Dr, Old Saybrook, CT 06475

William Pitt Sotheby'S Int'L

Photo 3 of Single family home for sale at 11 Kitteridge Hl Rd, Old Saybrook, CT 06475 | MLS# 24197434 | Listing updated on 2026-10-07

Photo 1 of Single family home for sale at 11 Kitteridge Hl Rd, Old Saybrook, CT 06475 | MLS# 24197434 | Listing updated on 2026-10-07

Photo 2 of Single family home for sale at 11 Kitteridge Hl Rd, Old Saybrook, CT 06475 | MLS# 24197434 | Listing updated on 2026-10-07

$699,000

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3Bds

3Ba

2,755sqft

Single family home for sale

11 Kitteridge Hl Rd, Old Saybrook, CT 06475

William Pitt Sotheby'S Int'L

Photo 3 of Single family home for sale at 9 Old Colony Rd, Old Saybrook, CT 06475 | MLS# 24190279 | Listing updated on 2026-10-04

Photo 1 of Single family home for sale at 9 Old Colony Rd, Old Saybrook, CT 06475 | MLS# 24190279 | Listing updated on 2026-10-04

Photo 2 of Single family home for sale at 9 Old Colony Rd, Old Saybrook, CT 06475 | MLS# 24190279 | Listing updated on 2026-10-04

$675,000

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4Bds

2Ba

1,344sqft

Single family home for sale

9 Old Colony Rd, Old Saybrook, CT 06475

Coldwell Banker Realty

Photo 3 of Single family home for sale at 96 Chalker Beach Rd, Old Saybrook, CT 06475 | MLS# 24174666 | Listing updated on 2026-09-09

Photo 1 of Single family home for sale at 96 Chalker Beach Rd, Old Saybrook, CT 06475 | MLS# 24174666 | Listing updated on 2026-09-09

Photo 2 of Single family home for sale at 96 Chalker Beach Rd, Old Saybrook, CT 06475 | MLS# 24174666 | Listing updated on 2026-09-09

$649,900

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3Bds

1Ba

968sqft

Single family home for sale

96 Chalker Beach Rd, Old Saybrook, CT 06475

Coldwell Banker Realty

Open House

No HOA

Photo 3 of Single family home for sale at 8 Kenn Rd, Old Saybrook, CT 06475 | MLS# 24196847 | Listing updated on 2026-10-16

Photo 1 of Single family home for sale at 8 Kenn Rd, Old Saybrook, CT 06475 | MLS# 24196847 | Listing updated on 2026-10-16

Photo 2 of Single family home for sale at 8 Kenn Rd, Old Saybrook, CT 06475 | MLS# 24196847 | Listing updated on 2026-10-16

$649,000

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2Bds

2Ba

1,040sqft

Single family home for sale

8 Kenn Rd, Old Saybrook, CT 06475

Compass Connecticut, Llc

Photo 3 of Single family home for sale at 121 Bokum Rd, Old Saybrook, CT 06475 | MLS# 24212897 | Listing updated on 2026-10-14

Photo 1 of Single family home for sale at 121 Bokum Rd, Old Saybrook, CT 06475 | MLS# 24212897 | Listing updated on 2026-10-14

Photo 2 of Single family home for sale at 121 Bokum Rd, Old Saybrook, CT 06475 | MLS# 24212897 | Listing updated on 2026-10-14

$574,000

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1Bd

1Ba

1,111sqft

Single family home for sale

121 Bokum Rd, Old Saybrook, CT 06475

Coldwell Banker Realty

Price Drop: $35K

Photo 3 of Single family home for sale at 1324 Boston Post Rd, Old Saybrook, CT 06475 | MLS# 24198488 | Listing updated on 2026-10-13

Photo 1 of Single family home for sale at 1324 Boston Post Rd, Old Saybrook, CT 06475 | MLS# 24198488 | Listing updated on 2026-10-13

Photo 2 of Single family home for sale at 1324 Boston Post Rd, Old Saybrook, CT 06475 | MLS# 24198488 | Listing updated on 2026-10-13

$515,000

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3Bds

1Ba

1,104sqft

Single family home for sale

1324 Boston Post Rd, Old Saybrook, CT 06475

William Pitt Sotheby'S Int'L

Photo 3 of Townhouse for sale at 256 Hidden Cvs Rd #256, Old Saybrook, CT 06475 | MLS# 24180111 | Listing updated on 2026-10-06

Photo 1 of Townhouse for sale at 256 Hidden Cvs Rd #256, Old Saybrook, CT 06475 | MLS# 24180111 | Listing updated on 2026-10-06

Photo 2 of Townhouse for sale at 256 Hidden Cvs Rd #256, Old Saybrook, CT 06475 | MLS# 24180111 | Listing updated on 2026-10-06

$510,000

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2Bds

2Ba

1,557sqft

Townhouse for sale

256 Hidden Cvs Rd #256, Old Saybrook, CT 06475

William Raveis Real Estate

Photo 3 of Single family home for sale at 35 Schoolhouse Rd, Old Saybrook, CT 06475 | MLS# 24202909 | Listing updated on 2026-09-09

Photo 1 of Single family home for sale at 35 Schoolhouse Rd, Old Saybrook, CT 06475 | MLS# 24202909 | Listing updated on 2026-09-09

Photo 2 of Single family home for sale at 35 Schoolhouse Rd, Old Saybrook, CT 06475 | MLS# 24202909 | Listing updated on 2026-09-09

$499,999

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3Bds

1Ba

2,718sqft

Single family home for sale

35 Schoolhouse Rd, Old Saybrook, CT 06475

Re/Max Valley Shore

Price Drop: $30K

Open House

Photo 3 of Single family home for sale at 61 Springbrook Rd, Old Saybrook, CT 06475 | MLS# 24204068 | Listing updated on 2026-10-13

Photo 1 of Single family home for sale at 61 Springbrook Rd, Old Saybrook, CT 06475 | MLS# 24204068 | Listing updated on 2026-10-13

Photo 2 of Single family home for sale at 61 Springbrook Rd, Old Saybrook, CT 06475 | MLS# 24204068 | Listing updated on 2026-10-13

$495,000

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3Bds

3Ba

1,296sqft

Single family home for sale

61 Springbrook Rd, Old Saybrook, CT 06475

William Pitt Sotheby'S Int'L

Price Drop: $14.9K

Open House

Photo 3 of Single family home for sale at 1 Briarcliffe Trl, Old Saybrook, CT 06475 | MLS# 24208270 | Listing updated on 2026-10-14

Photo 1 of Single family home for sale at 1 Briarcliffe Trl, Old Saybrook, CT 06475 | MLS# 24208270 | Listing updated on 2026-10-14

Photo 2 of Single family home for sale at 1 Briarcliffe Trl, Old Saybrook, CT 06475 | MLS# 24208270 | Listing updated on 2026-10-14

$485,000

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4Bds

2Ba

1,373sqft

Single family home for sale

1 Briarcliffe Trl, Old Saybrook, CT 06475

Coldwell Banker Realty

Hot

Price Drop: $74K

Photo 3 of Single family home for sale at 47 Maple Ave, Old Saybrook, CT 06475 | MLS# 24206696 | Listing updated on 2026-10-06

Photo 1 of Single family home for sale at 47 Maple Ave, Old Saybrook, CT 06475 | MLS# 24206696 | Listing updated on 2026-10-06

Photo 2 of Single family home for sale at 47 Maple Ave, Old Saybrook, CT 06475 | MLS# 24206696 | Listing updated on 2026-10-06

$475,000

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3Bds

2Ba

1,056sqft

Single family home for sale

47 Maple Ave, Old Saybrook, CT 06475

Compass Connecticut, Llc

Photo 3 of Single family home for sale at 6 Watch Hl Rd, Old Saybrook, CT 06475 | MLS# 24170006 | Listing updated on 2026-09-09

Photo 1 of Single family home for sale at 6 Watch Hl Rd, Old Saybrook, CT 06475 | MLS# 24170006 | Listing updated on 2026-09-09

Photo 2 of Single family home for sale at 6 Watch Hl Rd, Old Saybrook, CT 06475 | MLS# 24170006 | Listing updated on 2026-09-09

$460,000

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3Bds

3Ba

2,830sqft

Single family home for sale

6 Watch Hl Rd, Old Saybrook, CT 06475

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Based on information provided to and compiled by the SMART MLS, Inc. through Oct 17, 2026, 4:00 AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.